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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$250 per night from 24 Dec to 25 Dec
AU$250
includes taxes & fees
24 Dec - 25 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$172 per night from 1 Jan to 2 Jan
AU$172
includes taxes & fees
1 Jan - 2 Jan 2025
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
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$163 per night from 12 Jan to 13 Jan
AU$163
includes taxes & fees
12 Jan - 13 Jan 2025
Located in Brattleboro, Hampton Inn Brattleboro is a 2-minute drive from Brattleboro Bowl and 7 minutes from Brattleboro Farmers' Market.
Hampton Inn Brattleboro
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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$201 per night from 6 Jan to 7 Jan
AU$201
includes taxes & fees
6 Jan - 7 Jan 2025
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
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 5 Jan to 6 Jan
AU$167
includes taxes & fees
5 Jan - 6 Jan 2025
Located in Keene, Days Inn by Wyndham Keene NH is in a shopping district, within a 5-minute drive of Cheshire Children's Museum and Historical Society of Cheshire ...
Days Inn by Wyndham Keene NH
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$267 per night from 25 Dec to 26 Dec
AU$267
includes taxes & fees
25 Dec - 26 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$163 per night from 27 Dec to 28 Dec
AU$163
includes taxes & fees
27 Dec - 28 Dec
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$166 per night from 25 Dec to 26 Dec
AU$166
includes taxes & fees
25 Dec - 26 Dec
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
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 1 Jan to 2 Jan
AU$219
includes taxes & fees
1 Jan - 2 Jan 2025
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.
Latchis Hotel
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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
400 hotels
Lowest Price
AU$163
Highest Price
AU$267
Popular hotels
The Colonial Hotel, Colonial Motel And Spa, Hampton Inn Brattleboro, The Covered Bridge Inn, Days Inn by Wyndham Keene NH, Courtyard by Marriott Keene Downtown, The Putney Inn, Comfort Inn & Suites Brattleboro I-91, Latchis Hotel

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