A snow-covered town with a river running through it, surrounded by mountains and trees.

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Our top choices for Winchester hotels

A two-story house with a red door, green shutters, and a snow-covered front yard.
A red building with white trim, surrounded by lush greenery and fruit trees.
A room with a fireplace, a standing heater, and a fan.
A group of women in formal attire standing in a garden with a house in the background.

1. Centennial House

Centennial House
Northfield
United Kingdom
Alan
NT$5,699
NT$6,024 total
includes taxes & fees
Sep 29 - Sep 30
Centennial House
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.
A spacious lobby with a stone wall, a reception desk, and a large window.
A modern dining area with a large table and chairs, a kitchen in the background, and a stone accent wall.
A lobby with wooden paneling, a fireplace, and two green armchairs.

2. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Francesca
NT$5,083
NT$5,592 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn Brattleboro
A bedroom with a geometric-patterned headboard, a bed with a textured white duvet, two pillows, a bedside table with a clock, and a potted plant.
A grassy area with picnic tables and a clock tower.
A flat-screen TV mounted on a wall displaying a streaming service interface.
A room with a round table and two leather chairs, a window with curtains, and a view of a parking lot outside.

3. Windmill Motel Restaurant

Windmill Motel Restaurant
Bernardston
United States
Dan
NT$4,073
NT$4,549 total
includes taxes & fees
Sep 28 - Sep 29
Windmill Motel Restaurant
A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.
A spacious lobby with a large flat-screen TV, modern seating, and a large window with a cityscape view.
A hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.
A hotel room with two beds, a microwave, a coffee maker, and a small kitchenette.

4. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
United States
Daniel
NT$5,684
NT$6,253 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.
A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.
A reception area with a 'Welcome to the Granite State' sign, a reception desk, and a well-organized suite shop.
A hotel suite shop with shelves stocked with snacks and sundries, a refrigerated display case, and a sign indicating 24-hour availability.

5. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
sheri
NT$4,375
NT$4,746 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites Keene
A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.
A modern kitchen with wooden cabinets, a coffee machine, a fruit juice dispenser, and a refrigerator.
An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.
A modern fitness center with cardio machines, weightlifting equipment, and a large mirror.

6. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
Kristin
NT$3,938
NT$4,272 total
includes taxes & fees
Oct 27 - Oct 28
Keene Elm City Hotel, an Ascend Collection Hotel
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.
A hotel lobby with a reception desk, seating area, and a wall with framed pictures.
A hotel room with a bed, a sofa, a desk, and a chair. There are three framed pictures on the wall.
A hotel room with a sofa, a coffee table, a chair, a desk, and a lamp.

7. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
John
NT$4,775
NT$5,253 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Brattleboro I-91
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.
A covered outdoor area with a wooden deck, white railings, and string lights.
A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.

8. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Ruddy
NT$4,414
NT$4,789 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Plus Keene Hotel
The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.
A banquet hall with round tables, chairs, and a staircase.
A lobby with a central circular platform, a statue, and a fountain. There are paintings on the walls and a staircase to the left.
A hotel lobby with a reception desk, seating area, and a large window.

9. Latchis Hotel

Latchis Hotel
Brattleboro
United States
jeffrey
NT$3,961
NT$4,357 total
includes taxes & fees
Sep 28 - Sep 29
Latchis Hotel
A wooden table set with plates, cutlery, and a folded napkin.
A cozy room with a wooden floor, a rocking chair, a blue armchair, a bookshelf, and a globe on a table.
A bench in front of an apple tree with ripe apples.
A corner room with wooden flooring, a wooden table, and four chairs. Large windows with curtains are visible, offering a view of a green landscape and a red deck outside.

