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Chester Hotels from ₹8,630

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7 Sept - 8 Sept
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8 Sept - 9 Sept
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11 Sept - 13 Sept
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18 Sept - 20 Sept

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Our top choices for Chester hotels

1. Fullerton Inn

Fullerton Inn
Chester Depot
United States
Kirsty
₹13,135
₹14,317 total
includes taxes & fees
8 Sept - 9 Sept
Fullerton Inn

2. Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
Chester
United States
Kathleen
₹19,541
₹21,300 total
includes taxes & fees
14 Sept - 15 Sept
Stone Hearth Inn and Eatery

3. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Gerry
₹15,224
₹16,746 total
includes taxes & fees
13 Sept - 14 Sept
Best Western Springfield Hotel

4. The Hartness House

The Hartness House
Springfield
United States
Dan
₹16,746
₹18,421 total
includes taxes & fees
8 Sept - 9 Sept
The Hartness House

5. Harvest Barn Inn

Harvest Barn Inn
Bellows Falls
United States
Michael
₹15,145
₹16,508 total
includes taxes & fees
11 Sept - 12 Sept
Harvest Barn Inn

6. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
David
₹14,725
₹15,976 total
includes taxes & fees
13 Sept - 14 Sept
Keene Elm City Hotel, an Ascend Collection Hotel

7. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
Cavendish
United States
David
₹11,131
₹12,689 total
includes taxes & fees
8 Sept - 9 Sept
Pointe at Castle Hill Resort

8. The Putney Inn

The Putney Inn
Putney
United States
JANE
₹10,291
₹11,320 total
includes taxes & fees
8 Sept - 9 Sept
The Putney Inn

9. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
EDWARD S
₹10,772
₹11,688 total
includes taxes & fees
8 Sept - 9 Sept
Claremont Motor Lodge

10. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Julia
₹14,080
₹15,277 total
includes taxes & fees
8 Sept - 9 Sept
Best Western Plus Keene Hotel

11. Royal Inn Claremont

Royal Inn Claremont
Claremont
United States
Eva
₹10,631
₹11,534 total
includes taxes & fees
8 Sept - 9 Sept
Royal Inn Claremont

12. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
Amber
₹11,165
₹12,281 total
includes taxes & fees
13 Sept - 14 Sept
Comfort Inn & Suites Brattleboro I-91

13. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Timothy
₹11,468
₹12,615 total
includes taxes & fees
13 Sept - 14 Sept
Hampton Inn Brattleboro

14. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Mirco
₹18,588
₹20,261 total
includes taxes & fees
8 Sept - 9 Sept
Castle Hill Resort And Spa

15. COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
Weston
United States
Raedene
₹16,839
₹18,355 total
includes taxes & fees
8 Sept - 9 Sept
COHO Inn & Motor Lodge

16. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
United States
Russell
₹11,968
₹14,604 total
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

17. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
Rula
₹16,076
₹21,000 total
includes taxes & fees
8 Sept - 9 Sept
The Inn at Weathersfield

18. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
United States
Tatiana
₹14,645
₹16,109 total
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn and Suites Manchester

19. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Terry
₹8,306
₹9,510 total
includes taxes & fees
8 Sept - 9 Sept
The Upper Pass Lodge at Magic Mountain

20. Black Mountain Inn

Black Mountain Inn
Brattleboro
United States
Robert
₹11,692
₹12,862 total
includes taxes & fees
8 Sept - 9 Sept
Black Mountain Inn
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Where to stay in Chester

Find the best Chester areas for the activities you enjoy most.

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

DaVallia Art & Accents

10.0/10 (2 reviews)
This Vermont art haven showcases fine local art and handcrafted furniture in thoughtfully designed spaces. Browse both the Art Boutique and 39 North Gallery to experience indoor exhibits and outdoor sculpture gardens.
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Bonnie's Bundles Dolls

7.6/10 (4 reviews)
This historic Vermont studio showcased handcrafted cloth dolls with embroidered faces and calico clothing. Visitors treasured personal interactions with artist Bonnie Watters and stories behind her creations.
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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.

See all hotels in Chester
A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.

