Find hotels in Chester, VT from ¥14,290

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Compare 2,965 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Chester hotels

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (96)
"Sweet place to stay"
The price is ¥32,162
¥35,057 total
includes taxes & fees
Sep 29 - Sep 30
Stone Hearth Inn and Eatery

Fullerton Inn

2.5 star property
8.2 out of 10, Very Good, (375)
"Excellent location in the village. No water or beverages available, except from the limited bar access."
The price is ¥23,470
¥25,582 total
includes taxes & fees
Oct 19 - Oct 20
Fullerton Inn

Farm Road Estate

3.0 star property
10.0 out of 10, Exceptional, (71)
"very helpful and friendly staff - they goes above and beyond. the room/bed everything is so comfortable and the place is beautiful."
Farm Road Estate

The Reluctant Panther Inn and Restaurant

4.0 star property
9.8 out of 10, Exceptional, (312)
"We had a lovely weekend at The Relucatant Panther. The room was perfect. The area was quiet. It was convenient to everywhere we wanted to go. The dinner was scrumptious, and we loved the little basket with breakfast - just enough! The staff at both the desk and the dining room was amazing! We can't wait to come back. "
The price is ¥30,422
¥33,464 total
includes taxes & fees
Oct 22 - Oct 23
The Reluctant Panther Inn and Restaurant

Seesaw's Lodge

4.0 star property
9.8 out of 10, Exceptional, (20)
"Beautiful lodge, the staff are so helpful and friendly. The rooms are really nice and cozy. will stay here again."
The price is ¥36,378
¥39,652 total
includes taxes & fees
Oct 20 - Oct 21
Seesaw's Lodge

The Inn at Weathersfield

4.0 star property
9.8 out of 10, Exceptional, (64)
"Great Inn."
The Inn at Weathersfield

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (66)
"We had a lovely time staying here. "
Deerfield Valley Inn

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (261)
"Friendly staff and very nice breakfast. "
The price is ¥33,876
¥37,265 total
includes taxes & fees
Sep 25 - Sep 26
The Inn at Manchester

The Weston

5.0 star property
10.0 out of 10, Exceptional, (8)
"Incredible service. Staff was so attentive and knowledgeable. Room was great and the food was even better. A charming stay "
The price is ¥58,587
¥63,860 total
includes taxes & fees
Sep 25 - Sep 26
The Weston

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (233)
"Breakfast was amazing! Hosts were super friendly and we are looking forward to returning there again! "
Harvest Barn Inn

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (320)
"We stayed one night. We were able to get checked early, enjoyed breakfast, quiet and charming atmosphere. Owners are very friendly. "
The price is ¥20,228
¥22,252 total
includes taxes & fees
Oct 8 - Oct 9
Colonel Williams Inn

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (221)
"An excellent stay! Warm and accommodating and helpful in every way. Wonderful breakfast too!"
The price is ¥29,051
¥31,955 total
includes taxes & fees
Oct 20 - Oct 21
Deerhill Inn

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (54)
"Outstanding breakfast in a charming home. A 15 minute walk excellent to restaurants and art galleries."
The price is ¥53,591
¥58,951 total
includes taxes & fees
Sep 25 - Sep 26
Inn on Putney Road

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (382)
"Breakfast , beverages and hot tub were nice in addition to the family game room area. "
Bromley View Inn

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (139)
"Lovely place to stay Jack and Maryann excellent hosts"
The price is ¥33,869
¥37,256 total
includes taxes & fees
Oct 24 - Oct 25
The Inn at Ormsby Hill

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (144)
"Beautiful room, beautiful house, fun area!"
The Burrell House

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (156)
"Very quiet and peaceful but at the same time it's right down the street from Main Street. Joe the owner was so nice! "
The price is ¥26,165
¥28,389 total
includes taxes & fees
Sep 25 - Sep 26
The Carriage Barn Inn

Kimpton Taconic Hotel by IHG

4.0 star property
9.4 out of 10, Exceptional, (803)
"Great place for dogs we loved it "
The price is ¥38,821
¥48,386 total
includes taxes & fees
Oct 22 - Oct 23
Kimpton Taconic Hotel by IHG

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (231)
"Excellent Vintage style B&B. "
The Jackson

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1006)
"Excellent hotel!!! "
The price is ¥22,686
¥24,955 total
includes taxes & fees
Sep 28 - Sep 29
Hampton Inn and Suites Manchester
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 and neighborhoods 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.

Top Chester Hotel Reviews

More cheap stays in Chester

More cheap stays in Chester

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?

Idyllic Lakefront House Suited Two Families: Visitors like this Chester vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. 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 garden. 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. Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub is another good option for a stay with your pet. See more pet-friendly hotel accommodations in Chester.

What are some accommodations with pools in Chester?

Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Equinox Golf Resort & Spa and Hampton Inn Brattleboro 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 66 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 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. 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.

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