Lodging Image

Find hotels in Chester, VT from NT$3,105

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester hotels

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (437 reviews)
"Beautiful old inn Great Staff"
United States
Elizabeth A
The price is NT$4,397
NT$4,793 total
includes taxes & fees
Jun 17 - Jun 18
Fullerton Inn

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (119 reviews)
"Friendly helpful clean. Bathroom clean. Nice pillows. A/c was super because it was very hot outside. Breakfast was very good"
United States
Kathleen
The price is NT$6,607
NT$7,202 total
includes taxes & fees
Jun 16 - Jun 17
Stone Hearth Inn and Eatery

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,004 reviews)
"The staff was friendly, the room was clean and bed comfortable, the breakfast had a variety of options available. I’ll stay here again!"
United States
Dayna
The price is NT$3,448
NT$3,741 total
includes taxes & fees
Jun 17 - Jun 18
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (862 reviews)
"Great place to stay"
United States
Daniel
The price is NT$5,381
NT$5,919 total
includes taxes & fees
Jun 21 - Jun 22
Best Western Springfield Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,005 reviews)
"Best place to stay the food was good and we had a wonderful stay. Swimming pool was fun and safe for kids"
United States
Nidia Ruby
The price is NT$3,771
NT$4,091 total
includes taxes & fees
Jun 21 - Jun 22
Best Western Plus Keene Hotel

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (447 reviews)
"The staff was very friendly and helpful."
Canada
Dumitru Florin
The price is NT$2,755
NT$3,030 total
includes taxes & fees
Jun 22 - Jun 23
Bromley View Inn

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (514 reviews)
"Great stay and good location"
Canada
Alexandre
The price is NT$3,480
NT$3,775 total
includes taxes & fees
Jun 16 - Jun 17
Claremont Motor Lodge

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (994 reviews)
"Clean and professionally-run hotel - would stay again."
United States
Heidi
The price is NT$3,839
NT$4,223 total
includes taxes & fees
Jun 29 - Jun 30
Hampton Inn Brattleboro

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (364 reviews)
"The bed was very comfortable! We had a great sleep and made our breakfast in the "snack room". It was pleasant and quiet- we sat on chairs out front looking at the mountain in front of us. It was a great place to stay."
United States
Susan
The price is NT$3,100
NT$3,410 total
includes taxes & fees
Jun 17 - Jun 18
Brittany Motel

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,009 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is NT$2,879
NT$3,123 total
includes taxes & fees
Jun 17 - Jun 18
Days Inn by Wyndham Keene NH

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (581 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is NT$2,026
NT$4,554 total
includes taxes & fees
Jun 24 - Jun 25
Sleep Woodstock Motel

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (817 reviews)
"Perfectly comfortable and convenient for us, and the complimentary breakfast buffet was better than most!"
United States
Bonnie
The price is NT$3,661
NT$4,027 total
includes taxes & fees
Jul 12 - Jul 13
Comfort Inn & Suites Brattleboro I-91

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (41 reviews)
"The hot tub was so amazing"
United States
Mark
The price is NT$4,128
NT$4,499 total
includes taxes & fees
Jun 16 - Jun 17
Four Columns Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,002 reviews)
"Perfect for an overnight!"
United States
Lori
The price is NT$3,445
NT$3,789 total
includes taxes & fees
Jun 21 - Jun 22
The Putney Inn

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (170 reviews)
"Self check-in and checkout. Room was very clean but a bit too much potpourri for my allergies. Will stay here again when in Keene. "
United States
Charles
The price is NT$4,189
NT$4,671 total
includes taxes & fees
Jul 5 - Jul 6
The Burrell House

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (354 reviews)
"Great breakfast!"
United States
Billie
The price is NT$4,982
NT$5,481 total
includes taxes & fees
Jun 28 - Jun 29
Colonel Williams Inn

The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (390 reviews)
"We have stayed at The Common Man Inn many times. It is always a treat. Right in town, very clean, restaurant is great and breakfast is perfect to start your day. The staff is very helpful and always available as well as friendly."
United States
Robert
The price is NT$4,669
NT$5,066 total
includes taxes & fees
Jun 29 - Jun 30
The Common Man Inn & Restaurant

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (340 reviews)
"Price was charged for a 3 star hotel while facility was a motel"
United States
Sachin
The price is NT$3,132
NT$3,398 total
includes taxes & fees
Jun 16 - Jun 17
Royal Inn Claremont

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (901 reviews)
"Historic hotel in the heart of downtown, close to everything-- restaurants, galleries, stores, train station. Great location, wonderful staff, movie theater and pub on site!"
United States
Sharon
The price is NT$4,690
NT$5,159 total
includes taxes & fees
Jun 24 - Jun 25
Latchis Hotel

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (129 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is NT$4,242
NT$4,666 total
includes taxes & fees
Jun 29 - Jun 30
Chalet 239
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

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.

A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.

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?
Based on our traveler data, Fullerton Inn is one of the top choices for your stay. This inn offers free breakfast and a restaurant. Other good choices for your trip to the area are Woodstock Inn & Resort and Kimpton Taconic Hotel by IHG. 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. Kimpton Taconic Hotel by IHG and Hampton Inn Brattleboro 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. In Chester, there are 62 hotels and other accommodations to choose from. Find out more about Chester.
What should I see while I'm in Chester?
Attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for everyone. You'll also find Vermont Country Store and Lowell Lake State Park 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.

Explore a world of travel with Expedia