Top Chester Hotel Reviews

The Jackson

The Jackson

10/10 Excellent
"The inn and the grounds are beautifully maintained. The room was comfortable, and the restaurant on the premises was convenient but also had a great breakfast, well worth purchasing. The location was also great relative to downtown."
Vicki 1-night trip
Posted 6 hours ago
The Jackson
The Manchester View

The Manchester View

8/10 Good
"Lovely big room with beautiful views. We made use of the pool. Location was close to the centre but far enough out to have peace and quiet. Breakfast was disappointing and the member of staff clearly didn’t want to be there. This was a 1 night stop and we would stay again (just breakfast offsite)."
Jacqueline 1-night trip
Posted 10 hours ago
The Manchester View
Latchis Hotel

Latchis Hotel

10/10 Excellent
"Considering the age of the property, this is a great stay! The staff was super helpful upon arrival, helping with check-in, parking and directions. The proximity to shops and restaurants is amazing. The room was clean and comfortable. I love that there were extra fans in the room to account for the lack of AC. Definitely still stay again!"
Caitlin 2-night trip
Posted 1 day ago
Latchis Hotel
On The River Inn

On The River Inn

10/10 Excellent
"Very nice. Breakfast is just an ordinary meal buffet."
Orrin 1-night trip
Posted 1 day ago
On The River Inn
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"I found this interesting "resort" by accident when I needed to spend time with my mom who was about 40 minutes away in the Lebanon/Hancock, NH area. Wished I'd had more time to spend at there! I would have brought a bathing suit, tried the hot tub, booked a massage at the Spa, and had another delicious meal at the restaurant in the historic building. The non-historic lodging part of the property seems more like a place families and couples might stay when they ski: very comfortable and casual, older (but not historic), not too fancy, allows dogs!! Staff was lovely! Nice, friendly, available for questions, and willing to make more coffee when I slept in and everyone else beat to me to it."
Melissa 1-night trip
Posted 1 day ago
Pointe at Castle Hill Resort
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"The room was very nice and the staff was very helpful. This is a motel. I didn’t realize that when I made my reservation. We enjoyed out stay."
Marilyn 2-night trip
Posted 1 day ago
The Palmer House Resort, an Ascend Collection Hotel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

8/10 Good
"My room had candy on side table and needed to have phone cleaned. Older property has character but needs attention in rooms. Don't pay for valet parking basically the same as self parking. Upon check out they handed me the keys to get car. I think it was overpriced for what you get. Manchester is a cute town. Nothing in the room to make coffee and had to buy water no refrigerators as well"
Renata 1-night trip
Posted 3 days ago
Kimpton Taconic Hotel by IHG
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Beautiful as is the town"
Kevin 1-night trip
Posted 4 days ago
Woodstock Inn & Resort

More cheap stays in Chester

The Manchester View

The Manchester View

77 High Meadow Way & VT-7A Manchester Center VT
₹7,845
₹8,630 total
8 Sept - 9 Sept
includes taxes & fees
9.4/10 Exceptional! (882 reviews)
The Manchester View
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
₹9,898
₹10,887 total
9 Sept - 10 Sept
includes taxes & fees
8.6/10 Excellent! (976 reviews)
Latchis Hotel
Claremont Motor Lodge

Claremont Motor Lodge

16 Beauregard St Claremont NH
₹10,772
₹11,688 total
8 Sept - 9 Sept
includes taxes & fees
Claremont Motor Lodge
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT
₹11,468
₹12,615 total
13 Sept - 14 Sept
includes taxes & fees
Hampton Inn Brattleboro
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
₹14,725
₹15,976 total
13 Sept - 14 Sept
includes taxes & fees
Keene Elm City Hotel, an Ascend Collection Hotel
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT
₹14,645
₹16,109 total
21 Sept - 22 Sept
includes taxes & fees
Hampton Inn and Suites Manchester

Find out more about Chester

Top reasons to visit Chester

  • Thrilling Outdoor Activities: Chester is a haven for skiing and adventure enthusiasts, offering exhilarating sports experiences amidst stunning landscapes.
  • Charming Historical Architecture: Stroll through central Chester to admire its quaint streets featuring delightful historical buildings.
  • Diverse Accommodation Options: From cosy bed and breakfasts to unique agritourism properties, Chester caters to various traveller needs.
  • Family-Friendly Attractions: Enjoy a range of parks and history museums, making Chester perfect for families and culture lovers alike.
  • Natural Beauty: The picturesque ski fields and surrounding nature provide an idyllic backdrop for relaxation and exploration.

