Find hotels in Chester, VT from SAR 316

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Jun - 29 Jun
Tomorrow
29 Jun - 30 Jun
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Filter by

Guest rating
Guest rating
Star rating

Compare 2,982 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Fullerton Inn
Standard Room, 2 Double Beds | Iron/ironing board, free WiFi, bed sheets

Fullerton Inn

2.5 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Business services
8.2 out of 10, Very Good, (362)
  • cleanliness
    Unwind in the lush garden of this welcoming inn with friendly staff, WiFi, and continental breakfast.

What verified guests said

"Thanks for a great stay."

Fullerton Inn highlights

The Fullerton Inn brings charm to Chester Depot with its beautiful garden and cozy bar. Guests enjoy free continental breakfast while taking advantage of convenient luggage storage and business center facilities. The helpful staff consistently earns high praise from visitors.
The price is SAR 559
SAR 609 total
includes taxes & fees
30 Jun - 1 Jul
Fullerton Inn
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, (90)
  • cleanliness
    Travelers gather around the cozy firepit after a day of exploring or start their morning with a hearty breakfast at this welcoming Vermont inn

What verified guests said

"A historic establishment ran by a family, this cozy place in the mountains is a nice retreat from the daily hustle and bustle. "

Stone Hearth Inn and Eatery highlights

Located near the Vermont Country Store, Stone Hearth Inn and Eatery offers a praised free breakfast buffet. Guests relax in the serene garden or by the firepit after using in-room WiFi. This smoke-free property features outdoor furniture and a helpful staff to enhance your stay.
The price is SAR 697
SAR 759 total
includes taxes & fees
8 Jul - 9 Jul
Stone Hearth Inn and Eatery
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (150)
  • cleanliness
    Charming corners await at The Carriage Barn Inn where guests enjoy barbecue grills under outdoor furniture and peaceful garden strolls

What verified guests said

"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."

The Carriage Barn Inn highlights

Located in the heart of a charming town, The Carriage Barn Inn welcomes travelers with continental breakfast and in-room WiFi. Guests connect with nature using the property's barbecue facilities while unwinding in beautiful garden surroundings.
The price is SAR 754
SAR 818 total
includes taxes & fees
1 Jul - 2 Jul
The Carriage Barn Inn
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
8.8 out of 10, Excellent, (1002)
  • cleanliness
    Modern comfort meets downtown convenience at this Keene hotel with an indoor pool, 24/7 gym, and American cuisine steps from attractions.

What verified guests said

"Great check in experience and clean, comfortable rooms. "

Courtyard by Marriott Keene Downtown highlights

Courtyard by Marriott Keene Downtown is centrally located, offering an indoor pool and 24/7 fitness center. The Lobby Bistro Bar serves American cuisine, and the garden is a peaceful retreat. Guests enjoy free WiFi, an on-site cafe, attentive staff, and the prime location.
The price is SAR 555
SAR 602 total
includes taxes & fees
6 Jul - 7 Jul
Courtyard by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (722)
  • cleanliness
    Travelers find comfort in downtown Keene, with a welcoming fireplace after shopping and before dinner at the on-site Fireworks Restaurant.

What verified guests said

"We had a lovely stay. Decent breakfast, clean facilities. "

Fairfield Inn & Suites by Marriott Keene Downtown highlights

Fairfield Inn & Suites in downtown Keene offers more than just a place to sleep. Enjoy a breakfast buffet, WiFi, gym, and a welcoming lobby fireplace. Fireworks Restaurant provides on-site dining. Guests appreciate the helpful staff and convenient luggage storage.
The price is SAR 548
SAR 594 total
includes taxes & fees
13 Jul - 14 Jul
Fairfield Inn & Suites by Marriott Keene Downtown
The Burrell House
Exterior

The Burrell House

2.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Kitchen
  • Soundproof rooms
  • Microwave
9.6 out of 10, Exceptional, (130)
  • cleanliness
    Travelers can explore the neighborhood at their own pace from this charming base, with free WiFi keeping them connected throughout their stay.

What verified guests said

"Well maintained property with beautifully decorated rooms. "

The Burrell House highlights

The Burrell House sits in the heart of a charming, walkable location that guests consistently praise. Visitors appreciate having free in-room WiFi and self parking while having easy access to explore the surrounding area.
The Burrell House
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
8.2 out of 10, Very Good, (1004)
  • cleanliness
    Travelers start their day with a hearty breakfast buffet before finding comfort by the lobby fireplace or taking a refreshing dip in the indoor pool

What verified guests said

"Nice hotel "

Best Western Plus Keene Hotel highlights

The Best Western Plus Keene Hotel is near Cheshire Children's Museum and Colonial Theatre. Guests enjoy a complimentary breakfast buffet, indoor pool, 24-hour gym, in-room WiFi, laundry facilities, elevator access, and attentive staff praised by previous visitors.
The price is SAR 503
SAR 545 total
includes taxes & fees
30 Jun - 1 Jul
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.0 out of 10, Wonderful, (308)
  • cleanliness
    Find your perfect balance between relaxation and productivity. Enjoy refreshing downtime by the pool or stay focused in our fully-equipped business center.

