Find hotels in Chester, VT from Rp1.165.657

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Our top choices for Chester hotels

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (422 reviews)
"Gorgeous old Inn that is fairly well maintained to keep up with modern competition. We visited in the dead of winter so the quaint town of Chester, VT didn’t have a lot to offer. We plan on visiting again in the summer to get the full experience!"
United States
William
The price is Rp2.179.197
Rp2.375.325 total
includes taxes & fees
25 Mar - 26 Mar
Fullerton Inn

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (115 reviews)
"So great all around!"
United States
Janet
The price is Rp3.528.626
Rp3.846.203 total
includes taxes & fees
25 Mar - 26 Mar
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
8.4 out of 10, Very good, (991 reviews)
"It was a great experience and would recommend it to everyone "
United States
Barbara
The price is Rp1.694.104
Rp1.838.103 total
includes taxes & fees
7 Apr - 8 Apr
Keene Elm City Hotel, an Ascend Collection Hotel

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (559 reviews)
"A great place to stay with pets. Rooms are a little tight, but they are clean and comfortable."
United States
Ron
Sleep Woodstock Motel

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Clean room, quiet, good price "
United States
Derek
The price is Rp1.059.688
Rp1.165.657 total
includes taxes & fees
19 Mar - 20 Mar
The Covered Bridge Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,000 reviews)
"Great Stay!"
United States
Nicholas
The Putney Inn

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (841 reviews)
"Very friendly staff. The room and all surroundings were clean and fresh smelling."
United States
Alison
The price is Rp2.283.934
Rp2.512.327 total
includes taxes & fees
17 Mar - 18 Mar
Best Western Springfield Hotel

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,000 reviews)
"It is an economy, hotel, and had all the basics covered. It was clean, and the beds were comfortable."
Canada
Julie
The price is Rp1.364.110
Rp1.480.059 total
includes taxes & fees
22 Mar - 23 Mar
Days Inn by Wyndham Keene NH

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (336 reviews)
"Check-in was easy and the property is cute and very clean. "
United States
Karin
The price is Rp1.266.975
Rp1.393.673 total
includes taxes & fees
25 Mar - 26 Mar
Brittany Motel

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (783 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is Rp1.900.463
Rp2.090.510 total
includes taxes & fees
25 Mar - 26 Mar
Comfort Inn & Suites Brattleboro I-91

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (952 reviews)
"I wish I could have stayed longer. Very nice hotel "
United States
Rosa
The price is Rp2.202.509
Rp2.422.760 total
includes taxes & fees
22 Mar - 23 Mar
Hampton Inn Brattleboro

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (71 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is Rp2.283.089
Rp2.511.313 total
includes taxes & fees
23 Mar - 24 Mar
Hideaway Inn Mt. Snow

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,003 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is Rp2.013.646
Rp2.184.772 total
includes taxes & fees
18 Mar - 19 Mar
Best Western Plus Keene Hotel

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (427 reviews)
"Great place to stay. I really loved the place."
United States
Simon
Bromley View Inn

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (480 reviews)
"Nice and clean newly renovated room. Just what we needed for a good nights rest. "
United States
Valerie
The price is Rp1.858.230
Rp2.016.180 total
includes taxes & fees
19 Mar - 20 Mar
Claremont Motor Lodge

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (169 reviews)
"Very helpful and welcoming host. "
United States
Bruce
The price is Rp2.346.539
Rp2.545.995 total
includes taxes & fees
31 Mar - 1 Apr
The Carriage Barn Inn

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (158 reviews)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (115 reviews)
"Great stay "
United States
Jean
The price is Rp2.417.388
Rp2.659.127 total
includes taxes & fees
29 Mar - 30 Mar
Chalet 239

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (349 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is Rp2.660.648
Rp2.926.881 total
includes taxes & fees
26 Mar - 27 Mar
Colonel Williams Inn
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.
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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

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

Find out more about Chester

Top reasons to visit Chester

  • Outdoor Adventure: Chester is perfect for ski enthusiasts and offers various outdoor activities amidst stunning natural scenery.
  • Cultural Experiences: Engage with local culture through agricultural exhibits, art galleries, and history museums.
  • Charming Accommodations: Enjoy a range of lodging options, from cosy bed & breakfasts to unique agritourism properties.
  • Picturesque Scenery: Experience the vibrant autumn colours and beautiful landscapes that enhance your visit.
  • Warm Hospitality: Delight in the friendly atmosphere and welcoming locals that make Chester a memorable destination.

