𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chester (2026)

Our top choices for Chester hotels

1. Fullerton Inn

Chester Depot

Elizabeth A

includes taxes & fees

11 Jun - 12 Jun

2. Stone Hearth Inn and Eatery

Chester

Olena

includes taxes & fees

10 Jun - 11 Jun

3. Best Western Springfield Hotel

Springfield

Daniel

includes taxes & fees

15 Jun - 16 Jun

4. Hampton Inn and Suites Manchester

Manchester Center

Kathryn

includes taxes & fees

24 Jun - 25 Jun

5. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Sarah

includes taxes & fees

10 Jun - 11 Jun

6. The Carriage Barn Inn

Keene

Valerie

includes taxes & fees

16 Jun - 17 Jun

7. Hampton Inn Brattleboro

Brattleboro

Steven

includes taxes & fees

2 Jul - 3 Jul

8. Best Western Plus Keene Hotel

Keene

Tracie

includes taxes & fees

14 Jun - 15 Jun

9. The Black Bear Lodge at Stratton Mountain Resort

Stratton

Luis

includes taxes & fees

10 Jun - 11 Jun

10. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Linda

includes taxes & fees

2 Jul - 3 Jul

11. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Jean

includes taxes & fees

5 Jul - 6 Jul

12. The Putney Inn

Putney

Lori

includes taxes & fees

11 Jun - 12 Jun

Premium bedding, in-room safe, individually decorated

13. Claremont Motor Lodge

Claremont

Alexandre

includes taxes & fees

16 Jun - 17 Jun

14. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

allen

includes taxes & fees

28 Jun - 29 Jun

15. The Common Man Inn & Restaurant

Claremont

Robert

includes taxes & fees

23 Jun - 24 Jun

16. Hampton Inn & Suites Keene

Keene

Kerry

includes taxes & fees

28 Jun - 29 Jun

17. Colonel Williams Inn

Brattleboro

Billie

includes taxes & fees

11 Jun - 12 Jun

18. Latchis Hotel

Brattleboro

Sharon

includes taxes & fees

14 Jun - 15 Jun

19. Harvest Barn Inn

Bellows Falls

Mark

includes taxes & fees

16 Jun - 17 Jun

Desk, blackout curtains, iron/ironing board, free WiFi

20. Royal Inn Claremont

Claremont

Carolina

includes taxes & fees

14 Jun - 15 Jun

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Where to stay in Chester

Find the best Chester areas 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

S$127

10 Jun - 11 Jun

includes taxes & fees

7/10 Good! (1,003 reviews)

Frequently asked questions

Where is the best place to stay in Chester?

Based on our traveller 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 stay in the area are Woodstock Inn & Resort and Kimpton Taconic Hotel by IHG. See all available top hotels, or 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 if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

What's the best dog-friendly accommodation option in Chester?

Motel in the Meadow is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Chester.

What are some accommodation options 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 that feature an on-site pool. View all hotels with pools in Chester.

What is staying in Chester like?

Visitors to Chester will definitely enjoy the skiing, cafes and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. In Chester, there are 60 hotels and other accommodation options to choose from. Find out more about Chester.

What should I do while I'm visiting 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. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

Chester Hotels from S$120

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Our top choices for Chester hotels

1. Fullerton Inn

2. Stone Hearth Inn and Eatery

3. Best Western Springfield Hotel

4. Hampton Inn and Suites Manchester

5. Keene Elm City Hotel, an Ascend Collection Hotel

6. The Carriage Barn Inn

7. Hampton Inn Brattleboro

8. Best Western Plus Keene Hotel

9. The Black Bear Lodge at Stratton Mountain Resort

10. Comfort Inn & Suites Brattleboro I-91

11. Holiday Inn Express Hotel & Suites Brattleboro by IHG

12. The Putney Inn

13. Claremont Motor Lodge

14. Fairfield Inn & Suites by Marriott Keene Downtown

15. The Common Man Inn & Restaurant

16. Hampton Inn & Suites Keene

17. Colonel Williams Inn

18. Latchis Hotel

19. Harvest Barn Inn

20. 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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