10. The Carriage Barn Inn

The Carriage Barn Inn
Keene
United States
Jonathan
NT$5,000
NT$5,425 total
includes taxes & fees
Sep 28 - Sep 29
The Carriage Barn Inn
A bar area with a fireplace, seating, and a TV.
A hotel room with a brick wall, a large bed with white bedding, a flat-screen TV, and a desk with a lamp.
A bar area with a dark wooden bar, multiple bar stools, and a large screen displaying the hotel name.

11. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
Caroline
NT$6,154
NT$6,677 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Keene Downtown
A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.
A rustic wooden cabin with a thatched roof, a stone wall, and a wooden staircase leading to a balcony.
A wooden log cabin with a snow-covered entrance and a wooden fence in a snowy forest.
A cozy room with a wooden wall, a red sofa, a small table with a bottle, a book, and a plant.

12. Vikings Villages Resort

Vikings Villages Resort
Guilford
United States
Cecil
NT$4,379
NT$5,107 total
includes taxes & fees
Oct 25 - Oct 26
Vikings Villages Resort
A hotel with a clock tower, a parking lot, and a well-maintained garden.
A hotel room with a bed, two bedside lamps, a nightstand, a chair, and a small table.
A cozy reading area with wooden chairs, a table with newspapers, and potted plants.
A swimming pool with lounge chairs and a covered umbrella.

13. Black Mountain Inn

Black Mountain Inn
Brattleboro
United States
Denise
NT$4,824
NT$5,306 total
includes taxes & fees
Sep 28 - Sep 29
Black Mountain Inn
A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.
A hotel room with two beds, a desk, an orange chair, and a view of buildings through the window.
A multi-story brick building with a sign reading "COURTYARD BY MARRIOTT".
A modern hotel lobby with a central bar area, multiple seating arrangements, and a reception desk.

14. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
United States
Deborah
NT$6,003
NT$6,514 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Keene Downtown
A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.
A gazebo with a red roof and white walls, surrounded by trees and a brick building.
A conference room with a long table, six chairs, a projector screen, and a brick wall.
A brick building with a red awning and a sign that reads "The Inn."

15. The Inn At Crumpin Fox

The Inn At Crumpin Fox
Bernardston
United States
Alan
NT$3,257
NT$3,638 total
includes taxes & fees
Sep 28 - Sep 29
The Inn At Crumpin Fox
A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.
A dining area with a round wooden table, white chairs, and a green wall.
A room with a chessboard, leather chairs, a large vase, and a bookshelf.
A cozy living room with a piano, leather sofa, armchair, and a globe on a coffee table.

16. Inn on Putney Road

Inn on Putney Road
Brattleboro
United States
Karla
NT$11,529
NT$12,682 total
includes taxes & fees
Sep 28 - Sep 29
Inn on Putney Road
A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.
A hotel room with two beds, a nightstand, a lamp, a painting of a cabin, and a door.
A reception area with a stone counter, wooden reception desk, and a red carpet.
A multi-story motel with a parking lot, several vehicles parked, and a tree in the foreground.

17. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
VINCENT JOEL
NT$3,841
NT$4,225 total
includes taxes & fees
Sep 28 - Sep 29
The Covered Bridge Inn
A cozy living room with a fireplace, a coffee station, and a view of the outside.
A motel with multiple floors, each with balconies and windows.
A dining table with a vase of flowers, a chair, and a window with a view.
A hotel room with a sofa, a coffee table, a desk with a telephone, a mirror, and a television.

18. Colonial Motel

Colonial Motel
Brattleboro
Canada
Alida
NT$2,801
NT$3,081 total
includes taxes & fees
Sep 28 - Sep 29
Colonial Motel
A hotel room with two beds, a TV, a desk, and a window with curtains.
A conference room with a black table, wooden chairs, a mounted TV, and a decorative mirror.
A Days Inn with a brick facade, a central entrance, and a parking lot.
A hotel gym with treadmills, an elliptical, dumbbells, and a stationary bike.

19. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
CHERYL
NT$2,861
NT$3,104 total
includes taxes & fees
Oct 27 - Oct 28
Days Inn by Wyndham Keene NH
A dock extending into a lake with a grassy area in the foreground and trees in the background.
A building with a large balcony overlooking a body of water, a bridge in the foreground, and trees with autumn foliage.
A spacious bedroom with a large bed, a desk, and a television.
A living room with a sofa, armchair, and round table, a bedroom with a bed and nightstands, and large windows with curtains.

20. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
United States
Jason
NT$5,687
NT$6,171 total
includes taxes & fees
Oct 18 - Oct 19
Riverside Hotel, an Ascend Collection Hotel
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Stay near popular Winchester attractions

Winchester Speedpark

Winchester Speedpark thrills with professionally designed motocross tracks featuring challenging jumps and turns. Experience heart-pounding night races or watch competitors tackle the New England racing circuit.
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New England Sweetwater Farm & Distillery

This rustic distillery crafts award-winning spirits using locally sourced ingredients. Sample their unique vodkas and whiskeys while learning about the distillation process in a warm space adorned with reclaimed wood.
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Cass Pond

This serene 54-acre pond in Richmond offers peaceful fishing for bass, pickerel, and perch. Bring your own gear and a valid New Hampshire fishing license to fully enjoy this tranquil natural retreat.
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Richmond Wildlife Manangement Area

This protected wilderness features diverse New Hampshire ecosystems across forests, wetlands, and meadows. Explore marked trails for wildlife viewing, especially during spring migration or autumn's foliage display.
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Barden State Wildlife Management Area

This serene wildlife reserve in New Hampshire offers undisturbed natural landscapes for wildlife observation. Bring binoculars for spotting native species while exploring the peaceful trails during spring through fall.
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Loring Field

Explore the great outdoors at Loring Field, a lovely green space in Winchester. While you're in the area, stroll along the lakeside.
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Bennett Gorge

This secluded woodland trail winds alongside a brook to the remnants of an historic mill. Explore Richmond's industrial past while enjoying the tranquil sounds of flowing water and forest solitude.
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Conant Public Library

This historic 1892 library houses Winchester's heritage collection, including one of New England's earliest pipe organs. Browse artifacts or research local history with help from knowledgeable staff.
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Learn more about Winchester

Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

See all hotels in Winchester
A snow-covered bridge over a river with a red roof, surrounded by trees and buildings.

Top Winchester Hotel Reviews

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

10/10 Excellent
"I booked at the last minute for an unplanned visit and was pleasantly surprised by the accommodations for the price."
STEPHEN 2-night trip
Posted 8 hours ago
Days Inn by Wyndham Keene NH
Gardner Inn

Gardner Inn

10/10 Excellent
"Room was remodeled. Very nice. Bathroom was decent and got the job done."
Jesper 1-night trip
Posted 8 hours ago
Gardner Inn
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"Hotel was impeccably clean felt brand new. We stayed in a double room, which was perfect to separate bedroom areas connected that share a bathroom perfect for a family."
Chris 1-night trip
Posted 13 hours ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Deerfield Inn

Deerfield Inn

10/10 Excellent
"Charming well run inn. Staff was wonderful and everything we had from Champneys was delicious. Our room was spacious and very comfortable. My only small "complaint" is that the dining room was overly bright. Putting some of the lights on dimmers would make the entire experience nicer and more cozy, Bar area was perfect and they make good drinks too!"
Linda 3-night trip
Posted 1 day ago
Deerfield Inn
The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"Our stay was nice, king size bed was very comfortable and warm. Carpet in the rooms were well maintained, and bathrooms look new. Overall, a comfortable night!"
RICH 1-night trip
Posted 1 day ago
The Colonial Hotel
Windmill Motel Restaurant

Windmill Motel Restaurant

10/10 Excellent
"It was just what I needed for my stay in the area…. Clean, comfortable and quiet. The staff were very helpful and friendly… I enjoyed my stay there. The price was right too!"
Suzanne 2-night trip
Posted 1 day ago
Windmill Motel Restaurant
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

