Find Boutique Hotels in Chesterfield, NH

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Check availability on Chesterfield Boutique Hotels

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Recommended hotels in Chesterfield

Exterior detail
The Covered Bridge Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1001)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
The price is NT$2,471
NT$2,718 total
includes taxes & fees
Dec 14 - Dec 15
The Covered Bridge Inn
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

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, (960)
"Staff were very friendly. The pool was the perfect temperature. Would definitely stay again. "
United States
Tiffany
The price is NT$3,586
NT$3,891 total
includes taxes & fees
Dec 15 - Dec 16
Keene Elm City Hotel, an Ascend Collection Hotel
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (740)
"Price, clean and spacious room, comfy bed."
United States
June
The price is NT$3,335
NT$3,669 total
includes taxes & fees
Dec 21 - Dec 22
Comfort Inn & Suites Brattleboro I-91
Front of property
The Inn At Crumpin Fox

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (343)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
The price is NT$3,959
NT$4,421 total
includes taxes & fees
Dec 19 - Dec 20
The Inn At Crumpin Fox
Exterior
The Putney Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1002)
"Nice motel. "
United States
Richard
The Putney Inn
Interior detail
The White House Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (262)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is NT$5,166
NT$5,682 total
includes taxes & fees
Jan 4 - 2026/1/5
The White House Inn
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (925)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is NT$4,467
NT$4,914 total
includes taxes & fees
Dec 20 - Dec 21
Hampton Inn Brattleboro
Free daily continental breakfast
The Carriage Barn 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 NT$3,975
NT$4,313 total
includes taxes & fees
Dec 29 - Dec 30
The Carriage Barn Inn
Reception
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (353)
"Clean comfy nice staff "
United States
Katherine
The price is NT$4,592
NT$4,982 total
includes taxes & fees
Dec 24 - Dec 25
Hampton Inn & Suites Keene
In-room safe, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1000)
"Not exactly spotless by the experience was better than at the Courtyard by Marriott on Railroad St. in Keene NH."
United States
Miroslaw
The price is NT$2,551
NT$2,768 total
includes taxes & fees
Dec 18 - Dec 19
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

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Our room was very clean. Comfy bed. Loved the uniqueness of this hotel! Will come again!"
LuAnn 1-night trip
Posted 6 days ago
Latchis Hotel
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

10/10 Excellent
"Very comfortable and clean."
Christina 1-night trip
Posted 7 days ago
Courtyard by Marriott Keene Downtown

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Frequently asked questions

What's there to see and do in Chesterfield?
Once you've decided where to stay in family-friendly Chesterfield, figure out some fun things to do on your trip. Experience the cultural highlights around Chesterfield with a visit to The Stone Church, Brattleboro Museum & Art Center, and Historical Society of Cheshire County. You might also like to explore more of the area and take in additional sights like Asbury United Methodist Church, Pisgah State Park, and Colonial Theatre while you're here.
What kind of weather should I plan for when I travel to Chesterfield?
Understanding the weather in Chesterfield is important when you plan your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Chesterfield are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.
What's the best way to get to my boutique hotel in Chesterfield?
You have a few options for traveling to and around Chesterfield. The closest major airport is Springfield, VT (VSF-Hartness State), which is located 31.6 mi (50.9 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.