Find hotels in Chester, VT

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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

Fullerton Inn

2.5 star property
8.0 out of 10, Very Good, (324)
"This is a lovely old building with a lot of character and charm. We were greeted upon arrival and given all the information we needed for parking in the back lot due to snow plowing. The room was small, which was fine and what we had reserved, no complaints there. We had a double bed and it was very, very soft if you like that sort of thing. There was some draftiness in the second floor end room we stayed in, and the heat was not running when we got there, which was an issue for an hour or two...
The price is SAR 484
SAR 527 total
includes taxes & fees
2 Mar - 3 Mar
Fullerton Inn

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (79)
"Wonderful old building with tons of character and charm. Loved the stay, the food was terrific, and the owner couldn't have been more inviting and helpful!"
The price is SAR 1,244
SAR 1,355 total
includes taxes & fees
10 Feb - 11 Feb
Stone Hearth Inn and Eatery

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (143)
"Perfect for our one night getaway to Keene. Clean, great location, friendly inkeeper (Joe) and many nice touches such as the breakfast."
The price is SAR 637
SAR 691 total
includes taxes & fees
9 Feb - 10 Feb
The Carriage Barn Inn

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1001)
"Parking is close to the hotel and incredibly convenient. The side doors are right next to the parking lot with easy access to your car. The staff is suoer friendly and helpful. "
The price is SAR 570
SAR 619 total
includes taxes & fees
12 Feb - 13 Feb
Courtyard by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (675)
"Very friendly and good location "
The price is SAR 521
SAR 566 total
includes taxes & fees
13 Feb - 14 Feb
Fairfield Inn & Suites by Marriott Keene Downtown

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (123)
"We have a very sweet room that suits us fine. Is strange that we have not seen another person at this property since we have been here. No check in to speak of. Our friend is also staying here, and his room is essentially like a closet… so small. Close to town though, so very convenient"
The price is SAR 605
SAR 656 total
includes taxes & fees
17 Feb - 18 Feb
The Burrell House

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1000)
"Great place "
The price is SAR 495
SAR 537 total
includes taxes & fees
12 Feb - 13 Feb
Best Western Plus Keene Hotel

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (276)
"Nice simple and modern. Great customer service. Check in and out was simple and quick. Unfortunately pool wasnt open but guests where advised the Best Western across the way was allowing their guests to show room cards to be able to use the pool their facility. Clean rooms but no laundry amenities available. Had a great stay. But whiling using the side door my wife notcied the levels on the walk way were not defined and walking thru at night time could create an emergency for another guest....
The price is SAR 528
SAR 573 total
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn & Suites Keene

Holiday Inn Express Keene by IHG

2.5 star property
8.4 out of 10, Very Good, (811)
"Very clean and quiet property. Staff was very friendly at check in."
The price is SAR 458
SAR 496 total
includes taxes & fees
9 Mar - 10 Mar
Holiday Inn Express Keene by IHG

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (986)
"Clean and quiet:)"
The price is SAR 347
SAR 377 total
includes taxes & fees
10 Feb - 11 Feb
Days Inn by Wyndham Keene NH

2BR Sunshine Town Condo

4.0 star property
8.8 out of 10, Excellent, (6)
"Great stay. Most important: it was clean, quiet, comfortable, cute decor and cozy. Have two college age kds who stay up way too late, so needed two bedrooms and paying for two hotel rooms was not desirable. This worked perfect! Would have given excellent rating but little work needs to be done on place - closet door fell of track, soap dospenser about to fall off wall. Just minor things. Also clearer instructions are needed on how to reach the location. The address on text, when used on...
The price is SAR 506
SAR 975 total
includes taxes & fees
19 Feb - 20 Feb
2BR Sunshine Town Condo

Royal Inn Claremont

2.0 star property
6.6 out of 10, (295)
"Very simple and met all my needs."
The price is SAR 413
SAR 448 total
includes taxes & fees
9 Feb - 10 Feb
Royal Inn Claremont

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (313)
"Great stay here, staff was very accommodating for late check-in. Quiet and clean. Good stop over point to head up north. Would stay here again!"
The price is SAR 450
SAR 488 total
includes taxes & fees
9 Feb - 10 Feb
Claremont Motor Lodge

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (101)
"Lots of things were lovely; fantastic room service food (unbelievably fresh and delicious, better than anywhere I’ve ever eaten in a hotel while traveling), beautiful serene natural setting, and wonderful design of the buildings plus COOKIES and tea in the afternoon. The service was also fantastic. The paint could use freshening and the bathroom grout needs redoing (or consider retiling). A piece of one window pane, a wood bit, fell off… so I stuck it back, obviously needs a proper repair. With...
The price is SAR 1,153
SAR 1,251 total
includes taxes & fees
17 Feb - 18 Feb
Chesterfield Inn

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (202)
"Kaelan was an incredible host for our one night stay at the Harvest Barn Inn! The room we stayed in was beautiful, clean, modern, and the most comfortable size. The bed was super comfortable and the bathroom was very clean with a peaceful aesthetic. Don’t get me started on the included breakfast we enjoyed made and served by the owner himself! It was a delicious three course experience that my husband and I will never forget. This is the perfect place for your stay. Great price for a priceless...
The price is SAR 591
SAR 644 total
includes taxes & fees
17 Feb - 18 Feb
Harvest Barn Inn

Rodeway Inn

2.0 star property
6.2 out of 10, (266)
"It was a clean, safe motel, a great value. I have no complaints. Nearby Bellow Falls is only 4-5 miles away with several restaurant options. It served my needs well. Friendly staff."
The price is SAR 334
SAR 364 total
includes taxes & fees
25 Feb - 26 Feb
Rodeway Inn

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1002)
"The Putney Inn was perfect for an easy overnight in Vermont. Rate was reasonable and room was clean. The location was extremely convenient, right off the highway. We would stay again if we were in the area!"
The price is SAR 333
SAR 363 total
includes taxes & fees
10 Feb - 11 Feb
The Putney Inn

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (702)
"I love staying at the Latchis, particularly because of its location right on Main St., giving it proximity to great food, a wide variety of stores, the art museum, the train station and transportation center, it's attached lovely historic cinema which always shows quality films, the food co-op, the historic town hall, the community center, the large well-socked local library, and the totally unique concept of having a record player in every room with plenty of vinyl! "
The price is SAR 452
SAR 497 total
includes taxes & fees
13 Feb - 14 Feb
Latchis Hotel

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (740)
"Very nice hotel, close to okemo. Nice breakfast! "
The price is SAR 604
SAR 659 total
includes taxes & fees
9 Mar - 10 Mar
Best Western Springfield Hotel

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (74)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is SAR 705
SAR 776 total
includes taxes & fees
11 Feb - 12 Feb
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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Chester

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

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 visit based on reviews is Fullerton Inn. See all available top hotels, or vacation rentals in Chester.

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

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. : Visitors like this Chester vacation home rental. It is located in the mountains and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a spa tub. 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 free WiFi, and it's a top choice on Expedia for families. Attractions like Bonnie's Bundles Dolls and DaVallia Art & Accents 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?
What are some accommodations with pools in Chester?

Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment! 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. Top sights around the area include Okemo Mountain Resort and Stratton Mountain Resort. In Chester, there are 72 hotels and other accommodations to choose from. Find out more about Chester.

What should I see while I'm in Chester?

A couple of favorite places to visit are Bonnie's Bundles Dolls and DaVallia Art & Accents. Additionally, you'll find Okemo Mountain Resort and Stratton Mountain Resort 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.