8/10 Good
"l"
Donald 1-night trip
Posted 2 days ago
Hampton Inn & Suites Greenfield
The Inn At Crumpin Fox

The Inn At Crumpin Fox

8/10 Good
"Very helpful staff"
Sharon 2-night trip
Posted 3 days ago
The Inn At Crumpin Fox
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"Amazingly spacious room overlooking the river. The room was clean and the decor was wonderful. The bed was exceptionally comfortable. It was a lovely stay."
Carl E. 2-night trip
Posted 4 days ago
Riverside Hotel, an Ascend Collection Hotel

More cheap stays in Winchester

The Putney Inn

The Putney Inn

57 Putney Landing Rd Putney VT
NT$2,672
NT$2,939 total
Oct 25 - Oct 26
includes taxes & fees
The Putney Inn
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
NT$2,861
NT$3,104 total
Oct 27 - Oct 28
includes taxes & fees
7/10 Good! (1,007 reviews)
Days Inn by Wyndham Keene NH
Gardner Inn

Gardner Inn

22 Pearson Blvd Gardner MA
NT$3,144
NT$3,511 total
Oct 18 - Oct 19
includes taxes & fees
7.6/10 Good! (68 reviews)
Gardner Inn
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
NT$3,938
NT$4,272 total
Oct 27 - Oct 28
includes taxes & fees
Keene Elm City Hotel, an Ascend Collection Hotel
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
NT$3,961
NT$4,357 total
Sep 28 - Sep 29
includes taxes & fees
8.6/10 Excellent! (989 reviews)
Latchis Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
NT$4,775
NT$5,253 total
Oct 25 - Oct 26
includes taxes & fees
Comfort Inn & Suites Brattleboro I-91

Hotels in Winchester with star-rating

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Winchester offers thrilling activities like skiing and waterpark fun, perfect for outdoor enthusiasts.
  • Scenic Nature Reserves: Explore lush forests and beautiful parks, ideal for relaxation and eco-friendly adventures.
  • Charming Romantic Getaways: Enjoy leisurely strolls and wine country exploration, perfect for couples.
  • Vibrant Live Music Events: Experience the local music scene and delightful wine tastings for a fun night out.
  • Diverse Accommodation Options: Choose from cozy bed & breakfasts to luxury hotels, catering to every traveler's needs.

Find great hotels near Winchester

Discover a variety of lodging options in Winchester, New Hampshire, perfect for every traveler. Whether you're seeking a cozy bed & breakfast or a comfortable hotel equipped for business travel and adventure, you'll find it here. Enjoy pet-friendly facilities and explore the best hotels with competitive room rates, including luxury accommodations. Winchester’s welcoming atmosphere and diverse options will ensure a memorable stay for all visitors.

  • Best Western Plus Keene Hotel: Emphasizing a blend of comfort and inclusivity, the Best Western Plus Keene Hotel is a 3-star establishment that caters to both business travelers and leisure seekers. Located 17.7km from Winchester, this hotel is a welcoming space for LGBTQIA individuals and their allies, as well as pet owners, with a dog exercise area for furry friends. Amenities include complimentary Wi-Fi, a fitness center, and a business center, ensuring all guests have everything they need for a productive and enjoyable stay.
  • Colonial Motel And Spa: For those looking for a spa-themed getaway, the Colonial Motel And Spa is an ideal choice located 19.3km from Winchester. This 3-star motel offers an array of adventure sports and recreational activities nearby, making it perfect for families and thrill-seekers alike. Guests can unwind with full spa services, a sauna, and an onsite pool. Families will appreciate the kid-friendly amenities, including window guards and first aid kits, ensuring a safe and fun experience for children.
  • Hampton Inn Brattleboro: Located 19.3km from Winchester, the Hampton Inn Brattleboro is a modern hotel that emphasizes comfort and convenience for all guests. With a focus on being pet-friendly and LGBTQIA welcoming, this accommodation provides a warm atmosphere for travelers. Guests can enjoy complimentary breakfast, a fitness center, and a business center, making it a practical choice for both leisure and business trips. The hotel also maintains a pet policy, allowing guests to bring their furry companions along for the adventure.

