Hotels in Chesterfield

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Tonight
Jan 24 - Jan 25
Tomorrow
Jan 25 - Jan 26
Next weekend
Jan 30 - Feb 1
In two weeks
Feb 6 - Feb 8

Where to stay in Chesterfield?

Exterior
The Inn At Crumpin Fox
The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (351 reviews)
  • cleanliness
    Wake up to rolling hills and adventure at this charming Bernardston inn.
The price is $127
$142 total
includes taxes & fees
Feb 6 - Feb 7
The Inn At Crumpin Fox
Breakfast area
The Covered Bridge Inn
The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
  • cleanliness
    Quaint Vermont escape near hiking trails with free daily breakfast and parking.
The price is $85
$94 total
includes taxes & fees
Jan 29 - Jan 30
The Covered Bridge Inn
Indoor pool
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (936 reviews)
  • cleanliness
    Riverside comfort with fitness center and hot tub near United States Navy Seabee Bridge.
The price is $147
$161 total
includes taxes & fees
Feb 2 - Feb 3
Hampton Inn Brattleboro
Front of property
Vikings Villages Resort
Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (159 reviews)
  • cleanliness
    Rustic lodge with rooftop views near Sweet Pond State Park in Vermont.
The price is $132
$155 total
includes taxes & fees
Jan 25 - Jan 26
Vikings Villages Resort
Exterior
The Putney Inn
The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
The price is $94
$103 total
includes taxes & fees
Jan 26 - Jan 27
The Putney Inn
Lobby
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (758 reviews)
  • cleanliness
    Convenient hotel near I-91, offering a restaurant and free amenities for travelers.
The price is $133
$147 total
includes taxes & fees
Jan 29 - Jan 30
Comfort Inn & Suites Brattleboro I-91
Fitness facility
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, (979 reviews)
  • cleanliness
    Historic charm and inviting indoor pool await in downtown Keene.
The price is $124
$135 total
includes taxes & fees
Jan 25 - Jan 26
Keene Elm City Hotel, an Ascend Collection Hotel
Front of property
Black Mountain Inn
Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (480 reviews)
  • cleanliness
    Serene Black Mountain retreat with outdoor pool and peaceful hiking trails nearby.
The price is $110
$121 total
includes taxes & fees
Jan 26 - Jan 27
Black Mountain Inn
Lobby
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, (1,001 reviews)
  • cleanliness
    Brattleboro retreat with indoor pool and proximity to local attractions.
The price is $148
$163 total
includes taxes & fees
Jan 26 - Jan 27
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Porch
Harvest Barn Inn
Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (246 reviews)
The price is $169
$184 total
includes taxes & fees
Jan 26 - Jan 27
Harvest Barn Inn
Free daily continental breakfast
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (167 reviews)
  • cleanliness
    Historic B&B in charming Keene offers complimentary breakfast and art gallery access.
The price is $127
$138 total
includes taxes & fees
Jan 25 - Jan 26
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
2.0 star property
Keene
7.0 out of 10, Good, (1,000 reviews)
The price is $81
$88 total
includes taxes & fees
Jan 26 - Jan 27
Days Inn by Wyndham Keene NH
Front of property
Colonel Williams Inn
Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (343 reviews)
  • cleanliness
    Ski enthusiasts retreat in Brattleboro with local cuisine breakfast and cozy amenities.
The price is $158
$173 total
includes taxes & fees
Jan 27 - Jan 28
Colonel Williams Inn
Restaurant
The White House Inn
The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (277 reviews)
  • cleanliness
    Tranquil Vermont getaway with garden views, close to South Main attractions.
The price is $178
$195 total
includes taxes & fees
Feb 23 - Feb 24
The White House Inn
Restaurant
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Stay in a peaceful Keene hotel with convenient access to Ashuelot River.
The price is $139
$151 total
includes taxes & fees
Jan 25 - Jan 26
Best Western Plus Keene Hotel
Land view from property
Four Columns Inn
Four Columns Inn
4.0 star property
Newfane
9.6 out of 10, Exceptional, (19 reviews)
  • cleanliness
    Charming Vermont B&B with garden views and on-site tavern serving dinner.
The price is $129
$141 total
includes taxes & fees
Feb 2 - Feb 3
Four Columns Inn
Exterior
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, (759 reviews)
The price is $175
$190 total
includes taxes & fees
Jan 31 - Feb 1
Fairfield Inn & Suites by Marriott Keene Downtown
Reception
Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (744 reviews)
  • cleanliness
    Perfect Vermont location for skiing and outdoor activities year-round.
The price is $71
$78 total
includes taxes & fees
Jan 25 - Jan 26
Travelodge by Wyndham Brattleboro VT
Sundeck
Riverside Hotel, an Ascend Collection Hotel
Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (636 reviews)
The price is $161
$175 total
includes taxes & fees
Feb 4 - Feb 5
Riverside Hotel, an Ascend Collection Hotel
Free daily buffet breakfast
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (364 reviews)
  • cleanliness
    Experience serene New England comfort with a convenient location near Ashuelot River.
The price is $169
$184 total
includes taxes & fees
Feb 22 - Feb 23
Hampton Inn & Suites Keene
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 landmarks in Chesterfield

Asbury United Methodist Church

If you're planning a bit of sightseeing during your trip, head to Asbury United Methodist Church— just one of the monuments in central Chesterfield.
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Chesterfield Town Hall

Chesterfield Town Hall is worth a visit when in central Chesterfield.
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Learn more about Chesterfield

Chesterfield is well-known for its attractions such as Asbury United Methodist Church and Pisgah State Park.

See all hotels in Chesterfield
Chesterfield showing autumn leaves, building ruins and forests

Check out reviews of Chesterfield hotels guests love

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"Very clean room and super friendly staff!"
Joanne 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Frequently asked questions

What accommodations do travelers like in Chesterfield?
Guests like Comfort Inn & Suites Brattleboro I-91, Latchis Hotel and Hampton Inn Brattleboro.
Can I book refundable hotels in Chesterfield?
If you're looking for the flexibility to change your travel plans to Chesterfield, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Chesterfield be like during my visit?
The warmest months in Chesterfield are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are October and December.
Why should I book my Chesterfield hotel through Hotels.com?
There are plenty of reasons to book your Chesterfield travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.