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Recommended hotels in Chesterfield

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (750)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
The price is AED 459
AED 505 total
includes taxes & fees
3 Jan - 4 January 2026
Comfort Inn & Suites Brattleboro I-91

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1000)
"Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street. "
United States
Megan
The price is AED 364
AED 400 total
includes taxes & fees
1 Jan - 2 January 2026
The Covered Bridge Inn

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (345)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
The price is AED 466
AED 521 total
includes taxes & fees
2 Jan - 3 January 2026
The Inn At Crumpin Fox

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (930)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is AED 539
AED 593 total
includes taxes & fees
16 Jan - 17 January 2026
Hampton Inn Brattleboro

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (244)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
Harvest Barn Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1000)
"The room was okay for a quick stop to rest. "
United States
Janice
The Putney Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is AED 426
AED 462 total
includes taxes & fees
6 Jan - 7 January 2026
The Carriage Barn Inn

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is AED 474
AED 514 total
includes taxes & fees
1 Jan - 2 January 2026
Best Western Plus Keene Hotel

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (16)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very Good, (971)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is AED 419
AED 454 total
includes taxes & fees
1 Jan - 2 January 2026
Keene Elm City Hotel, an Ascend Collection Hotel

The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (78)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
The price is AED 481
AED 529 total
includes taxes & fees
4 Jan - 5 January 2026
The One Cat B&B

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (268)
"We stayed at the White House in two weekends in a row while our house was under construction. We loved that they had music until 9 and that the room was clean and the beds were comfortable. The staff made sure we had everything we needed. We would definitely recommend."
United States
Stacy
The price is AED 608
AED 669 total
includes taxes & fees
4 Jan - 5 January 2026
The White House Inn

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
Keene
8.8 out of 10, Excellent, (758)
"Room spacious, breakfast good, poor directions to parking, snow covered disability ramp."
United States
Stephanie
The price is AED 661
AED 717 total
includes taxes & fees
7 Jan - 8 January 2026
Fairfield Inn & Suites by Marriott Keene Downtown

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (340)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is AED 544
AED 598 total
includes taxes & fees
6 Jan - 7 January 2026
Colonel Williams Inn

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very Good, (840)
"Great stay"
United States
Jason
The price is AED 460
AED 506 total
includes taxes & fees
15 Jan - 16 January 2026
Latchis Hotel

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (476)
"Room looked good. Wish they have shampoo. Only one soap. Nice shower pressure. Would visit again "
United States
Miles
The price is AED 404
AED 444 total
includes taxes & fees
1 Jan - 2 January 2026
Black Mountain Inn

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (633)
"Clean room, beautiful location"
United States
Marcie
The price is AED 559
AED 606 total
includes taxes & fees
29 Jan - 30 January 2026
Riverside Hotel, an Ascend Collection Hotel

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1001)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is AED 547
AED 602 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1000)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is AED 384
AED 417 total
includes taxes & fees
18 Jan - 19 January 2026
Days Inn by Wyndham Keene NH
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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Top Chesterfield Hotel Reviews

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