Top 10 Hotels in Chester, VT from ₩122,881 - Competitive Prices

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Our top choices for Chester hotels

1. Fullerton Inn

Chester Depot

Kirsty

₩200,480

₩218,523 total

includes taxes & fees

Sep 10 - Sep 11

2. Stone Hearth Inn and Eatery

Chester

Kathleen

₩281,049

₩306,343 total

includes taxes & fees

Sep 9 - Sep 10

Suite, 1 King Bed with Sofa bed, Non Smoking

3. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Amber

₩159,046

₩174,952 total

includes taxes & fees

Sep 20 - Sep 21

4. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

David

5. Best Western Plus Keene Hotel

Keene

Julia

₩200,480

₩217,527 total

includes taxes & fees

Sep 10 - Sep 11

6. Black Mountain Inn

Brattleboro

"Absolutely spotless room, the bedding was amazing, the beds were super comfortable. The people were the nicest people ever and we enjoyed them very much. We had a wonderful stay in Vermont. They advised us on where to dine, at the Marina and it was spot on amazing. We had breakfast at The Porch in the morning and the lovely girl even called to make sure they were open before we drove there. We had amazing food there as well."

Denise

₩159,245

₩175,169 total

includes taxes & fees

Sep 10 - Sep 11

Suite, 1 King Bed, Non Smoking, Jetted Tub

7. Best Western Springfield Hotel

Springfield

Gerry

₩216,774

₩238,452 total

includes taxes & fees

Sep 14 - Sep 15

8. Harvest Barn Inn

Bellows Falls

Michael

₩231,872

₩252,740 total

includes taxes & fees

Sep 11 - Sep 12

Standard Room, 2 Queen Beds, Refrigerator & Microwave

9. The Putney Inn

Putney

JANE

₩146,525

₩161,179 total

includes taxes & fees

Sep 9 - Sep 10

Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave

10. Claremont Motor Lodge

Claremont

EDWARD S

₩161,460

₩175,184 total

includes taxes & fees

Sep 10 - Sep 11

11. Hampton Inn Brattleboro

Brattleboro

Timothy

₩164,471

₩180,918 total

includes taxes & fees

Sep 20 - Sep 21

12. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Marnie

₩227,390

₩250,129 total

includes taxes & fees

Sep 13 - Sep 14

13. The Covered Bridge Inn

Brattleboro

VINCENT JOEL

₩162,751

₩179,027 total

includes taxes & fees

Sep 10 - Sep 11

14. Days Inn by Wyndham Keene NH

Keene

Alex

₩129,235

₩140,220 total

includes taxes & fees

Sep 10 - Sep 11

15. The Hartness House

Springfield

Dan

₩238,450

₩262,295 total

includes taxes & fees

Sep 10 - Sep 11

16. Colonial Motel

Brattleboro

James

₩111,892

₩123,081 total

includes taxes & fees

Sep 9 - Sep 10

17. Latchis Hotel

Brattleboro

Stark

₩141,422

₩155,565 total

includes taxes & fees

Sep 9 - Sep 10

18. Hampton Inn & Suites Keene

Keene

sheri

₩214,042

₩232,236 total

includes taxes & fees

Sep 21 - Sep 22

19. Courtyard by Marriott Keene Downtown

Keene

Deborah

₩267,755

₩290,521 total

includes taxes & fees

Sep 10 - Sep 11

20. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

Russell

₩170,408

₩207,946 total

includes taxes & fees

Sep 9 - Sep 10

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Where to stay in Chester

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

Chester Depot

A forest with autumn foliage in various colors.

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

10.0/10 (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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Bonnie's Bundles Dolls

7.6/10 (4 reviews)

This historic Vermont studio showcased handcrafted cloth dolls with embroidered faces and calico clothing. Visitors treasured personal interactions with artist Bonnie Watters and stories behind her creations.

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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.

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

Top Chester Hotel Reviews

The Manchester View

10/10 Excellent

"Breathtaking views, beautiful property. Very relaxing and had everything needed in the room. Would certainly stay here again. Loved whet everything about this inn."

Hampton Inn Brattleboro

10/10 Excellent

"The room was very clean, the tv was very nice (my husband is now looking for one like it), it was quiet, which surprised me because it's near a busy highway. Breakfast was really good & a great variety! Only thing that could be improved is the mattress on the bed - it was a bit flat, but was comfortable enough."

Hampton Inn and Suites Manchester

10/10 Excellent

"Na"

Woodstock Inn & Resort

10/10 Excellent

"Beautiful property, really special! Easy walk to shops."

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"Bel endroit pour passer du temps avec la famille."

The Shire Woodstock

10/10 Excellent

"Lovely room for a quick stay! Staff was so kind and accommodating! 10/10 Highly recommend!"

The Jackson

10/10 Excellent

"The inn and the grounds are beautifully maintained. The room was comfortable, and the restaurant on the premises was convenient but also had a great breakfast, well worth purchasing. The location was also great relative to downtown."

Latchis Hotel

10/10 Excellent

"Considering the age of the property, this is a great stay! The staff was super helpful upon arrival, helping with check-in, parking and directions. The proximity to shops and restaurants is amazing. The room was clean and comfortable. I love that there were extra fans in the room to account for the lack of AC. Definitely still stay again!"

On The River Inn

10/10 Excellent

"Very nice. Breakfast is just an ordinary meal buffet."