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Our top choices for Chester hotels

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (110 reviews)
  • cleanliness
    Find tranquility near hiking trails in Chester with a delicious breakfast included.
"So great all around!"
United States
Janet
The price is NT$8,823
NT$9,617 total
includes taxes & fees
Feb 2 - Feb 3
Stone Hearth Inn and Eatery

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (411 reviews)
  • cleanliness
    Traditional Vermont charmer serves farm-fresh meals near historic sites.
"Great staff and service. "
United States
Chris
The price is NT$4,043
NT$4,407 total
includes taxes & fees
Mar 1 - Mar 2
Fullerton Inn

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.6 out of 10, Excellent, (37 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is NT$4,334
NT$4,768 total
includes taxes & fees
Feb 2 - Feb 3
Hideaway Inn Mt. Snow

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Peaceful stay in Keene with included breakfast and convenient river access.
"Great stay pool was very nice"
United States
Patrick
The price is NT$4,348
NT$4,718 total
includes taxes & fees
Feb 1 - Feb 2
Best Western Plus Keene Hotel

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
10.0 out of 10, Exceptional, (71 reviews)
  • cleanliness
    Wake up to idyllic Vermont surroundings at this charming inn with breakfast.
"Wonderful experience, Wonderful staff. Thank you!"
United States
Patrick
The Inn at Weathersfield

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very Good, (979 reviews)
  • cleanliness
    Modern hotel with a convenient location in Keene near shopping and dining.
"Reasonably priced and clean."
United States
Justin
The price is NT$3,723
NT$4,039 total
includes taxes & fees
Feb 2 - Feb 3
Keene Elm City Hotel, an Ascend Collection Hotel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,000 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The Putney Inn

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
Keene
8.8 out of 10, Excellent, (760 reviews)
"Everything was clean, comfortable and the staff quite conversational"
United States
Diane
The price is NT$5,318
NT$5,770 total
includes taxes & fees
Feb 8 - Feb 9
Fairfield Inn & Suites by Marriott Keene Downtown

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Relaxation near Manchester Designer Outlets with pool, hot tub, and free breakfast.
"Very clean hotel! "
United States
Robert
The price is NT$4,592
NT$5,051 total
includes taxes & fees
Feb 8 - Feb 9
Hampton Inn and Suites Manchester

Aspen At Manchester

Aspen At Manchester
2.5 star property
Manchester Center
8.8 out of 10, Excellent, (626 reviews)
  • cleanliness
    Scenic Vermont getaway with outdoor pool near Bromley Mountain Ski Resort.
"Very nice room! "
United States
Bob
The price is NT$3,228
NT$3,895 total
includes taxes & fees
Feb 1 - Feb 2
Aspen At Manchester

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Experience downtown Keene's Art Deco charm with indoor pool and fitness center.
"Really clean hotel, friendly staff and great location."
United States
Aaron
The price is NT$5,631
NT$6,110 total
includes taxes & fees
Feb 8 - Feb 9
Courtyard by Marriott Keene Downtown

The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (806 reviews)
  • cleanliness
    Tranquil mountain retreat with outdoor pool and trails, steps from skiing.
"Great staff, huge clean room, tasty continental breakfast."
United States
Carey
The Manchester View

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (71 reviews)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is NT$7,039
NT$7,743 total
includes taxes & fees
Feb 8 - Feb 9
The Inn At Quail Run

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (759 reviews)
  • cleanliness
    Comfortable rooms and helpful staff await in Brattleboro near I-91.
"The room was clean and the staff was wonderful"
United States
Julianne
The price is NT$3,622
NT$3,984 total
includes taxes & fees
Mar 1 - Mar 2
Comfort Inn & Suites Brattleboro I-91

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,001 reviews)
  • cleanliness
    Rustic Vermont hotel with hiking and snowboarding access, plus free breakfast.
"Easy check in and good parking"
United States
nicholas
The price is NT$3,379
NT$3,716 total
includes taxes & fees
Feb 2 - Feb 3
The Covered Bridge Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (940 reviews)
  • cleanliness
    Experience comfort at this Brattleboro hotel with free breakfast and convenient amenities.
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is NT$3,286
NT$3,615 total
includes taxes & fees
Mar 2 - Mar 3
Hampton Inn Brattleboro

