Top 10 Hotels in Chester, VT from ￥15,330 - Competitive Prices

Our top choices for Chester hotels

Fullerton Inn

Chester Depot

Elizabeth A

￥24,266 total

includes taxes & fees

Jun 10 - Jun 11

Stone Hearth Inn and Eatery

Chester

Olena

￥33,184 total

includes taxes & fees

Jun 10 - Jun 11

Best Western Springfield Hotel

Springfield

Daniel

￥26,638 total

includes taxes & fees

Jun 16 - Jun 17

Hampton Inn and Suites Manchester

Manchester Center

Kathryn

￥25,858 total

includes taxes & fees

Jun 23 - Jun 24

Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Sarah

￥18,940 total

includes taxes & fees

Jun 14 - Jun 15

The Carriage Barn Inn

Keene

Valerie

￥29,397 total

includes taxes & fees

Jun 17 - Jun 18

Hampton Inn Brattleboro

Brattleboro

Steven

￥21,237 total

includes taxes & fees

Jul 2 - Jul 3

Best Western Plus Keene Hotel

Keene

Tracie

￥20,713 total

includes taxes & fees

Jun 14 - Jun 15

The Black Bear Lodge at Stratton Mountain Resort

Stratton

Luis

￥25,698 total

includes taxes & fees

Jun 16 - Jun 17

Comfort Inn & Suites Brattleboro I-91

Brattleboro

Linda

￥21,512 total

includes taxes & fees

Jul 2 - Jul 3

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Jean

￥29,774 total

includes taxes & fees

Jul 5 - Jul 6

The Putney Inn

Putney

Lori

￥19,185 total

includes taxes & fees

Jun 11 - Jun 12

Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

Claremont

Alexandre

￥17,587 total

includes taxes & fees

Jun 15 - Jun 16

Fairfield Inn & Suites by Marriott Keene Downtown

Keene

allen

￥32,843 total

includes taxes & fees

Jun 11 - Jun 12

The Common Man Inn & Restaurant

Claremont

Robert

￥25,650 total

includes taxes & fees

Jun 15 - Jun 16

Hampton Inn & Suites Keene

Keene

Kerry

￥29,416 total

includes taxes & fees

Jun 14 - Jun 15

Colonel Williams Inn

Brattleboro

Billie

￥27,471 total

includes taxes & fees

Jun 11 - Jun 12

Latchis Hotel

Brattleboro

Sharon

￥23,926 total

includes taxes & fees

Jun 11 - Jun 12

Harvest Barn Inn

Bellows Falls

Mark

￥27,624 total

includes taxes & fees

Jun 15 - Jun 16

Standard Room, 2 Double Beds | Desk, blackout drapes, iron/ironing board, free WiFi

Royal Inn Claremont

Claremont

Carolina

￥17,205 total

includes taxes & fees

Jun 14 - Jun 15

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Where to stay in Chester

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

Chester Depot

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.

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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.

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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

A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.

Top Chester Hotel Reviews

Days Inn by Wyndham Keene NH

4/10 Poor

"Dirty, burn holes in the sheets, filthy, was drying off with a towel after my shower and a long black hair came off of it and on my belly. The spot for the fire sector only has wires and nothing attached,"

The Palmer House Resort, an Ascend Collection Hotel

6/10 Okay

"Gentleman that checked us in was very friendly and helpful. Breakfast was typical continental breakfast and was good. Had two rooms, first room was fine. Clean but air conditioning did not work. Second room, heat did not work and our first night was cool out. They did move the second room. Heat worked well in the new room, however had dead flies throughout. Pool and hot tub in need of a cleaning. Forget the gym equipment. It’s all rusted and in disrepair. Would I stay here again, no. But it is what it is, and it is cheaper than anything else immediately around. Overall property is in need of a major overhaul/update."

The Manchester View

10/10 Excellent

"What an amazing Manchester visit! Our room with a spectacular mountain view was beautifully appointed. Comfortable bed, stunning bathroom, delicious breakfast and the most welcoming staff are property highlights. I would always book this hotel if up in Manchester. Thanks Amanda for you excellent hospitality."

More cheap stays in Chester

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

￥14,575

￥15,814 total

Jun 11 - Jun 12

includes taxes & fees

7/10 Good! (1,003 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 Kimpton Taconic Hotel by IHG. 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?

Restorative Mountain Sanctuary with Hot Tub, Minutes from the Mountains is a top pet-friendly option for your stay. Motel in the Meadow 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. Kimpton Taconic Hotel by IHG 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 60 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.

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Our top choices for Chester hotels

Fullerton Inn

Stone Hearth Inn and Eatery

Best Western Springfield Hotel

Hampton Inn and Suites Manchester

Keene Elm City Hotel, an Ascend Collection Hotel

The Carriage Barn Inn

Hampton Inn Brattleboro

Best Western Plus Keene Hotel

The Black Bear Lodge at Stratton Mountain Resort

Comfort Inn & Suites Brattleboro I-91

Holiday Inn Express Hotel & Suites Brattleboro by IHG

The Putney Inn

Claremont Motor Lodge

Fairfield Inn & Suites by Marriott Keene Downtown

The Common Man Inn & Restaurant

Hampton Inn & Suites Keene

Colonel Williams Inn

Latchis Hotel

Harvest Barn Inn

Royal Inn Claremont

Where to stay in Chester

Chester Depot

Stay near popular Chester attractions

DaVallia Art & Accents

Learn more about Chester

Top Chester Hotel Reviews

Days Inn by Wyndham Keene NH

More cheap stays in Chester

Days Inn by Wyndham Keene NH

Frequently asked questions

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