Sheffield Vacations

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Top Hotel Deals

Wilder House Berkshires

Wilder House Berkshires

2 out of 5
48 S Main Street Sheffield MA
0.5 km from city center
Stay at this B&B in Sheffield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife ...
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
34.46 km from city center
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
33.41 km from city center
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
31.44 km from city center
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
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
19.43 km from city center
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
9.19 km from city center
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
19.48 km from city center
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
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
24.8 km from city center
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
11.5 km from city center
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
30.52 km from city center
Book a stay at this business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd Great Barrington MA
10.88 km from city center
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road Lakeville CT
19.62 km from city center
Book a stay at this spa hotel in Lakeville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Holley-Williams House Museum and Harney and ...
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
12.1 km from city center
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area ...
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St Lenox MA
29.11 km from city center
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular ...
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
33.16 km from city center
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Wed, Apr 1 - Tue, Apr 14
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Apr 1 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Apr 14, priced at $147 found 6 days ago
Delta
Tue, Jun 9 - Mon, Jun 29
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$212 Roundtrip, found 6 days ago
$212
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Jun 9 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Mon, Jun 29, priced at $212 found 6 days ago
United
Fri, Apr 24 - Mon, May 4
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$226 Roundtrip, found 4 days ago
$226
Roundtrip
found 4 days ago
Select United flight, departing Fri, Apr 24 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Mon, May 4, priced at $226 found 4 days ago
American Airlines
Fri, Mar 6 - Mon, Mar 9
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$238 Roundtrip, found 6 days ago
$238
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Mar 6 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Mon, Mar 9, priced at $238 found 6 days ago
Southwest Airlines
Fri, Mar 6 - Mon, Mar 9
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$242 Roundtrip, found 6 days ago
$242
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Fri, Mar 6 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Mon, Mar 9, priced at $242 found 6 days ago