
Sheffield Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Sheffield Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Gedney Farm
Price was $1,119, price is now $812 per person
$812
per person
Jul 2 - Jul 6
found 5 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Stay at this hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and New Marlborough Town Library are located nearby.

The Cornell Inn, Lenox & The Berkshires
Save 100% on your flight
Price was $3,585, price is now $2,311 per person
$2,311
per person
Jul 2 - Jul 6
found 5 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
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 attractions Tanglewood Music Center and National Shrine of the Divine Mercy are located nearby.

The Landing Hotel at Rivers Casino & Resort
Nothside
Price was $1,192, price is now $846 per person
$846
per person
Jul 2 - Jul 7
found 10 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Book a stay at this business-friendly hotel in Schenectady. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rivers Casino & Resort and Schenectady Light Opera Performing Arts Center are located nearby.

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Price was $1,298, price is now $960 per person
$960
per person
Jul 2 - Jul 6
found 5 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
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 our reviews. Popular attractions National Shrine of the Divine Mercy and Tanglewood Music Center are located nearby.

Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!
Save 100% on your flight
Price was $5,174, price is now $4,010 per person
$4,010
per person
Jul 2 - Jul 7
found 10 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Stay at this cottage in Austerlitz. Enjoy balconies, in-room washers/dryers, and in-room fireplaces. Popular attraction Art et Industrie is located nearby.

Whitney by Avantstay Private Berkshires Estate
Save 100% on your flight
Price was $2,487, price is now $1,951 per person
$1,951
per person
Jul 2 - Jul 6
found 5 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Stay at this cottage in Sheffield. Enjoy in-room washers/dryers and an in-room coffeemaker. Popular attractions Thom Reed UFO Monument Park and Three Mile Pond Wildlife Management Area are located nearby.
Top Hotel Deals

Wilder House Berkshires
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
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 ...

Berkshires Untold
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
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 ...

The Black Swan Lee - Lenox, an Ascend Collection Hotel
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 ...

The Red Lion Inn
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 Yankee, Trademark Collection by Wyndham
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 ...

Courtyard by Marriott Lenox Berkshires
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. ...

Quality Inn Great Barrington
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 ...

Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 ...

Hampton Inn & Suites Berkshires-Lenox
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 ...

The Cornell Inn, Lenox & The Berkshires
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 ...

Interlaken Inn & Resort
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 ...
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.

Wed, May 20 - Wed, May 27
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$187 Roundtrip, found 15 hours ago
$187
Roundtrip
found 15 hours ago

Wed, May 20 - Wed, May 27
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$187 Roundtrip, found 15 hours ago
$187
Roundtrip
found 15 hours ago

Wed, May 20 - Wed, May 27
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$202 Roundtrip, found 15 hours ago
$202
Roundtrip
found 15 hours ago

Wed, May 20 - Wed, May 27
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$226 Roundtrip, found 15 hours ago
$226
Roundtrip
found 15 hours ago

Wed, May 20 - Wed, May 27
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$237 Roundtrip, found 15 hours ago
$237
Roundtrip
found 15 hours ago