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,002 reviews)
  • cleanliness
    Experience rejuvenation at this spa motel with 2 indoor pools and massage services.
"Clean, cozy , spacious, comfortable rooms, friendly staff, great area, excellent spa! "
United States
Ana
The price is NT$4,380
NT$4,818 total
includes taxes & fees
Feb 2 - Feb 3
Colonial Motel And Spa

Brook Bound Inn

Brook Bound Inn
2.0 star property
Wilmington
9.0 out of 10, Wonderful, (12 reviews)
  • cleanliness
    Ski-friendly getaway near Mount Snow with seasonal outdoor pool and free WiFi.
"Beautiful lodge very clean and comfortable "
United States
Virginia
The price is NT$6,581
NT$7,239 total
includes taxes & fees
Feb 10 - Feb 11
Brook Bound Inn

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (364 reviews)
  • cleanliness
    Stay close to Ashuelot River in a comfortable hotel with an indoor pool.
"Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . "
United States
Raymond
The price is NT$5,296
NT$5,746 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn & Suites Keene

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (819 reviews)
  • cleanliness
    Peaceful retreat with indoor pool near State Fish and Wildlife area.
"The whole building was very clean. The holiday decorations were so cute and the breakfast was pretty good too!"
United States
Christine
The price is NT$4,758
NT$5,234 total
includes taxes & fees
Mar 1 - Mar 2
Best Western Springfield Hotel
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Where to stay in Chester

Find the best Chester areas and neighborhoods for the activities you enjoy most. Learn more about Chester
Learn more about Chester

Chester Depot

If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.

Stay near popular Chester attractions

Learn more about Chester

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

More cheap stays in Chester

Hotels in Chester with star-rating

Find out more about Chester

Top reasons to visit Chester

  • Outdoor Adventures: Chester offers excellent skiing options and a variety of outdoor activities, perfect for adventure seekers.
  • Charming Downtown: Stroll through Chester's historic streets filled with quirky shops and a vibrant atmosphere.
  • Cultural Experiences: Explore local parks, historical museums, and engage with friendly locals for a rich cultural experience.
  • Family-Friendly Accommodations: Enjoy a range of lodging options, from cozy bed and breakfasts to unique agritourism properties.
  • Budget-Friendly Options: Chester provides affordable recreational opportunities, ensuring a memorable vacation for every traveler.

Find great hotels near Chester

Discover the charm of Chester, Vermont, where a variety of lodging options await you, including cozy bed and breakfasts and unique agritourism properties. Perfect for families, adventurers, and pet lovers, Chester's hotels offer the ideal retreat with essential amenities and warm hospitality. Explore local hotel reviews to find the perfect fit for your stay and enjoy a memorable vacation experience in this picturesque New England town.

  • Best Western Springfield Hotel: This welcoming hotel offers a pet-friendly experience, making it ideal for travelers who wish to bring their furry companions along. Located 12.9km from Chester, the Best Western Springfield Hotel features comfortable accommodations with amenities designed for both relaxation and convenience. Guests appreciate the hotel's accommodating pet policy, which allows dogs on the property. With a focus on providing a friendly and accessible atmosphere, this hotel is perfect for those looking to explore the scenic beauty of Vermont while enjoying the company of their pets.
  • Pointe at Castle Hill Resort: A 3.5-star gem situated 14.5km from Chester, this resort embodies adventure and relaxation. With a plethora of onsite and nearby activities, including snow tubing, ziplining, and mountain biking, guests will find plenty of excitement. After an action-packed day, unwind at the full-service spa, where treatments like aromatherapy and deep tissue massage await. Perfect for business travelers and thrill-seekers alike, the Pointe at Castle Hill Resort combines comfort with a touch of adventure, making it a distinctive choice for your stay.
  • Jackson Gore Village: Nestled 20.9km from Chester, Jackson Gore Village is a family-friendly retreat that offers a unique blend of adventure and leisure. Guests can enjoy a variety of activities, including onsite snow tubing and skiing, as well as family-friendly amenities like a mini-golf course and playground. This 3-star accommodation is perfect for families seeking fun and excitement together. The focus on adventure and community makes Jackson Gore Village an attractive destination for those looking to create lasting memories in the beautiful Vermont landscape.

