Find Boutique Hotels in Chesterfield, NH from $87

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Recommended hotels in Chesterfield

Breakfast area
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
$79 nightly
The price is $87
Dec 22 - Dec 23
Total with taxes and fees
The Covered Bridge Inn
Lobby
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
$115 nightly
The price is $125
Dec 14 - Dec 15
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel
Restaurant
The White House Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (261)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
$184 nightly
The price is $202
Jan 4 - Jan 5, 2026
Total with taxes and fees
The White House Inn
Exterior
The Putney Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1001)
"Nice motel. "
United States
Richard
$79 nightly
The price is $87
Dec 16 - Dec 17
Total with taxes and fees
The Putney Inn
Exterior
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
$141 nightly
The price is $158
Dec 12 - Dec 13
Total with taxes and fees
The Inn At Crumpin Fox
Indoor pool
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
$143 nightly
The price is $158
Dec 17 - Dec 18
Total with taxes and fees
Hampton Inn Brattleboro
Free daily buffet breakfast
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
$147 nightly
The price is $160
Dec 23 - Dec 24
Total with taxes and fees
Hampton Inn & Suites Keene
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
$129 nightly
The price is $141
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Carriage Barn Inn
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
$82 nightly
The price is $89
Dec 18 - Dec 19
Total with taxes and fees
Days Inn by Wyndham Keene NH
Porch
Harvest Barn Inn

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
$158 nightly
The price is $172
Jan 4 - Jan 5, 2026
Total with taxes and fees
Harvest Barn Inn
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 4 days ago
Latchis Hotel

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.

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