Compare Cheap Hotels in Winchester
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Cheap Winchester Hotels

The Colonial Hotel
625 Betty Spring Road Gardner MA
$160 nightly
The price is $179 total per night
$179 total
Mar 10 - Mar 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
26.28 mi from city center
Located in Gardner, The Colonial Hotel is a 2-minute drive from Dunn State Park and 6 minutes from Mount Wachusett Community College.
Pool
Hot Tub

Colonial Motel And Spa
889 Putney Rd Brattleboro VT
$100 nightly
The price is $110 total per night
$110 total
Mar 10 - Mar 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.51 mi from city center
A stay at Colonial Motel And Spa places you in the heart of Brattleboro, steps from Brattleboro Bowl and 11 minutes by foot from New England Center for Circus Arts.
Pool
Hot Tub

Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
$106 nightly
The price is $116 total per night
$116 total
Mar 16 - Mar 17
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.82 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

Vikings Villages Resort
360 Viking Village Drive Guilford VT
$182 nightly
The price is $199 total per night
$199 total
Mar 10 - Mar 11
Total with taxes and fees
11.54 mi from city center
With a stay at Vikings Villages Resort in Brattleboro, you'll be 6.1 mi (9.8 km) from Vermont Marketplace and 7.5 mi (12.1 km) from The Stone Church.
Parking included
Free WiFi

Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
$113 nightly
The price is $124 total per night
$124 total
Mar 15 - Mar 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.76 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

Best Western Plus Keene Hotel
401 Winchester St Keene NH
$119 nightly
The price is $129 total per night
$129 total
Mar 10 - Mar 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.18 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

The Covered Bridge Inn
1043 Putney Road Brattleboro VT
$71 nightly
The price is $78 total per night
$78 total
Mar 10 - Mar 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.6 mi from city center
With a stay at The Covered Bridge Inn in Brattleboro, you'll be within a 15-minute walk of United States Navy Seabee Bridge and Brattleboro Bowl.
Parking included
Free WiFi

The Putney Inn
57 Putney Landing Rd Putney VT
$94 nightly
The price is $103 total per night
$103 total
Mar 12 - Mar 13
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.86 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

Travelodge by Wyndham Brattleboro VT
1254 Putney Rd Brattleboro VT
$71 nightly
The price is $78 total per night
$78 total
Mar 12 - Mar 13
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.79 mi from city center
When you stay at Travelodge by Wyndham Brattleboro VT in Brattleboro, you'll be near ski lifts, within a 10-minute walk of Connecticut River and United States Navy Seabee Bridge.
Pet friendly
Parking included

Holiday Inn Express Hotel & Suites Brattleboro by IHG
100 Chickering Drive Brattleboro VT
$161 nightly
The price is $177 total per night
$177 total
Mar 15 - Mar 16
Total with taxes and fees
Free Cancellation
11.68 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

Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
$109 nightly
The price is $118 total per night
$118 total
Mar 10 - Mar 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.36 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

Latchis Hotel
50 Main Street Brattleboro VT
$122 nightly
The price is $134 total per night
$134 total
Mar 12 - Mar 13
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
10.35 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
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.
Winchester hotels essential information
Accommodation | 466 hotels |
|---|---|
Lowest Price | $78 |
Highest Price | $199 |
Popular hotels | The Colonial Hotel, Colonial Motel And Spa, Hampton Inn Brattleboro, Vikings Villages Resort, Comfort Inn & Suites Brattleboro I-91, Best Western Plus Keene Hotel, The Covered Bridge Inn, The Putney Inn, Travelodge by Wyndham Brattleboro VT, Holiday Inn Express Hotel & Suites Brattleboro by IHG, Keene Elm City Hotel, an Ascend Collection Hotel, Latchis Hotel |
Most Recent Winchester Hotel Reviews

The Covered Bridge Inn
4 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"Decent Internet. Room stayed warm. "
A verified traveler stayed at The Covered Bridge Inn
- Travelodge by Wyndham Brattleboro VT
- Keene Elm City Hotel, an Ascend Collection Hotel
- Latchis Hotel
- Econo Lodge Brattleboro South
- The Inn At Crumpin Fox
- Days Inn by Wyndham Keene NH
- Hampton Inn & Suites Greenfield
- Gardner Inn
- Four Columns Inn
- Riverside Hotel, an Ascend Collection Hotel
- Colonel Williams Inn
- Courtyard by Marriott Keene Downtown
- Black Mountain Inn
- The Burrell House
- Fairfield Inn & Suites by Marriott Keene Downtown
- Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
- Riverhouse by Weekender (Formerly Jack Daniels Inn)
- Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
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