Where to stay in and around Winchester

Winchester, New Hampshire, is a charming city perfect for outdoor enthusiasts and those seeking a romantic getaway. Stroll leisurely through its scenic landscapes, explore nearby wine country, or enjoy a refreshing day in nature. The area's friendly atmosphere and family-friendly vibe make it an ideal destination for relaxation or adventure. Don't miss the opportunity to connect with the serene surroundings and create unforgettable memories in this delightful region.

  • Brattleboro: Located a mere 16.1km from Winchester, Brattleboro is a vibrant city that offers a mix of outdoor adventure and cultural experiences. Known for its year-round appeal, the city welcomes visitors primarily from July to September. Travelers flock here for skiing, sports, and thrilling adventure activities. Highlights include access to ski fields and resorts, as well as picturesque locales like lakes, mountains, and national parks, making it a perfect destination for nature lovers and thrill-seekers alike.
  • Keene: Just 19.3km away from Winchester, Keene is a charming city that captivates visitors with its scenic beauty and outdoor adventures. With peak tourist activity in July, August, and October, it's an excellent spot for those looking to enjoy nature’s splendor. Keene is renowned for its ski fields and resorts, while also offering attractions like lakes, mountains, and the vibrant atmosphere of a modern college town. Whether you're seeking adventure or simply want to soak in the beautiful surroundings, Keene has something for everyone.
  • Richmond: Nestled in the vicinity of Winchester, the village of Richmond attracts visitors throughout the year, particularly peaking in February and during the summer months. Known for its outdoor adventures, Richmond is popular among travelers seeking skiing and recreational activities. Local attractions like the town hall, scenic lakes, and urban parks provide a charming backdrop for relaxation and exploration. This small village offers a cozy feel while still delivering access to exhilarating outdoor experiences.

Things to do near Winchester

Winchester, New Hampshire, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Enjoy thrilling activities like skiing at the local ski resort or relaxing at the dropzone waterpark. The area also offers vibrant live music events and delightful wine tastings, making it an ideal destination for those looking to immerse themselves in scenic beauty and recreational fun.

Shopping

In Winchester, visit Delectable Mountain Cloth for unique gifts. If you're up for a drive, explore Vermont Marketplace, located 16.1km away, offering a vibrant shopping experience with entertainment and dining options. Additionally, check out the Brattleboro Farmers' Market, 19.3km away, for local produce and crafts.

Recreation

Experience luxury at Crumpin-Fox Golf Club with serene golf courses surrounded by nature. Enjoy vibrant live music at The Stone Church for an entertaining evening. Unwind at Brattleboro Country Club, where you can embrace the upscale atmosphere while playing a round of golf in a picturesque setting.

Adventure

Explore the Metacomet-Monadnock Trail, a scenic hiking trail 9.7km from Winchester, offering beautiful landscapes and outdoor adventure. For winter sports enthusiasts, Harris Hill Ski Jump, located 17.7km away, provides thrilling ski experiences, while Granite Gorge, 19.7km from Winchester, offers more skiing excitement.

