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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$246 per night from 28 Apr to 29 Apr
AU$246
includes taxes & fees
28 Apr - 29 Apr
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
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$190 per night from 4 May to 5 May
AU$190
includes taxes & fees
4 May - 5 May
Located in Brattleboro, Hampton Inn Brattleboro is a 2-minute drive from Brattleboro Bowl and 7 minutes from Brattleboro Farmers' Market.
Hampton Inn Brattleboro
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$170 per night from 18 May to 19 May
AU$170
includes taxes & fees
18 May - 19 May
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
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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$160 per night from 30 Apr to 1 May
AU$160
includes taxes & fees
30 Apr - 1 May
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
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$249 per night from 11 May to 12 May
AU$249
includes taxes & fees
11 May - 12 May
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
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$187 per night from 27 Apr to 28 Apr
AU$187
includes taxes & fees
27 Apr - 28 Apr
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$264 per night from 27 Apr to 28 Apr
AU$264
includes taxes & fees
27 Apr - 28 Apr
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
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$241 per night from 4 May to 5 May
AU$241
includes taxes & fees
4 May - 5 May
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
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 29 Apr to 30 Apr
AU$208
includes taxes & fees
29 Apr - 30 Apr
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.
Best Western Plus Keene 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$160
Highest Price
AU$264
Popular hotels
The Colonial Hotel, Hampton Inn Brattleboro, Colonial Motel And Spa, The Putney Inn, Courtyard by Marriott Keene Downtown, Comfort Inn & Suites Brattleboro I-91, Hampton Inn & Suites Greenfield, Latchis Hotel, Best Western Plus Keene Hotel

Most recent Winchester hotel reviews

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