Find great hotels near Chester

Discover the charm of Chester, Vermont, where a variety of accommodation options await to cater to every traveller's needs. From delightful bed and breakfasts to unique agritourism properties, you’ll find family-friendly and pet-friendly lodgings that enhance your adventure. Explore the local offerings and enjoy a memorable stay in this picturesque town, with access to amenities that ensure a comfortable experience for all.

  • Best Western Springfield Hotel: Nestled 12.9km from Chester, the Best Western Springfield Hotel offers a warm, pet-friendly environment, making it ideal for travellers who wish to bring their furry friends along. With amenities such as a waived fee for service animals and a pet policy that welcomes dogs, this hotel ensures a comfortable stay for both you and your pets. Enjoy a soothing atmosphere and convenient access to local attractions while indulging in a homely experience.
  • Pointe at Castle Hill Resort: Located 14.5km from Chester, the Pointe at Castle Hill Resort is a 3.5-star retreat that perfectly blends business and leisure. Designed for the adventurous spirit, this resort features multiple meeting rooms and a fully accessible business centre for corporate guests. For those seeking recreation, the hotel offers a variety of adventure sports nearby, including horse riding and ziplining. Unwind in the full-service spa or enjoy a dip in the indoor pool after a day of exploration, making this location an excellent choice for a balanced getaway.
  • Jackson Gore Village: Situated 20.9km from Chester, the Jackson Gore Village is a delightful 3-star accommodation tailored for family fun and golf enthusiasts. Engage in golf activities on-site while the little ones enjoy the mini-golf, sledding, and arcade games available. With a variety of adventure sports, including on-site skiing and snow tubing, this resort promises a thrilling experience for the entire family. The playground and shared facilities ensure that children have a fantastic time, making it an ideal spot for a memorable family holiday.

Where to stay near Chester

Chester, Vermont, offers a delightful blend of adventure and relaxation, perfect for any traveller. Explore the charming streets of central Chester, where historical architecture meets a friendly atmosphere. Enjoy skiing and outdoor sports nearby, or unwind in a beautiful bedroom home. With options for both budget and luxury stays, Chester is an ideal base for discovering the surrounding regions, making it a memorable getaway for all types of visitors.

  • Ludlow: Nestled 17.7km from Chester, Ludlow is a charming city that draws visitors year-round, particularly peaking between December and February when the slopes are alive with skiers. The town is known for its adventurous spirit, offering a wealth of outdoor activities, particularly skiing at its renowned ski resorts. Surrounded by stunning natural landscapes, Ludlow boasts picturesque lakes, majestic mountains, and serene valleys that provide the perfect backdrop for your holiday. Whether you’re hitting the slopes or enjoying the scenic beauty, Ludlow promises a memorable experience.
  • Springfield: Located a mere 9.7km from Chester, Springfield is a vibrant city that welcomes tourists throughout the year, with peaks during February, July, and September. Known for its adventurous ethos, Springfield is the place for skiing enthusiasts and outdoor adventurers alike. With easy access to ski fields and resorts, it’s an ideal base for those looking to embrace the winter sports culture. Nearby, you’ll find breathtaking lakes, stunning mountains, and the expansive national state park, offering an abundance of recreational opportunities for nature lovers.
  • Grafton: Just 9.7km from Chester, Grafton is a scenic city that captivates visitors with its natural beauty and outdoor appeal. The city sees a steady stream of travellers, particularly in July and the autumn months of September to October. Grafton is perfect for those seeking adventure, especially skiing, as it features excellent ski resorts and trails. The surrounding area is adorned with serene lakes, lovely valleys, and impressive mountains, making it a picturesque retreat for outdoor enthusiasts and those looking to unwind in nature.

Things to do near Chester

Chester, Vermont, is an ideal destination for skiing and adventure enthusiasts. Visitors can enjoy a variety of activities, including skiing at local resorts and exploring the picturesque ski fields. Whether you're an experienced skier or a beginner, Chester offers the perfect setting for an exhilarating sports vacation amidst its stunning natural landscapes.

Shopping

In Chester, visit the Vermont Country Store and My Minds Design, both located 9.7km away, for unique gifts and souvenirs. If you're up for a drive, the West River Farmers Market, 17.7km away, offers a vibrant selection of local produce and artisanal goods.