What verified guests said

"We had a great time here! Clean rooms, polite staff and nice dinning area"

Hampton Inn & Suites Keene highlights

In the heart of Keene, Hampton Inn & Suites Keene offers a welcoming retreat with modern comforts. Dive into the indoor pool, work out at the 24-hour gym, or challenge friends to a game of billiards - guests rave about the delicious breakfast and attentive staff.
The price is SAR 555
SAR 602 total
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn & Suites Keene
Keene Elm City Hotel, Ascend Hotel Collection
Indoor pool

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.4 out of 10, Very Good, (847)
  • cleanliness
    Start your day with a hearty breakfast buffet, a refreshing dip in the pool, or a gym workout - all with helpful multilingual staff nearby.

What verified guests said

"The hotel receptionist was very pleasant and helpful. "

Keene Elm City Hotel, Ascend Hotel Collection highlights

Located in the heart of Keene, Holiday Inn Express offers a warm breakfast buffet, a fully equipped gym, an indoor pool, in-room WiFi, and express check-in/out. Guests love the helpful multilingual staff and consistently leave positive reviews.
The price is SAR 435
SAR 472 total
includes taxes & fees
6 Jul - 7 Jul
Keene Elm City Hotel, Ascend Hotel Collection
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
7.2 out of 10, Good, (1000)
  • cleanliness
    Relax in comfort while enjoying local attractions like Cheshire Children’s Museum & unwind after an eventful day with our delightful amenities.

What verified guests said

"Convenient to places to eat in shopping, easy to find. Friendly staff, easy check in. Decent shape of the building and clean in the rooms. "

Days Inn by Wyndham Keene NH highlights

Days Inn by Wyndham Keene NH, near Cheshire Children's Museum and Alumni Field, offers a warm welcome with to-go breakfast and 24-hour business center. Relax in the lobby with coffee/tea or stay active at the gym. The helpful staff has left a lasting impression on previous guests who enjoy free newspapers, self parking, snack bar/deli options and in-room WiFi.
The price is SAR 344
SAR 374 total
includes taxes & fees
1 Jul - 2 Jul
Days Inn by Wyndham Keene NH
Inn at Valley Farms
Library

Inn at Valley Farms

2.0 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Extra beds/cribs
10.0 out of 10, Exceptional, (8)

What verified guests said

"Wonderful location and property"
The price is SAR 666
SAR 722 total
includes taxes & fees
1 Jul - 2 Jul
Inn at Valley Farms
Royal Inn Claremont
Standard Room, 1 Queen Bed | 1 bedroom, desk, blackout drapes, iron/ironing board

Royal Inn Claremont

2.0 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Microwave
  • Living/Dining area
6.6 out of 10, (298)

What verified guests said

"Room had an old smell in it, but it was very clean and newly renovated."
The price is SAR 414
SAR 449 total
includes taxes & fees
1 Jul - 2 Jul
Royal Inn Claremont
Claremont Motor Lodge
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | 1 bedroom, premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

2.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
8.6 out of 10, Excellent, (345)
  • cleanliness
    Guests appreciate the attentive staff at Claremont Motor Lodge while enjoying comfortable rooms and the convenience of on-site parking

What verified guests said

"Have stayed there before. Small motel but clean and quiet. Will stay again"

Claremont Motor Lodge highlights

The Claremont Motor Lodge offers comfort and practical amenities for easier travel. Guests enjoy WiFi, self parking, and a smoke-free environment. Previous visitors consistently praise the helpful, attentive staff.
The price is SAR 450
SAR 488 total
includes taxes & fees
30 Jun - 1 Jul
Claremont Motor Lodge
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.0 out of 10, Wonderful, (103)
  • cleanliness
    Mountain retreat balances adventure and relaxation with cooked-to-order meals, spa services, and easy access to hiking and biking trails

What verified guests said

"Great stay"

Chesterfield Inn highlights

Chesterfield Inn offers tranquility and comfort in a mountain setting. Start your day with a cooked-to-order breakfast, explore the charming garden, or schedule spa services. After nearby trail adventures, relax by the fireplace or take a refreshing dip in the swimming pool.
The price is SAR 1,129
SAR 1,225 total
includes taxes & fees
6 Jul - 7 Jul
Chesterfield Inn
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
9.8 out of 10, Exceptional, (217)
  • cleanliness
    Morning coffee in the lobby sets the stage for adventure planning, while convenient RV parking and a memorable breakfast experience await guests

What verified guests said

"Nice and comfortable great breakfast"

Harvest Barn Inn highlights

Harvest Barn Inn offers a relaxing retreat with practical amenities. Guests praise the full breakfast, and free in-room WiFi keeps everyone connected. Enjoy the terrace in the morning, ample parking, and helpful concierge services for a complete experience.
Harvest Barn Inn
Rodeway Inn
Lobby