Where to stay near Chester

Chester, Vermont, is a charming destination perfect for a weekend getaway, offering a mix of relaxation and adventure. Explore downtown Chester's historic streets and vibrant atmosphere, where friendly locals welcome you. Enjoy recreational opportunities like skiing and various outdoor activities, all while appreciating the town's budget-friendly options. Whether you're seeking luxury or a laid-back vibe, Chester has something for every traveler, making it an ideal spot for your vacation.

  • Ludlow: Located 17.7km from Chester, Ludlow is a vibrant city known for its seasonal charm, particularly during the winter months when outdoor enthusiasts flock to its ski resorts. With a strong emphasis on adventure, Ludlow offers thrilling opportunities for skiing and other winter sports against a backdrop of picturesque mountains and valleys. Visitors can explore the nearby lakes, making it a perfect spot for both ski lovers and nature enthusiasts. The ski fields here are easily accessible, providing a fun-filled experience for travelers of all skill levels.
  • Springfield: Just 9.7km from Chester, Springfield is a year-round destination that attracts visitors with its diverse outdoor activities. The city sees peaks in travel during February, July, and September, drawing those eager for both skiing and exploration. With proximity to national state parks, lakes, and mountains, Springfield offers a rich landscape for hiking, skiing, and other outdoor adventures. Its vibrant community and local attractions make it a delightful stop for anyone looking to immerse themselves in the beauty of Vermont.
  • Grafton: Also located 9.7km from Chester, Grafton is a charming city that shines in the summer and early fall months, welcoming travelers seeking outdoor experiences. Known for its scenic ski fields and lush valleys, Grafton is ideal for those wanting to embrace nature year-round. The area’s stunning lakes and mountainous terrain provide a beautiful backdrop for an array of activities, including hiking, skiing, and simply enjoying the fresh Vermont air. Grafton's quaint atmosphere and outdoor offerings make it a must-visit for adventurers.

Things to do near Chester

Chester, Vermont is the perfect destination for adventure seekers and ski enthusiasts. Enjoy outdoor adventures in the scenic landscape, explore quirky shops that offer unique finds, and take advantage of the excellent skiing options available at local ski fields and resorts. Whether you're hitting the slopes or wandering through charming boutiques, Chester promises a memorable vacation experience.

Shopping

In Chester, visit the Vermont Country Store for unique gifts and souvenirs just 9.7km away. My Minds Design, also 9.7km away, offers creative items. If you're up for a drive, check out the West River Farmers Market, located 17.7km away, for a vibrant local shopping experience.

Recreation

At Fox Run Golf Course, enjoy a scenic round of golf surrounded by beautiful landscapes. The Ice House Ice Skating offers a serene atmosphere for relaxation and fun on the ice. For more golfing, Stratton Mountain Golf Course provides a challenging experience with stunning outdoor views.

Adventure

At Okemo Mountain Resort, experience thrilling skiing adventures in a vibrant atmosphere, located 17.7km from Chester. The Solitude Express Ski Lift, 19.3km away, offers breathtaking views as you ascend. For a unique perspective, try Morningside Flight Park, also 19.3km from Chester, where scenic flights await you.

Nightlife

Experience a charming evening in Chester with a visit to the Weston Playhouse, just 16.1km away, for a romantic theater performance. For family fun, check out Maple Lanes, an arcade AdventureZone located 22.5km away. Don’t miss the Bellows Falls Opera House, 19.3km from Chester, for more cultural entertainment.

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

Booking tips and Expedia advantages for Chester

To save money on your trip to Chester, consider visiting during the cheaper months of April to May and November, with Tuesdays being the least expensive days for accommodation. Use Expedia to customize your travel preferences and find eco-friendly hotels at lower rates by sorting prices from lowest to highest. Additionally, combine your hotel stay, flights, and activities for package deals to maximize savings. Explore free local attractions and utilize affordable public transport options to navigate the area without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are April to May and November, where the prices are slightly lower. This is in comparison to January to February and 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 Chester is Tuesday. The most expensive day to stay in Chester is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your travel preferences, such as your budget, favored location, and the type of hotel you desire. For instance, selecting the Eco-certified option will show you sustainable and eco-friendly accommodations that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chester with your flights and activities through an Expedia package deal.

