Hotels in Chesterfield

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Check prices for these dates

Tonight
Jan 20 - Jan 21
Tomorrow
Jan 21 - Jan 22
This weekend
Jan 23 - Jan 25
Next weekend
Jan 30 - Feb 1

Where to stay in Chesterfield?

Exterior
The Putney Inn
The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,000 reviews)
The price is $94
$103 total
includes taxes & fees
Jan 26 - Jan 27
The Putney 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, (1,000 reviews)
  • cleanliness
    Brattleboro retreat with indoor pool and proximity to local attractions.
The price is $148
$163 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Front of property
Black Mountain Inn
Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (479 reviews)
  • cleanliness
    Serene Black Mountain retreat with outdoor pool and peaceful hiking trails nearby.
The price is $110
$121 total
includes taxes & fees
Jan 22 - Jan 23
Black Mountain Inn
Breakfast area
The Covered Bridge Inn
The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,001 reviews)
  • cleanliness
    Quaint Vermont escape near hiking trails with free daily breakfast and parking.
The price is $89
$98 total
includes taxes & fees
Feb 8 - Feb 9
The Covered Bridge Inn
Exterior
Colonial Motel And Spa
Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,002 reviews)
  • cleanliness
    Relaxing Vermont retreat with spa services and two inviting indoor pools.
The price is $140
$154 total
includes taxes & fees
Jan 22 - Jan 23
Colonial Motel And Spa
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
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
Jan 27 - Jan 28
Hampton Inn Brattleboro
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 25 - Jan 26
Colonel Williams Inn
Restaurant
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Stay in a peaceful Keene hotel with convenient access to Ashuelot River.
The price is $139
$151 total
includes taxes & fees
Jan 22 - Jan 23
Best Western Plus Keene Hotel
Lobby
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, (978 reviews)
  • cleanliness
    Historic charm and inviting indoor pool await in downtown Keene.
The price is $120
$130 total
includes taxes & fees
Jan 25 - Jan 26
Keene Elm City Hotel, an Ascend Collection Hotel
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
Jan 27 - Jan 28
Riverside Hotel, an Ascend Collection Hotel
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
Reception
Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (742 reviews)
  • cleanliness
    Perfect Vermont location for skiing and outdoor activities year-round.
The price is $71
$78 total
includes taxes & fees
Jan 22 - Jan 23
Travelodge by Wyndham Brattleboro VT
Front of property
Vikings Villages Resort
Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (158 reviews)
  • cleanliness
    Rustic lodge with rooftop views near Sweet Pond State Park in Vermont.
The price is $132
$155 total
includes taxes & fees
Jan 22 - Jan 23
Vikings Villages Resort
Exterior
Latchis Hotel
Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very Good, (843 reviews)
The price is $131
$144 total
includes taxes & fees
Jan 22 - Jan 23
Latchis Hotel
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 3 - Feb 4
The White House Inn
Exterior
Inn on Putney Road
Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56 reviews)
  • cleanliness
    Take a scenic stroll through gardens to downtown from this riverside B&B.
The price is $235
$258 total
includes taxes & fees
Jan 22 - Jan 23
Inn on Putney Road
Lobby sitting area
Inn at Valley Farms
Inn at Valley Farms
2.0 star property
Walpole
10.0 out of 10, Exceptional, (14 reviews)
  • cleanliness
    A peaceful farm-stay close to local golf courses in charming Walpole countryside.
The price is $152
$164 total
includes taxes & fees
Jan 22 - Jan 23
Inn at Valley Farms
Exterior
The Burrell House
The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156 reviews)
  • cleanliness
    Charming guesthouse in walkable Keene with complimentary WiFi and parking.
The price is $181
$201 total
includes taxes & fees
Jan 26 - Jan 27
The Burrell House
Front of property
The One Cat B&B
The One Cat B&B
2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (78 reviews)
  • cleanliness
    Charming B&B with full breakfast near Brattleboro Station, trails, and museums.
The price is $150
$165 total
includes taxes & fees
Jan 25 - Jan 26
The One Cat B&B
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.

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Chesterfield showing autumn leaves, building ruins and forests

Check out reviews of Chesterfield hotels guests love

Farm Road Estate

Farm Road Estate

10/10 Excellent
"Amazing stay Beautiful room Great fireplace Close to mount snow Great service "
Alessandra Mac Carthy 1-night trip
Posted 1 day ago
Farm Road Estate

Frequently asked questions

What accommodations do travelers like in Chesterfield?
Guests like The Covered Bridge Inn, Comfort Inn & Suites Brattleboro I-91 and Latchis Hotel.
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.