Chester Hotels from ₹6,152

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Top 10 Chester hotels and places to stay

Fullerton Inn

2.5 star property
8.2 out of 10, Very good, (371)
"Everything was Awsome friendly staff"
The price is ₹12,269
₹13,373 total
includes taxes & fees
10 Sept - 11 Sept
Fullerton Inn

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (95)
"Sweet place to stay"
The price is ₹19,232
₹20,963 total
includes taxes & fees
10 Sept - 11 Sept
Stone Hearth Inn and Eatery

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (818)
"Great hidden gem!"
The Shire Woodstock

Aspen At Manchester

2.5 star property
8.8 out of 10, Excellent, (585)
"Quiet, clean rooms very convenient to town center and the green mountain bluegrass festival. Would definitely stay here again. "
The price is ₹7,633
₹9,366 total
includes taxes & fees
11 Sept - 12 Sept
Aspen At Manchester

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (517)
"Rooms are very clean , staff are very friendly , we enjoy our stay here . "
The price is ₹13,266
₹16,049 total
includes taxes & fees
11 Sept - 12 Sept
Sleep Woodstock Motel

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1008)
"Good value for a two night stay for work "
The price is ₹6,152
₹6,767 total
includes taxes & fees
10 Sept - 11 Sept
The Covered Bridge Inn

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1003)
"Great hotel"
The price is ₹12,231
₹13,454 total
includes taxes & fees
24 Sept - 25 Sept
Hampton Inn and Suites Manchester

The Palmer House Resort, an Ascend Collection Hotel

3.0 star property
8.4 out of 10, Very good, (815)
"We had a great stay and the jacuzzi tub in our room was great. We will definitely be returning again."
The price is ₹11,929
₹14,577 total
includes taxes & fees
14 Sept - 15 Sept
The Palmer House Resort, an Ascend Collection Hotel

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very good, (1001)
"Great for stay"
The price is ₹12,269
₹13,312 total
includes taxes & fees
14 Sept - 15 Sept
Best Western Plus Keene Hotel

The Equinox Golf Resort & Spa

4.5 star property
7.4 out of 10, Good, (525)
"Nice facilities "
The price is ₹9,550
₹15,197 total
includes taxes & fees
15 Sept - 16 Sept
The Equinox Golf Resort & Spa

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (913)
"Great accommodation for wedding "
The price is ₹12,758
₹15,437 total
includes taxes & fees
10 Sept - 11 Sept
The Black Bear Lodge at Stratton Mountain Resort

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
9.6 out of 10, Exceptional, (594)
"Great place!"
The price is ₹14,180
₹15,385 total
includes taxes & fees
11 Sept - 12 Sept
Riverside Hotel, an Ascend Collection Hotel

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (883)
"Staff was very pleasant."
The price is ₹10,946
₹12,479 total
includes taxes & fees
10 Sept - 11 Sept
Pointe at Castle Hill Resort

Kimpton Taconic Hotel by IHG

4.0 star property
9.4 out of 10, Exceptional, (800)
"Great place for dogs we loved it "
The price is ₹18,271
₹23,496 total
includes taxes & fees
15 Sept - 16 Sept
Kimpton Taconic Hotel by IHG

The Manchester View

2.5 star property
9.4 out of 10, Exceptional, (749)
"We enjoyed our stay. Clean, great staff, great continental breakfast!"
The Manchester View

Lincoln Inn & Gallery

2.0 star property
9.4 out of 10, Exceptional, (35)
"This place was great I cannot say enough about the innkeepers and the staff all in all you'll love it!!"
The price is ₹14,122
₹15,534 total
includes taxes & fees
14 Sept - 15 Sept
Lincoln Inn & Gallery

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (538)
"Perfect spot for Green Mountain Festival"
The price is ₹16,682
₹18,350 total
includes taxes & fees
10 Sept - 11 Sept
The Olympia Lodge

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (701)
"I was only there for a few hours sleep "
The price is ₹6,276
₹6,904 total
includes taxes & fees
16 Sept - 17 Sept
Travelodge by Wyndham Brattleboro VT

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (738)
"Great place to stay and see the beautiful mt ascutney "
The price is ₹11,411
₹13,641 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (379)
"Small rustic motel with lounge near Bromley winhall etc best prices around and clean overall. Nice staff decent breakfast "
Bromley View Inn
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Where to stay in Chester

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

Chester Depot

2 out of top 10 points of interest in this area

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

Accommodation near Chester attractions

Bonnie's Bundles Dolls

Bonnie's Bundles Dolls

Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views or seek out its ski slopes.

Top Chester Hotel Reviews

More cheap stays in Chester

More cheap stays in Chester

Find out more about Chester

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.

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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 trip 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 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: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. The Equinox Golf Resort & Spa 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 67 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 Museum of Mining and Minerals and Vermont Country Store 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.