Find the best attractions near Chester

Chester, Vermont, is an ideal destination for ski and adventure enthusiasts, offering a range of outdoor activities and sports. Visitors can explore local parks, national and state parks, and historical museums, making it a perfect spot for those seeking cultural experiences and family fun. Whether you're hitting the slopes or enjoying nature, Chester has something for everyone to enjoy during their stay.

  • Vermont Museum of Mining and Minerals: Located 9.7km from Chester, this museum offers a fascinating glimpse into Vermont's geological history. With engaging exhibits focusing on minerals and mining, it provides a family-friendly atmosphere perfect for all ages.
  • Lowell Lake State Park: Just 14.5km away, this stunning state park is an outdoor lover's paradise. Experience breathtaking scenery and a variety of recreational activities, from hiking to fishing, making it ideal for adventure seekers.
  • Grafton Historical Society: Situated 9.7km from Chester, this history museum immerses visitors in the rich cultural heritage of the Grafton area. It's a delightful stop for those interested in local history and traditions.

Best time to go to Chester

The best time to visit Chester 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 slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.7°F (-6.3°C)Light RainMostly CloudySlightly LowSlightly High
February22.6°F (-5.2°C)Light RainMostly CloudySlightly LowSlightly High
March30.7°F (-0.7°C)Light RainMostly CloudySlightly LowAverage
April42.8°F (6.0°C)Light RainMostly CloudyAverageSlightly Low
May55.8°F (13.2°C)Light RainMostly SunnyAverageSlightly Low
June63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
July69.3°F (20.7°C)Light RainMostly SunnySlightly HighAverage
August67.3°F (19.6°C)Light RainMostly SunnySlightly HighAverage
September60.3°F (15.7°C)Light RainMostly SunnySlightly HighAverage
October48.6°F (9.2°C)Light RainMostly SunnyAverageSlightly High
November36.1°F (2.3°C)Light RainMostly SunnyAverageSlightly Low
December27.3°F (-2.6°C)Light RainMostly CloudyAverageAverage

The nearest major airports for your trip to Chester

To visit Chester, Vermont, you have several airport options. Lebanon Municipal Airport (LEB) is located 46.7km away, with nearby hotels like the 4-star Hanover Inn Dartmouth and the 3-star Hotel Coolidge, both offering convenient access. Rutland Southern Vermont Regional Airport (RUT) is 40.2km from Chester, with quality options including the 3.5-star Killington Mountain Lodge. For closer access, Springfield's Hartness State Airport (VSF) is only 11.3km away, featuring the 4-star Inn at Weathersfield and the 3.5-star Pointe at Castle Hill Resort. Each hotel provides various transportation services to ensure a smooth journey to and from the airports.

Frequently asked questions

Where is the best place to stay in Chester?
Stone Hearth Inn and Eatery is ranked highly by Expedia customers. This B&B offers free breakfast and free parking. Another top choice for your visit based on reviews is Fullerton Inn. See all available top hotels, or vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
Where can I learn more about changing or cancelling my trip to Chester?
For additional details about rescheduling or cancelling your trip to Chester, head over to our customer service page.
What's the best pet-friendly accommodation in Chester?
Motel in the Meadow is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Chester.
What are some accommodations with pools in Chester?
Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. Pointe at Castle Hill Resort and Kimpton Taconic Hotel by IHG are two additional hotels with an onsite pool. View all hotels with pools in Chester.
What's the best accommodation 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 Chester like?
Visitors to Chester are sure to enjoy the ski areas, coffeehouses, and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. Top sights around the area include Okemo Mountain Resort and Stratton Mountain Resort. In Chester, there are 68 hotels and other accommodations to choose from. Find out more about Chester.
What should I see while I'm in Chester?
A couple of favorite places to visit are Bonnie's Bundles Dolls and DaVallia Art & Accents. Additionally, you'll find Okemo Mountain Resort and Stratton Mountain Resort in the area. Check out what more to see and do in Expedia's Chester guide.
What's the weather like in Chester?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.

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