Compare Cheap Hotels in Chesterfield
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Cheap Chesterfield Hotels
The Covered Bridge Inn
1043 Putney Road Brattleboro VT
$90 nightly
The price is $99 total per night
$99 total
Dec 20 - Dec 21
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
4.39 mi from city center
With a stay at The Covered Bridge Inn in Brattleboro, you'll be within a 10-minute walk of Brattleboro Bowl and United States Navy Seabee Bridge.
Parking included
Free WiFi
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
$147 nightly
The price is $161 total per night
$161 total
Dec 25 - Dec 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
4.15 mi from city center
Located in Brattleboro, Hampton Inn Brattleboro is a 2-minute drive from Brattleboro Bowl and 7 minutes from Brattleboro Farmers' Market.
Pool
Hot Tub
The White House Inn
178 Route 9 East Wilmington VT
$184 nightly
The price is $202 total per night
$202 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
19.51 mi from city center
Located in Wilmington, The White House Inn is a 2-minute drive from Jim McGrath Gallery and Studio and 9 minutes from Jacksonville Pond.
Breakfast included
Parking included
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
$112 nightly
The price is $123 total per night
$123 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
4.36 mi from city center
When you stay at Comfort Inn & Suites Brattleboro I-91 in Brattleboro, you'll be near ski lifts, within a 10-minute walk of Connecticut River and United States Navy Seabee Bridge.
Pool
Breakfast included
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
$118 nightly
The price is $128 total per night
$128 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
9.19 mi from city center
With a stay at Keene Elm City Hotel, an Ascend Collection Hotel in Keene, you'll be within a 5-minute drive of Cheshire Children's Museum and Historic Main Street.
Pool
Breakfast included
The Putney Inn
57 Putney Landing Rd Putney VT
$94 nightly
The price is $103 total per night
$103 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.84 mi from city center
With a stay at The Putney Inn in Putney, you'll be a 4-minute walk from Connecticut River and 8 minutes by foot from Yellow Barn.
Breakfast included
Pet friendly
Latchis Hotel
50 Main Street Brattleboro VT
$126 nightly
The price is $139 total per night
$139 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.05 mi from city center
When you stay at Latchis Hotel in Brattleboro, you'll be near ski lifts, just steps from Latchis Theatre and 5 minutes by foot from The Stone Church.
Pet friendly
Parking included
The Inn At Crumpin Fox
71 Northfield Rd Bernardston MA
$141 nightly
The price is $158 total per night
$158 total
Dec 20 - Dec 21
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.38 mi from city center
Located in Bernardston, The Inn At Crumpin Fox is within a 10-minute drive of Northfield Mount Hermon School and Connecticut River.
Parking included
Free WiFi
Hampton Inn & Suites Keene
126 Key Rd Keene NH
$165 nightly
The price is $179 total per night
$179 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.23 mi from city center
With a stay at Hampton Inn & Suites Keene in Keene, you'll be within a 5-minute drive of Ashuelot River and Cheshire Children's Museum.
Pool
Breakfast included
Best Western Plus Keene Hotel
401 Winchester St Keene NH
$129 nightly
The price is $140 total per night
$140 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.25 mi from city center
Located in Keene, Best Western Plus Keene Hotel is in the suburbs, within a 5-minute drive of Cheshire Children's Museum and Keene State College.
Pool
Breakfast included
Econo Lodge Brattleboro
515 Canal St Brattleboro VT
$52 nightly
The price is $57 total per night
$57 total
Dec 25 - Dec 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.87 mi from city center
With a stay at Econo Lodge Brattleboro in Brattleboro, you'll be near ski lifts, just a 3-minute walk from Vermont Marketplace and 7 minutes by foot from Brattleboro Memorial Hospital.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Brattleboro by IHG
100 Chickering Drive Brattleboro VT
$144 nightly
The price is $158 total per night
$158 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
4.74 mi from city center
Located in Brattleboro, Holiday Inn Express Hotel & Suites Brattleboro by IHG is in a rural location, within a 15-minute walk of Brattleboro Bowl and New England Center for Circus Arts.
Pool
Breakfast included
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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Chesterfield hotels essential information
Accommodation | 518 hotels |
|---|---|
Lowest Price | $57 |
Highest Price | $202 |
Popular hotels | The Covered Bridge Inn, Hampton Inn Brattleboro, The White House Inn, Comfort Inn & Suites Brattleboro I-91, Keene Elm City Hotel, an Ascend Collection Hotel, The Putney Inn, Latchis Hotel, The Inn At Crumpin Fox, Hampton Inn & Suites Keene, Best Western Plus Keene Hotel, Econo Lodge Brattleboro, Holiday Inn Express Hotel & Suites Brattleboro by IHG |
Most Recent Chesterfield Hotel Reviews
Holiday Inn Express Hotel & Suites Brattleboro by IHG
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Very clean and accommodating!"
A verified traveler from Newport stayed at Holiday Inn Express Hotel & Suites Brattleboro by IHG
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