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Cheap Sheffield Hotels

Wilder House Berkshires
48 S Main Street Sheffield MA
$182 nightly
The price is $203 total per night
$203 total
Jan 19 - Jan 20
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.31 mi from city center
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.

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield MA
$616 nightly
The price is $688 total per night
$688 total
Jan 25 - Jan 26
Total with taxes and fees
4.67 mi from city center
Located in Sheffield, this cabin is a 1-minute drive from Mount Everett State Reservation and 5 minutes from Mount Riga State Park.

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$121 nightly
The price is $136 total per night
$136 total
Feb 16 - Feb 17
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.4 mi from city center
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 Marketplace.

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
$93 nightly
The price is $103 total per night
$103 total
Jan 25 - Jan 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.75 mi from city center
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.

Berkshires Untold
194 Pittsfield Rd Lenox MA
$90 nightly
The price is $101 total per night
$101 total
Jan 20 - Jan 21
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.52 mi from city center
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Pet friendly
Parking included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$130 nightly
The price is $145 total per night
$145 total
Jan 19 - Jan 20
Total with taxes and fees
Free Cancellation
12.07 mi from city center
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 Music Center and Housatonic River.

The Red Lion Inn
30 Main Street Stockbridge MA
$195 nightly
The price is $218 total per night
$218 total
Jan 19 - Jan 20
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
12.1 mi from city center
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 River.

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$98 nightly
The price is $109 total per night
$109 total
Feb 6 - Feb 7
Total with taxes and fees
Free Cancellation
15.4 mi from city center
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 and Berkshire Mountain Country Store.

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
$107 nightly
The price is $120 total per night
$120 total
Jan 22 - Jan 23
Total with taxes and fees
Free Cancellation
7.14 mi from city center
With a stay at Holiday Inn Express Hotel & Suites Great Barrington by IHG in Great Barrington, you'll be on a river, just steps from Housatonic River and a 3-minute drive from Monument Mountain Reservation.

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd Lenox MA
$148 nightly
The price is $165 total per night
$165 total
Jan 19 - Jan 20
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.95 mi from city center
Located in Lenox, Courtyard by Marriott Lenox Berkshires is a 1-minute drive from Kennedy Park and 6 minutes from The Mount.

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
$111 nightly
The price is $124 total per night
$124 total
Jan 25 - Jan 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.59 mi from city center
Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Kennedy Park.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd Great Barrington MA
$135 nightly
The price is $151 total per night
$151 total
Jan 29 - Jan 30
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
6.75 mi from city center
A stay at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires places you in the heart of Great Barrington, within a 5-minute drive of Housatonic River Walk and Ski Butternut.
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.
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Sheffield hotels essential information
Accommodation | 1,254 hotels |
|---|---|
Lowest Price | $101 |
Highest Price | $688 |
Popular hotels | Wilder House Berkshires, Guesthouse Cabin vacation rentals in Berkshire County, Berkshire Mountain Lodge, The Yankee, Trademark Collection by Wyndham, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Red Lion Inn, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Holiday Inn Express Hotel & Suites Great Barrington by IHG, Courtyard by Marriott Lenox Berkshires, Hampton Inn & Suites Berkshires-Lenox, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires |
Most Recent Sheffield Hotel Reviews

The Yankee, Trademark Collection by Wyndham
5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"As usual at the Yankee, check-in was friendly and quick. Room was clean and had everything in order. Rate was very reasonable.,"
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
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