Recreation

Crown Point Golf Course, located 12.9km from Chester, offers a vibrant outdoor experience with its scenic fairways and engaging sports atmosphere. Similarly, Fox Run Golf Course, 19.3km away, invites you to enjoy the beauty of nature while honing your golfing skills. For a relaxing retreat, visit The Ice House Ice Skating, situated 20.9km from Chester, where you can unwind in a soothing environment.

Adventure

Okemo Mountain Resort, located 17.7km from Chester, offers exhilarating skiing experiences with vibrant sports vibes. For a different thrill, Morningside Flight Park, 19.3km away, provides breathtaking scenic flights amidst stunning landscapes. Additionally, the Solitude Express Ski Lift, also 19.3km from Chester, delivers adventurous ski experiences.

Nightlife

Experience the charm of Chester's nightlife with a visit to the Weston Playhouse, a delightful theatre 16.1km away, perfect for culture and romance. For adventure, try the Timber Ripper Mountain Coaster, 20.9km from Chester, or enjoy fun at Maple Lanes, an arcade adventure zone 22.5km away.

*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 during your visit to Chester, plan your trip between April to May or November for lower accommodation prices. Tuesdays are the cheapest days to stay, while Fridays are the most expensive. Use Expedia's search tool to find budget-friendly hotels, and consider bundling your flights and activities for additional savings. Explore the area on foot or utilise public transport to keep costs down, and take advantage of free outdoor activities to enhance your experience 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: Utilise Expedia’s search tool to refine your options based on your budget, preferred location, and the type of accommodation you desire. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Chester hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Chester

Chester, Vermont, offers an ideal getaway for those seeking skiing, adventure, and sports. Visitors can explore a variety of attractions, including parks, the national state park, and history museums. With options for outdoor enthusiasts, culture lovers, and families alike, Chester ensures a delightful and enriching experience for every traveller, making it a perfect destination for your holiday.

  • DaVallia Art & Accents: Immerse yourself in the vibrant culture of Chester at this delightful gallery, showcasing a variety of local and regional artwork. The unique pieces on display reflect the artistic spirit of Vermont, making it a perfect spot for art enthusiasts.
  • Lowell Lake State Park: Just 14.5km from Chester, this stunning national park offers an abundance of outdoor adventure. Enjoy hiking, fishing, and picnicking amidst breathtaking scenery, with tranquil lake views and lush forests that invite exploration.
  • Bonnie's Bundles Dolls: Located in Chester, this charming attraction is a whimsical experience filled with handmade dolls. The romantic atmosphere and intricate craftsmanship are sure to captivate visitors of all ages, making it a delightful stop for families.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, 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

Chester, Vermont, is conveniently located near several airports. Lebanon Municipal Airport (LEB) is approximately 46.7km away, with nearby accommodations like the 4-star Hanover Inn Dartmouth and the 3-star Hotel Coolidge, both providing easy access to the airport. Rutland Southern Vermont Regional Airport (RUT) is situated about 40.2km from Chester, offering hotel options such as Killington Grand Hotel and Snowed Inn, both 10 to 17.7km away. Additionally, Springfield Hartness State Airport (VSF) is a mere 11.3km from Chester, with the 4-star Inn at Weathersfield just 1.6km away, ensuring quick transport for travellers.

Frequently asked questions

Where is the best place to stay in Chester?
Located 25.2 mi (40.5 km) from the heart of Chester, Woodstock Inn & Resort is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Latchis Hotel and Grand Summit Resort, A Vail Resorts Property. 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 if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What's the best dog-friendly accommodation option in Chester?
Motel in the Meadow is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Chester.
What are some accommodation options with pools in Chester?
Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. On The River Inn and Keene Elm City Hotel, an Ascend Collection Hotel are two additional hotels that feature an on-site pool. View all hotels with pools in Chester.
What is staying in Chester like?
Visitors to Chester will definitely enjoy the skiing, cafes and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. In Chester, there are 63 hotels and other accommodation options to choose from. Find out more about Chester.
What should I do while I'm visiting Chester?
A couple of favourite places to visit are DaVallia Art & Accents and Bonnie's Bundles Dolls. You'll also find Vermont Country Store and Lowell Lake State Park in the area. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

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