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28 Mar - 29 Mar
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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$261 per night from 29 Mar to 30 Mar
AU$261
29 Mar - 30 Mar
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
Luxury Private Estate in the Berkshires | Whitney by AvantStay

Luxury Private Estate in the Berkshires | Whitney by AvantStay

Sheffield MA
With a stay at this vacation home in Sheffield, you'll be within a 15-minute walk of Housatonic River and Thom Reed UFO Monument Park.
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Opens in a new windowLuxury Private Estate in the Berkshires | Whitney by AvantStay
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$173 per night from 26 Apr to 27 Apr
AU$173
26 Apr - 27 Apr
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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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$113 per night from 29 Mar to 30 Mar
AU$113
29 Mar - 30 Mar
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
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 refundable
The price is AU$211 per night from 1 Apr to 2 Apr
AU$211
1 Apr - 2 Apr
includes taxes & fees
When you 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 ...
Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
The price is AU$159 per night from 29 Mar to 30 Mar
AU$159
29 Mar - 30 Mar
includes taxes & fees
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Opens in a new windowThe Yankee, Trademark Collection by Wyndham
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
Fully refundable
The price is AU$153 per night from 6 Apr to 7 Apr
AU$153
6 Apr - 7 Apr
includes taxes & fees
When you stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 15-minute drive of Tanglewood Music Center ...
Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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$282 per night from 7 Apr to 8 Apr
AU$282
7 Apr - 8 Apr
includes taxes & fees
When you stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood ...
Opens in a new windowThe Red Lion Inn
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 2 Apr to 3 Apr
AU$225
2 Apr - 3 Apr
includes taxes & fees
Located in Lenox, Courtyard by Marriott Lenox Berkshires is a 1-minute drive from Kennedy Park and 6 minutes from The Mount.
Opens in a new windowCourtyard by Marriott Lenox Berkshires
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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
1,292 hotels
Lowest Price
AU$113
Highest Price
AU$282
Popular hotels
Wilder House Berkshires, Luxury Private Estate in the Berkshires | Whitney by AvantStay, Berkshire Mountain Lodge, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, The Black Swan Lee - Lenox, an Ascend Collection Hotel, The Red Lion Inn, Courtyard by Marriott Lenox Berkshires

Most recent Sheffield hotel reviews

Berkshires Untold
lastminute.com.au Verified Review
5 / 5
Berkshires Untold is an old roadside motel that has been very spiffed up. The rooms are small but clean, comfortable, and nicely decorated and updated. Our bed was comfy with high end linens and a nice updated bathroom. The major drawback to the room is the very noisy HVAC unit. There's a super cozy, attractive lounge area and a charming little restaurant and bar. The menu is small but the food is quite good and having an onsite restaurant is convenient. The price we paid for a very off season Saturday night was excellent, but the rates really jack up during the summer Tanglewood season, far beyond what one would expect for a small motel room. The staff is friendly and professional, and dogs are welcome for an $85 fee. All in all, this is a very nice and sometimes very affordable Berkshires option.
A verified traveller stayed at Berkshires Untold
Posted 1 day ago
Berkshires Untold

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