Find great hotels near Chester

Discover the charming lodging options in Chester, Vermont, where a variety of accommodations await to suit every traveller's needs. Whether you prefer a cosy bed & breakfast or unique agritourism properties, you'll find affordable stays equipped with air conditioning and family-friendly amenities. Enjoy a delightful American breakfast and consider spacious suites for a comfortable retreat after your adventures in this picturesque locale.

  • The Upper Pass Lodge at Magic Mountain: Embrace the spirit of adventure at The Upper Pass Lodge at Magic Mountain, a pet-friendly motel located a mere 16.1km from Chester. This lodge is perfect for those seeking an action-packed getaway, offering a variety of exciting activities such as snowshoeing, ziplining, and fishing. Guests can enjoy the thrill of adventure sports right on their doorstep, making it an ideal choice for outdoor enthusiasts. The lodge also welcomes pets, providing amenities that ensure a comfortable stay for both you and your furry companions.
  • Main and Mountain Bar & Motel: Situated 17.7km from Chester, Main and Mountain Bar & Motel is a haven for adventure seekers. This motel features a laid-back atmosphere complemented by an array of recreational activities, including mountain biking, kayaking, and swimming. With its proximity to stunning natural landscapes, guests can easily explore the great outdoors and return to a welcoming environment. The combination of adventure and comfort makes this motel a perfect choice for those looking to immerse themselves in Vermont's natural beauty.
  • Castle Hill Resort And Spa: Experience a luxurious retreat at Castle Hill Resort And Spa, located just 14.5km from Chester. This 3.5-star hotel caters to travellers seeking both adventure and opulence. Guests can indulge in a variety of activities such as snowboarding, kayaking, and mountain biking, all while enjoying the resort's upscale amenities. With a focus on providing a high-end experience, Castle Hill combines relaxation and excitement, making it an exceptional choice for those wishing to unwind after a day of exploration.

Where to stay near Chester

Chester, Vermont, offers a delightful blend of adventure and relaxation, making it an ideal destination for travellers seeking both excitement and tranquillity. Surrounded by charming towns and stunning natural scenery, visitors can enjoy outdoor activities like skiing and exploring historical sites. The vibrant autumn colours create a picturesque backdrop, inviting you to celebrate nature's beauty while experiencing the warm hospitality of the locals. Whether you're on a budget or seeking luxury, Chester has something for everyone.

  • Ludlow: Located approximately 17.7km from Chester, Ludlow is a vibrant city that attracts visitors year-round, peaking during the winter months from December to February. Renowned for its exceptional skiing and adventurous sports, Ludlow is a haven for outdoor enthusiasts. The nearby ski resorts and fields provide thrilling experiences, while the stunning landscapes of lakes, mountains, and valleys create a picturesque backdrop for exploration. Whether you're hitting the slopes or enjoying a quiet moment by the lake, Ludlow promises an exhilarating travel experience.
  • Springfield: Just 9.7km from Chester, Springfield is a charming city with a diverse array of attractions that draw visitors throughout the year. Peak seasons occur in February, July, and September, making it an appealing destination for adventure seekers. Springfield is known for its excellent skiing facilities and access to national state parks, offering a perfect blend of outdoor activities. The scenic beauty of the surrounding lakes and mountains adds to its allure, making Springfield a delightful spot for those seeking a mix of excitement and natural beauty.
  • Grafton: Situated a mere 9.7km from Chester, Grafton is a quaint city that offers a unique blend of outdoor adventure and serene landscapes. With peak visitor numbers in July and September to October, Grafton is ideal for those looking to enjoy skiing and outdoor activities amidst its stunning valleys and mountains. The welcoming atmosphere and beautiful surroundings make Grafton a fantastic choice for a peaceful retreat, where you can savour the beauty of nature while indulging in thrilling sports experiences.

