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Cheap Winchester hotels

The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
The price is AU$240 per night from 5 Dec to 6 Dec
AU$240
includes taxes & fees
5 Dec - 6 Dec
Located in Gardner, The Colonial Hotel is a 2-minute drive from Dunn State Park and 6 minutes from Mount Wachusett Community College.
The Colonial Hotel
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 3 Dec to 4 Dec
AU$178
includes taxes & fees
3 Dec - 4 Dec
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 ...
Colonial Motel And Spa
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 29 Nov to 30 Nov
AU$125
includes taxes & fees
29 Nov - 30 Nov
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.
The Covered Bridge Inn
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Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 22 Dec to 23 Dec
AU$164
includes taxes & fees
22 Dec - 23 Dec
Located in Brattleboro, Hampton Inn Brattleboro is a 2-minute drive from Brattleboro Bowl and 7 minutes from Brattleboro Farmers' Market.
Hampton Inn Brattleboro
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 8 Dec to 9 Dec
AU$197
includes taxes & fees
8 Dec - 9 Dec
A stay at Courtyard by Marriott Keene Downtown places you in the heart of Keene, steps from Historic Main Street and 3 minutes by foot from Colonial ...
Courtyard by Marriott Keene Downtown
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 25 Nov to 26 Nov
AU$149
includes taxes & fees
25 Nov - 26 Nov
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.
The Putney Inn
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 26 Nov to 27 Nov
AU$175
includes taxes & fees
26 Nov - 27 Nov
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 ...
Comfort Inn & Suites Brattleboro I-91
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

2.5 out of 5
184 Shelburne Rd, Greenfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$232 per night from 1 Dec to 2 Dec
AU$232
includes taxes & fees
1 Dec - 2 Dec
With a stay at Hampton Inn & Suites Greenfield in Greenfield, you'll be within a 5-minute drive of Old Greenfield Village and Greenfield Community College.
Hampton Inn & Suites Greenfield
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 out of 5
126 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$224 per night from 8 Dec to 9 Dec
AU$224
includes taxes & fees
8 Dec - 9 Dec
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.
Hampton Inn & Suites Keene
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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.

Hotels in Winchester

With just 1 hotel within 10 kilometres of Winchester's centre, you'll have to move faster than an 80-year-old at a buffet if you want to stay close by!

As close to the city centre as you can get, Centennial House is a sick place to catch some Zs after a busy day of hitting the streets.

Only 19 kilometres from the main streets is Historic Main Street. This neighbourhood has 2 available hotels. Want to know our recommended picks? Start off by checking out the Fairfield Inn & Suites by Marriott Keene Downtown and Courtyard by Marriott Keene Downtown.

You might also like to try the 1868 Crosby House or the Hampton Inn & Suites Greenfield. The 1868 Crosby House is 18 kilometres away from the centre of Winchester, and the Hampton Inn & Suites Greenfield is 30 kilometres away. If those choices don't suit, you might prefer the Chesterfield Inn or the Riverside Hotel, an Ascend Hotel Collection Member.

Attractions and Hotels Near Winchester

Don't spend all your break just in Winchester though — get out into the wider New Hampshire region and into nature. The area has some amazing forests that you really won't want to miss. There’s no shortage of fabulous activities to dive into here either, including snowboarding and skiing. Or just get out your map, pick a place and see where your adventures take you!

It's well known that Aussies are pretty laid back, so consider chilling out a little longer and checking out the Madame Sherris Castle Ruins and United States Navy Seabee Bridge in Brattleboro, 17 kilometres to the northwest of Winchester. Brattleboro hotels and accommodations include the Motel 6 Brattleboro and Comfort Inn & Suites. Or, you could stay in Gardner, 40 kilometres to the southeast of Winchester, where you can choose from The Colonial Hotel and Super 8 Gardner. Whether you're just passing through or staying in Gardner, set aside a little time to visit the Stevens Memorial Library and Ashburnham Town Hall.

Manchester-Boston Regional Airport sits 80 kilometres from the centre of Winchester. If you're exhausted after the flight, you'll be over the moon to discover there's some awesome accommodation nearby. The Homewood Suites by Hilton Manchester/Airport and the Holiday Inn Manchester Airport are just a short ride away.

Winchester hotels essential information

Accommodation
394 hotels
Lowest Price
AU$125
Highest Price
AU$240
Popular hotels
The Colonial Hotel, Colonial Motel And Spa, The Covered Bridge Inn, Hampton Inn Brattleboro, Courtyard by Marriott Keene Downtown, The Putney Inn, Comfort Inn & Suites Brattleboro I-91, Hampton Inn & Suites Greenfield, Hampton Inn & Suites Keene

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