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Featured Motels in Cheshire

FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$136 per night from 24 Nov to 25 Nov
AU$136
includes taxes & fees
24 Nov - 25 Nov
Located in Pittsfield, FairBridge Inn Express is in the suburbs, a 4-minute drive from Crane Museum of Papermaking and 6 minutes from Berkshire Athenaeum.
FairBridge Inn Express
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

2 out of 5
213 Main St, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 24 Nov to 25 Nov
AU$172
includes taxes & fees
24 Nov - 25 Nov
With a stay at Howard Johnson by Wyndham Williamstown in Williamstown, you'll be within a 5-minute drive of Hopkins Observatory and Williams College Museum of ...
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$136 per night from 1 Dec to 2 Dec
AU$136
includes taxes & fees
1 Dec - 2 Dec
Located in Lenox, Howard Johnson by Wyndham Lenox is within a 5-minute drive of Guido's Marketplace and Arrowhead Museum.
Howard Johnson by Wyndham Lenox
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Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$148 per night from 24 Nov to 25 Nov
AU$148
includes taxes & fees
24 Nov - 25 Nov
A stay at Berkshire Inn places you in the heart of Pittsfield, within a 15-minute walk of Colonial Theater and Berkshire Museum.
Berkshire Inn
Cozy Corner Motel

Cozy Corner Motel

2 out of 5
284 Sand Springs Rd. Rte 7, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 2 Dec to 3 Dec
AU$129
includes taxes & fees
2 Dec - 3 Dec
Located in Williamstown, Cozy Corner Motel is in a state park, within a 5-minute drive of Williams College and The Clark Art Institute.
Cozy Corner Motel
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street, Lee, MA
Fully refundableReserve now, pay when you stay
The price is AU$103 per night from 1 Dec to 2 Dec
AU$103
includes taxes & fees
1 Dec - 2 Dec
Located in Lee, Econo Lodge Lee - Great Barrington is within a 5-minute drive of Housatonic River and Beartown State Forest.
Econo Lodge Lee - Great Barrington
The Villager Motel

The Villager Motel

2 out of 5
953 Simonds Rd, Rt 7 North, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$118 per night from 24 Nov to 25 Nov
AU$118
includes taxes & fees
24 Nov - 25 Nov
With a stay at The Villager Motel in Williamstown, you'll be within a 5-minute walk of Mountain Meadow Preserve and Williamstown Trailhead.
The Villager Motel
Willows Motel Williamstown

Willows Motel Williamstown

2 out of 5
480 Main St, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$142 per night from 24 Nov to 25 Nov
AU$142
includes taxes & fees
24 Nov - 25 Nov
Located in Williamstown, Willows Motel Williamstown is within a 15-minute walk of Williams College and Hopkins Observatory.
Willows Motel Williamstown
Wagon Wheel Inn

Wagon Wheel Inn

2 out of 5
484 Pittsfield Rd, PO Box 808, Lenox, MA
The price is AU$118 per night from 1 Dec to 2 Dec
AU$118
includes taxes & fees
1 Dec - 2 Dec
A stay at Wagon Wheel Inn places you in the heart of Lenox, within a 5-minute drive of Guido's Marketplace and Arrowhead Museum.
Wagon Wheel Inn
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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.

Cheshire Motel Accommodation

You live your life freestyle, always ready for the next adventure. You practically invented the phrase “YOLO”, and your most used hashtag is #travelgram. Or maybe it’s #wanderlust. The world can’t box you in with hashtags, that’s for sure! When you travel, that last thing on your mind is where you’re going to sleep—but you’ve come to the right place. At lastminute.com.au, not only do we get you, we also have plenty of motel rooms in Cheshire.

We bet one of these scenarios sounds familiar: You’re on your way back from an amazing overseas adventure or important conference, but your connecting flight is delayed, and you need a place to crash. Or maybe you were on the most epic of road trips, but you got distracted by all the sights and now you’ve gotta get some rest, stat. But just because you’re low maintenance doesn’t mean you don’t want a great deal. Cheshire motels have everything you need at the price you want, like parking, Wi-Fi, and maybe even a pool—not that you’ll be there long enough to even really need it. There are adventures to be had!

Listen, we get it. Motels come in handy in so many situations, they might as well be called “those shoes that go with everything”. And the time has come that you need a motel in Cheshire, and you need it ASAP. We’re not here to judge. We’re just here to save the day with our great selection of cheap motels in Cheshire.

Cheshire Motels essential information

Accommodation
20 Motels
Lowest Price
AU$103
Highest Price
AU$364
Popular accommodation
FairBridge Inn Express, Howard Johnson by Wyndham Williamstown, Howard Johnson by Wyndham Lenox, Berkshire Inn, Cozy Corner Motel, Econo Lodge Lee - Great Barrington, The Villager Motel, Willows Motel Williamstown, Wagon Wheel Inn

Top trending hotels in Cheshire

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
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.