Things to do near Chester

Chester, Vermont, offers a delightful blend of outdoor adventure and cultural attractions. Visitors can enjoy skiing at local resorts and engaging in various sports activities. Additionally, the town features agricultural exhibits, art galleries, and animal shows, making it perfect for day trips. Whether you're seeking adrenaline or a taste of local culture, Chester promises a memorable experience for all.

Shopping

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

Recreation

At Crown Point Golf Course, enjoy a leisurely round of golf amidst picturesque landscapes, just 12.9km from Chester. Fox Run Golf Course, located 19.3km away, offers a vibrant sports atmosphere. For relaxation, visit The Ice House Ice Skating, 20.9km from Chester, where wellness and serenity await.

Adventure

Morningside Flight Park offers a breathtaking scenic flight experience, 19.3km from Chester, where you'll enjoy stunning views and a rush of adventure in the skies. For winter sports enthusiasts, Okemo Mountain Resort, located 17.7km away, provides excellent skiing opportunities amidst exhilarating snow-covered landscapes.

Nightlife

In Chester, the Weston Playhouse offers a charming theatre experience just 16.1km away, perfect for romance and culture. For an adventurous night, head to Maple Lanes, an arcadeAdventureZone 22.5km away, or try the Timber Ripper Mountain Coaster, located 20.9km from Chester for an exhilarating ride.

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

Booking tips and Expedia advantages for Chester

When planning your visit to Chester, Vermont, consider travelling in the cheaper months of April to May and November, with Tuesdays being the most affordable days to stay. Use Expedia’s search tool to filter for your budget and preferred accommodation, and sort by price to find the best deals. Look for package options that combine flights and hotels for additional savings. To explore the area on a budget, seek out free local activities and utilise public transport whenever possible to keep costs down.

  • 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 preferences, such as your budget, desired location, and the type of accommodation you prefer. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in Chester with your flights and activities through an Expedia package.

Find the best attractions near Chester

Chester, Vermont, is perfect for ski enthusiasts and adventure seekers, offering a variety of outdoor activities and cultural experiences. Visitors can explore local parks, national and state parks, and history museums, making it an ideal destination for families and those interested in the region's heritage. Whether you're keen on sports or simply wish to enjoy the natural beauty, Chester has something for everyone.

  • Vermont Museum of Mining and Minerals: Located 9.7km from Chester, this museum offers a fascinating glimpse into the region's mining history. Visitors can explore various exhibits showcasing minerals and mining artefacts, making it an enriching experience for families and culture enthusiasts alike.
  • Lowell Lake State Park: Situated 14.5km away, this national park is a haven for outdoor lovers. With its stunning scenery and numerous trails, visitors can enjoy hiking, kayaking, and picnicking amidst breathtaking natural beauty, perfect for adventure seekers.
  • Grafton Historical Society: Just 9.7km from Chester, this history museum presents the rich cultural heritage of the area. Through engaging exhibits and local artefacts, visitors can delve into the history of Grafton and its significance in Vermont.

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

For your visit to Chester, Vermont, you have several nearby airports to consider. Lebanon Municipal Airport (LEB) is 46.7km away, with hotels like the Windsor Mansion Inn, Residence Inn by Marriott Hanover Lebanon, and Sunset Motor Inn, all offering convenient access. Rutland Southern Vermont Regional Airport (RUT) is 40.2km away, featuring options such as Cortina Inn and Killington Mountain Lodge, which provide shuttle services. Additionally, Hartness State Airport (VSF) is just 11.3km from Chester, with nearby accommodations including the 4-star Inn at Weathersfield and Castle Hill Resort And Spa. Each airport ensures a variety of transport options to facilitate your journey.

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?
Pointe at Castle Hill Resort: Offers a full-service spa, an indoor pool and free self parking. Woodstock Inn & Resort and The Equinox Golf Resort & Spa 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. A top sight in the area is Stratton Mountain Resort. In Chester, there are 68 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. Additionally, you'll find Stratton Mountain Resort 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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