Rodeway Inn

2.0 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
  • Extra beds/cribs
6.2 out of 10, (274)
  • cleanliness
    Travelers find riverside relaxation with convenient parking at this welcoming motel where staying connected is easy thanks to complimentary WiFi

What verified guests said

"It's the off season so it was very quiet. The stay was great, no complaints "

Rodeway Inn highlights

Rodeway Inn sits right by the river, offering travelers a practical place to unwind with free in-room WiFi. The property provides RV, bus and truck parking options for road-trippers. Guests appreciate the 24-hour front desk service and the entirely smoke-free environment.
The price is SAR 316
SAR 344 total
includes taxes & fees
28 Jul - 29 Jul
Rodeway Inn
The Putney Inn
Exterior

The Putney Inn

2.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
8.4 out of 10, Very Good, (1005)
  • cleanliness
    Travelers start their day with a continental breakfast in this smoke-free environment where the attentive staff ensures a relaxing, stress-free experience

What verified guests said

"Clean rooms with good parking. Minor complaint: breakfasts were a little sparse"

The Putney Inn highlights

The Putney Inn blends modern comfort with genuine hospitality. Guests enjoy continental breakfast to start their day and stay connected with in-room WiFi. The 24-hour front desk and free self parking complement the helpful staff who transform each stay into a seamless retreat.
The Putney Inn
Latchis Hotel
Lobby

Latchis Hotel

2.5 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Business services
  • Bar
8.4 out of 10, Very Good, (746)
  • cleanliness
    Guests plan their Brattleboro adventures over complimentary coffee and tea in the lobby, just steps from The Stone Church and Brattleboro Common

What verified guests said

"Our stay at the Latchis was wonderful! Super cool to be staying in an old art deco building, and we even took advantage of the movie theater a couple of times. Extremely conveniently located in the center of downtown, just a stone’s throw away from the Amtrak station. "

Latchis Hotel highlights

Located in downtown Brattleboro, Latchis Hotel offers convenience and comfort with a restaurant, bar, extended parking, and luggage storage. Travelers love the in-room WiFi, local attractions, and the staff's memorable service.
The price is SAR 454
SAR 499 total
includes taxes & fees
30 Jun - 1 Jul
Latchis Hotel
Best Western Springfield Hotel
Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed) | 1 bedroom, laptop workspace, iron/ironing board, rollaway beds

Best Western Springfield Hotel

2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.8 out of 10, Excellent, (774)
  • cleanliness
    Travelers fuel up with a hearty breakfast before diving into arcade games at this mountain retreat where adventure and relaxation go hand in hand

What verified guests said

"While I felt the price was a bit high for the hotel, the rooms were nice and the staff was great."

Best Western Springfield Hotel highlights

The Best Western Springfield Hotel in the mountains welcomes guests with a complimentary breakfast buffet. Enjoy friendly competition in the arcade, handle practicalities at the laundry facilities, take a dip in the indoor pool, or catch up online with in-room WiFi.
The price is SAR 671
SAR 732 total
includes taxes & fees
2 Jul - 3 Jul
Best Western Springfield Hotel
The One Cat B&B
Front of property

The One Cat B&B

2.5 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (75)
  • cleanliness
    A cozy bed-and-breakfast where guests can enjoy morning coffee surrounded by local art and culture, then retreat to natural surroundings for relaxation

What verified guests said

"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"

The One Cat B&B highlights

The One Cat B&B sits close to the Hooker-Dunham Theater & Gallery, offering a welcoming place to stay with full breakfast and in-room WiFi. Guests can visit the nearby Brattleboro Museum & Art Center or relax with a selection from the house library.
The price is SAR 810
SAR 891 total
includes taxes & fees
6 Jul - 7 Jul
The One Cat B&B
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
Sign in
Sign up, it's free

Where to stay in Chester

Find the best Chester areas and neighborhoods for the activities you enjoy most.
Chester Depot map

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.

Learn more about Chester

Quaint Chester awaits: its hiking, skiing, food, and more!

See all hotels in Chester

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 Colonial Motel And Spa. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental that Chester has to offer?

Okemo Mountain Lodging: You might want to consider this vacation home rental near Chester, which is in the mountains and equipped with daily housekeeping and an LCD TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. See all 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 hotel for a family vacation to Chester?

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a guesthouse with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families. Attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls are also fun for kids of all ages. Find more child-friendly accommodations in Chester.

What's the best accommodation for a romantic vacation in Chester?

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a favorite guesthouse for couples, and features free WiFi and a fitness center. See all romantic hotels in Chester.

What's the best pet-friendly accommodation in Chester?

Motel in the Meadow is a top pet-friendly option for your stay. Other good choices for you and your pet include Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR and Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub. See more pet-friendly hotel accommodations in Chester.

What are some accommodations with pools in Chester?

Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Colonial Motel And Spa and The Equinox Golf Resort & Spa 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 65 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.