Nightlife

Experience the vibrant nightlife in Winchester by visiting the Latchis Theatre, Hooker-Dunham Theater & Gallery, and New England Youth Theatre, all located 16.1km away. Each venue offers a unique atmosphere filled with romance, entertainment, and culture, perfect for a memorable evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, New Hampshire, consider visiting during the cheaper months of March and December to January, avoiding the pricier May and September to October. Book your stay on a Tuesday for the best rates, as Saturdays are typically the most expensive. Use Expedia to compare hotel prices, and consider bundling your hotel with flights and activities for additional savings. Look for free activities and utilize public transport options to keep costs down while enjoying your vacation.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are March and December to January, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchester is Tuesday. The most expensive day to stay in Winchester is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winchester with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester, New Hampshire, is perfect for outdoor enthusiasts and those seeking a romantic getaway. With its stunning nature reserves, lush forests, and beautiful parks, visitors can enjoy a range of eco-friendly and adventurous activities. The local attractions invite travelers to immerse themselves in the area's natural beauty while providing memorable experiences amidst the great outdoors.

  • Moody Center: Located 8.0km from Winchester, the Moody Center is an inspiring institute that offers unique programs and events. Engage in enriching experiences that promote personal growth and community engagement.
  • Thomas Aquinas College: This modern college, also situated 8.0km away, boasts a vibrant campus atmosphere. Explore its beautiful grounds and enjoy the lively interactions among students, all while soaking in the educational spirit of this esteemed institution.
  • Birch Point: Just 6.4km from Winchester, Birch Point is a picturesque jetty that invites relaxation. Enjoy serene views and the calming sounds of nature, making it the perfect spot for a peaceful getaway.

Best time to go to Winchester

The best time to visit Winchester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.2°F (-4.9°C)Light RainMostly SunnyAverageSlightly Low
February25.2°F (-3.8°C)Light RainMostly SunnySlightly LowAverage
March32.9°F (0.5°C)Light RainMostly SunnyAverageSlightly Low
April45.0°F (7.2°C)Light RainMostly SunnyAverageAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageSlightly High
June64.9°F (18.3°C)Light RainMostly SunnySlightly HighAverage
July71.2°F (21.8°C)Light RainMostly SunnySlightly HighAverage
August69.3°F (20.7°C)Light RainMostly SunnyAverageAverage
September61.9°F (16.6°C)Light RainMostly SunnySlightly HighSlightly High
October50.5°F (10.3°C)Light RainMostly SunnyAverageSlightly High
November38.7°F (3.7°C)Light RainMostly SunnySlightly LowAverage
December29.7°F (-1.3°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Winchester

Winchester, New Hampshire, is conveniently accessible via three major airports. Hartford, CT (BDL-Bradley Intl.), located 96.6km away, offers hotel options like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. Manchester, NH (MHT-Manchester-Boston Regional), 78.9km from Winchester, features the 5-star Grand at Bedford Village Inn, 6.4km away, and the 4-star DoubleTree by Hilton Manchester Downtown, also 6.4km from the airport. Lastly, Worcester, MA (ORH-Worcester Regional), located 46.4km away, has the 4-star Beechwood Hotel, 8.0km from the airport. Each airport provides convenient transportation options to nearby hotels.

Frequently asked questions

What's the best place to stay in Winchester?
The Colonial Hotel, located 26.3 mi (42.3 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Colonial Motel and Latchis Hotel. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
For more details about rescheduling or cancelling your trip to Winchester, go to https://www.expedia.com/service/.
What are some hotels with pools in Winchester?
The Colonial Hotel: Features a sauna, an indoor pool, and free self parking. Keene Elm City Hotel, an Ascend Collection Hotel and Best Western Plus Keene Hotel are two additional hotels with an onsite pool. View all hotels with pools in Winchester.
What is the best hotel near Hartness State Airport (VSF)?
The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.
What is staying in Winchester like?
Visitors to Winchester are sure to enjoy the lakeside setting. Tourists can also enjoy so much more including its forests. In Winchester, there are 6 hotels and other accommodations to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
Natural beauty is on display at Birch Point, Cass Pond, and Royalston State Forest. A couple of additional sights to add to your agenda are Winchester Speedpark and New England Sweetwater Farm & Distillery. Check out what more to see and do in Expedia's Winchester guide.
What's the seasonal weather like in Winchester?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.

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