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Cheap Cheshire hotels

Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 5 Dec to 6 Dec
AU$199
includes taxes & fees
5 Dec - 6 Dec
A stay at Hotel Downstreet places you in the heart of North Adams, steps from Western Gateway Heritage State Park and 3 minutes by foot from Massachusetts Museum ...
Hotel Downstreet
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$205 per night from 24 Nov to 25 Nov
AU$205
includes taxes & fees
24 Nov - 25 Nov
Located in Lenox, Life House Berkshires is within a 15-minute walk of Kennedy Park and Pleasant Valley Wilderness Sanctuary.
Life House Berkshires
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 1 Dec to 2 Dec
AU$160
includes taxes & fees
1 Dec - 2 Dec
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and ...
The Yankee, Trademark Collection by Wyndham
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The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is AU$364 per night from 2 Dec to 3 Dec
AU$364
includes taxes & fees
2 Dec - 3 Dec
When you a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 5-minute walk of Housatonic River and Mission House.
The Red Lion Inn
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 5 Dec to 6 Dec
AU$163
includes taxes & fees
5 Dec - 6 Dec
When you stay at The Black Swan Lee - Lenox, Ascend Hotel Collection in Lee, you'll be on the waterfront, within a 5-minute drive of Berkshire Mountain Country ...
The Black Swan Lee - Lenox, Ascend Hotel Collection
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$300 per night from 1 Dec to 2 Dec
AU$300
includes taxes & fees
1 Dec - 2 Dec
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain ...
Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is AU$162 per night from 30 Nov to 1 Dec
AU$162
includes taxes & fees
30 Nov - 1 Dec
A stay at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel places you in the heart of Pittsfield, within a 5-minute walk of Berkshire Museum and Colonial ...
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundable
The price is AU$195 per night from 26 Nov to 27 Nov
AU$195
includes taxes & fees
26 Nov - 27 Nov
Located in South Lee, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel is near ski lifts, within a 5-minute walk of Beartown State ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Constance, The Whitlock, & The Dewey By The Lenox Collection

The Constance, The Whitlock, & The Dewey By The Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is AU$181 per night from 24 Nov to 25 Nov
AU$181
includes taxes & fees
24 Nov - 25 Nov
With a stay at The Constance, The Whitlock, & The Dewey By The Lenox Collection in Lenox, you'll be within a 5-minute walk of Lenox Library and The ...
The Constance, The Whitlock, & The Dewey By The Lenox Collection
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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 Cheshire

Want a break? Travel. Stressed out? Travel. Feeling hungry? Travel. You get the idea. If you're going to Cheshire and need somewhere to stay, let lastminute.com.au help. You won't find many hotels right in the centre, but there are 3 options within 10 kilometres of downtown Cheshire.

If you want to spend your nights as close as possible to the centre, The Spring's Inn and Topia Inn - An Organic Oasis are fabulous choices.

If you aren't phased by travelling 11 kilometres to get to central Cheshire, have a look at Hancock. This area has 3 accommodation options, including the Wyndham Bentley Brook and Jiminy Peak Mountain Resort.

Want more options? The Gateways Inn & Restaurant is located 25 kilometres away from the main central area, and the Hampton Terrace Inn is 25 kilometres away. We'd also recommend the Cranwell Spa and Golf Resort and the Birchwood Inn. The first is 25 kilometres from downtown, while the second is 25 kilometres away.

Beer or champagne? However you prefer to roll, you're sure to enjoy a trip to Pittsfield, 15 kilometres away. With the Crane Museum of Papermaking and the Skyline Country Club to check out, you're not gonna be short on things to do. Pittsfield hotels are the Wagon Wheel Inn and Lenox Inn. Alternatively, you could stay in Williamstown, 17 kilometres to the north of Cheshire, where you'll find the Williamstown Motel and Willows Motel Williamstown. Should you choose to stay in Williamstown, be sure to check out the 62 Center for Theater and Dance and Natural Bridge State Park.

Go 25 kilometres southwest and you'll be in Lenox, a regional centre with a population of 2,000. While you're checking out this neck of the woods, hang your camera 'round your neck and get your tourist on at Tanglewood Music Center, the Berkshire Scenic Railway Museum and Wood's Pond. Got another day or so to spare? See what's going on at the Cranwell Golf Club and Kennedy Park. Lenox has places to stay that should suit most tastes and budgets, including the Days Inn Lenox MA and Howard Johnson Express Inn - Lenox.

If you want to stay close to the airport, you can easily book a night at the Sheraton Hartford Hotel at Bradley Airport or the Holiday Inn Express & Suites Bradley Airport. And if you can't be bothered pulling out the map, Bradley International Airport is 80 kilometres from central Cheshire.

Cheshire hotels essential information

Accommodation
898 hotels
Lowest Price
AU$160
Highest Price
AU$364
Popular hotels
Hotel Downstreet, Life House Berkshires, The Yankee, Trademark Collection by Wyndham, The Red Lion Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel, The Constance, The Whitlock, & The Dewey By The Lenox Collection

Most recent Cheshire hotel reviews

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