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27 Sept - 28 Sept
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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$294 per night from 27 Oct to 28 Oct
AU$294
27 Oct - 28 Oct
includes taxes & fees
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.
Opens in a new windowWilder House Berkshires
Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County

Sheffield
The price is AU$1,065 per night from 28 Sept to 29 Sept
AU$1,065
28 Sept - 29 Sept
includes taxes & fees
Located in Sheffield, this cabin is a 1-minute drive from Mount Everett State Reservation and 5 minutes from Mount Riga State Park.
Opens in a new windowGuesthouse Cabin vacation rentals in Berkshire County
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$193 per night from 28 Sept to 29 Sept
AU$193
28 Sept - 29 Sept
includes taxes & fees
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 ...
Opens in a new windowBerkshire Mountain Lodge
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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$235 per night from 28 Sept to 29 Sept
AU$235
28 Sept - 29 Sept
includes taxes & fees
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 ...
Opens in a new windowHoliday 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$347 per night from 29 Sept to 30 Sept
AU$347
29 Sept - 30 Sept
includes taxes & fees
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 ...
Opens in a new windowThe Red Lion Inn
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$158 per night from 13 Oct to 14 Oct
AU$158
13 Oct - 14 Oct
includes taxes & fees
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 ...
Opens in a new windowQuality Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 29 Sept to 30 Sept
AU$218
29 Sept - 30 Sept
includes taxes & fees
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Opens in a new windowBerkshires Untold
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St, Lee, MA
The price is AU$196 per night from 27 Oct to 28 Oct
AU$196
27 Oct - 28 Oct
includes taxes & fees
With a stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center ...
Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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$135 per night from 30 Sept to 1 Oct
AU$135
30 Sept - 1 Oct
includes taxes & fees
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.
Opens in a new windowHoward 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
1,250 hotels
Lowest Price
AU$135
Highest Price
AU$1,065
Popular hotels
Wilder House Berkshires, Guesthouse Cabin vacation rentals in Berkshire County, Berkshire Mountain Lodge, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Red Lion Inn, Quality Inn, Berkshires Untold, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Howard Johnson by Wyndham Lenox

Most recent Sheffield hotel reviews

Wilder House Berkshires
lastminute.com.au Verified Review
5 / 5
Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area.
A verified traveller stayed at Wilder House Berkshires
Posted 2 days ago
Wilder House Berkshires

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