Find hotels in Chester, VT from ￥15,750

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Check prices for these dates

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May 10 - May 11
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May 11 - May 12
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May 15 - May 17
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May 22 - May 24

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Our top choices for Chester hotels

Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (434 reviews)
"The staff were incredible and the property have the perfect vibes for a ski trip. The food was great and everything was very clean and comfy."
United States
Rob
The price is ￥20,212
￥22,031 total
includes taxes & fees
May 12 - May 13
Fullerton Inn
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is ￥28,801
￥31,393 total
includes taxes & fees
May 12 - May 13
Stone Hearth Inn and Eatery
Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (441 reviews)
"We had an enjoyable stay and would stay again. "
United States
Donna
The price is ￥12,480
￥13,729 total
includes taxes & fees
May 11 - May 12
Bromley View Inn
Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (352 reviews)
"I love this place! It’s funky and kind. Kept clean and just has a really inviting and sweet vibe."
United States
Andrew
The price is ￥11,751
￥12,926 total
includes taxes & fees
May 12 - May 13
Brittany Motel
Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (578 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is ￥10,623
￥20,616 total
includes taxes & fees
May 14 - May 15
Sleep Woodstock Motel
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (499 reviews)
"Great staff.. super clean rooms comfy beds definitely will be back"
United States
Maryann
The price is ￥14,415
￥15,640 total
includes taxes & fees
May 12 - May 13
Claremont Motor Lodge
Lobby sitting area

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.8 out of 10, Excellent, (68 reviews)
"Peaceful, historic property with amiable keepers."
United States
Elisabeth
The price is ￥23,836
￥26,219 total
includes taxes & fees
May 13 - May 14
Lincoln Inn & Gallery
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (856 reviews)
"Location and amenities were great and so was breakfast "
United States
Adina
The price is ￥25,243
￥27,768 total
includes taxes & fees
May 27 - May 28
Best Western Springfield Hotel
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (353 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is ￥22,703
￥24,973 total
includes taxes & fees
May 12 - May 13
Colonel Williams Inn
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (972 reviews)
"Clean room, great included breakfast, staff was nice and overall was just a good time"
United States
Savanna
The price is ￥19,843
￥21,827 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn Brattleboro
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (38 reviews)
"The hot tub was so amazing"
United States
Mark
The price is ￥20,447
￥22,287 total
includes taxes & fees
May 11 - May 12
Four Columns Inn
Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (93 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is ￥16,314
￥17,947 total
includes taxes & fees
May 18 - May 19
Hideaway Inn Mt. Snow
Mountain view

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (180 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is ￥19,820
￥21,605 total
includes taxes & fees
May 13 - May 14
Aerie Inn of Vermont
Exterior

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (72 reviews)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is ￥30,553
￥33,608 total
includes taxes & fees
May 12 - May 13
The Inn At Quail Run
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,004 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is ￥14,516
￥15,750 total
includes taxes & fees
May 13 - May 14
Days Inn by Wyndham Keene NH
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (164 reviews)
"We had a wonderful stay at The Burrell House. The room was large, beautifully renovated with a well thought out design. It is a very short walk or drive to Main Street where there were a multitude of restaurants and shops. We truly enjoyed our stay and plan to book again soon. "
United States
Melissa
The price is ￥21,814
￥24,322 total
includes taxes & fees
May 14 - May 15
The Burrell House
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (262 reviews)
"If you're planning a trip to bellows falls or the surrounding areas I would highly recommend the Harvest Barn Inn. The location is beauti"
United States
Gabriel
The price is ￥22,547
￥24,576 total
includes taxes & fees
May 12 - May 13
Harvest Barn Inn
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,003 reviews)
"Pleasant stay!"
United States
Steven
The price is ￥14,736
￥16,210 total
includes taxes & fees
May 13 - May 14
The Putney Inn
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,008 reviews)
"The stay was great"
United States
Devon
The price is ￥24,129
￥26,180 total
includes taxes & fees
May 12 - May 13
Best Western Plus Keene Hotel
Lobby sitting area

Inn at Valley Farms

Inn at Valley Farms
2.0 star property
Walpole
10.0 out of 10, Exceptional, (17 reviews)
"Warm hospitality, very nice breakfast"
United States
Christopher
The price is ￥24,574
￥26,663 total
includes taxes & fees
May 14 - May 15
Inn at Valley Farms
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.
panoramic view of colorful foliage in White mountain national forest in New Hampshire along Kancamagus highway

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

DaVallia Art & Accents

5.0/5 (2 reviews)
This Vermont art haven showcases fine local art and handcrafted furniture in thoughtfully designed spaces. Browse both the Art Boutique and 39 North Gallery to experience indoor exhibits and outdoor sculpture gardens.
See properties

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.

See all hotels in Chester
aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"The property was clean, comfortable and quiet! We used the fitness room and wish we had brought suits for the pool. Good breakfast served, hot food too! Great hotel!"
Casandra 1-night trip
Posted 5 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

More cheap stays in Chester

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is ￥14,516 per night from May 13 to May 14
￥14,516
￥15,750 total
May 13 - May 14
includes taxes & fees
7/10 Good! (1,004 reviews)

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 Pointe at Castle Hill Resort. See all available top hotels, or vacation rentals in Chester.
What's the top vacation rental that Chester has to offer?
Mountainside 5-BR Ski-In/Out Okemo Villa: You might want to consider this vacation rental near Chester, which is located in the mountains and has a fireplace, a balcony, and a barbecue grill 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. You can relax into your vacation with a garden and a hot 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 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. Restorative Mountain Sanctuary with Hot Tub, Minutes from the Mountains 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: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. Pointe at Castle Hill Resort and Kimpton Taconic Hotel by IHG 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 Country Store and The Nature Museum 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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