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5 May - 6 May
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Cheap Sheffield hotels

Wilder House Berkshires

Wilder House Berkshires

2 out of 5
48 S Main Street, Sheffield, MA
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 6 May to 7 May
AU$266
includes taxes & fees
6 May - 7 May
With a stay at Wilder House Berkshires in Sheffield, you'll be within a 5-minute drive of Lime Kiln Farm Wildlife Sanctuary and Thom Reed UFO Monument Park.
Wilder House Berkshires
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$179 per night from 7 May to 8 May
AU$179
includes taxes & fees
7 May - 8 May
With a stay at Berkshires Untold in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park.
Life House Berkshires
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is AU$131 per night from 18 May to 19 May
AU$131
includes taxes & fees
18 May - 19 May
With a stay at Quality Inn in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 7 minutes by foot from ...
Quality Inn
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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$186 per night from 6 May to 7 May
AU$186
includes taxes & fees
6 May - 7 May
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
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$192 per night from 12 May to 13 May
AU$192
includes taxes & fees
12 May - 13 May
With a stay at The Black Swan Lee - Lenox, Ascend Hotel Collection in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and ...
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 14 May to 15 May
AU$208
includes taxes & fees
14 May - 15 May
With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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$328 per night from 8 May to 9 May
AU$328
includes taxes & fees
8 May - 9 May
With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic ...
The Red Lion Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 11 May to 12 May
AU$238
includes taxes & fees
11 May - 12 May
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Berkshire Mountain Lodge
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$120 per night from 6 May to 7 May
AU$120
includes taxes & fees
6 May - 7 May
With a stay at Howard Johnson by Wyndham Lenox in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Howard Johnson by Wyndham Lenox
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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 Sheffield

The number of times you hit snooze in the morning is how many weeks holiday you need — that's 100 percent fact. So make a hotel reservation in Sheffield and get your vacay started. While there isn't much accommodation in Sheffield's centre, you can take your pick of 3 places within 10 kilometres of the action.

After an incredible day of sightseeing in the centre, slide under the covers of a seriously cosy bed at The Windflower Inn and The Egremont Village Inn.

After more options? The Rock Hall Luxe Lodging is located 25 kilometres away from the downtown area, and the Gateways Inn & Restaurant is 30 kilometres away. The Hampton Terrace Inn, 30 kilometres away, and the Cranwell Spa and Golf Resort, 30 kilometres away, are some other options.

Looking for more things to do? Kick back and spend the day exploring the Dry Hill and the Les Trois Emme Winery. You'll find them in Great Barrington, 10 kilometres to the north of Sheffield. The Monument Mountain Motel and Thornewood Inn are a few of the accommodation options here. Or, you could stay in Housatonic, 19 kilometres to the north of Sheffield, where you can pick from the Travelodge Great Barrington Berkshires and The Briarcliff Motel. If you're staying in Housatonic, set aside a little time to check out the Berkshire Theatre Festival and National Shrine of the Divine Mercy.

Tanglewood Music Center, the Berkshire Scenic Railway Museum and Wood's Pond are just some of the sweet attractions on offer in Lenox. This regional centre is 30 kilometres north of Sheffield and has a population of 2,000. Got more time up your sleeve? Take advantage of the photo ops at the Cranwell Golf Club and Kennedy Park. The Hampton Inn & Suites Berkshires Lenox and The Cornell Inn, Lenox are some great hotels in Lenox.

Getting ready to land? Soon you'll be able to ditch your squeezy cabin seat for a snuggly bed! The Sheraton Hartford Hotel at Bradley Airport and the Holiday Inn Express & Suites Bradley Airport are not far from Bradley International Airport, which is just 60 kilometres from Sheffield's centre.

Sheffield hotels essential information

Accommodation
1,216 hotels
Lowest Price
AU$120
Highest Price
AU$328
Popular hotels
Wilder House Berkshires, Life House Berkshires, Quality Inn, The Yankee, Trademark Collection by Wyndham, The Black Swan Lee - Lenox, Ascend Hotel Collection, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Red Lion Inn, Berkshire Mountain Lodge, Howard Johnson by Wyndham Lenox

Most recent Sheffield hotel reviews

Howard Johnson by Wyndham Lenox
Best the money can offer
5 / 5
Great value for short stay
A verified traveller stayed at Howard Johnson by Wyndham Lenox
Posted 1 day ago
Howard Johnson by Wyndham Lenox

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