
Deals on vacations and trips to Sheffield
Save when you book Sheffield package deals
Sheffield flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG
per person
Jul 11 - Jul 13
found 9 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Albany (ALB)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.

Holiday Inn Express Suites Clifton Park by IHG
per person
Jul 11 - Jul 13
found 9 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Albany (ALB)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Park Manor Hotel
per person
Jul 11 - Jul 13
found 9 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Albany (ALB)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a coffee shop, and a snack bar/deli are also on offer.

Homewood Suites By Hilton Schenectady
per person
Jul 11 - Jul 13
found 9 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Albany (ALB)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Hampton Inn & Suites Albany Airport
per person
Jul 11 - Jul 13
found 9 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Albany (ALB)
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate freebies like buffet breakfast, WiFi in public areas, and a roundtrip airport shuttle. A business center, a snack bar/deli, and a grocery/convenience store are also on offer.
Top Sheffield hotels deals

Wilder House Berkshires
48 S Main Street, Sheffield, MA
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $171 total per night
$171 total
Jun 10 - Jun 11
Total includes taxes and fees
This bed & breakfast features free self parking and a garden. Free cooked-to-order breakfast is served. A lobby fireplace, a communal living room, and a picnic area are also on offer.
Breakfast included
Parking included

Guesthouse Cabin vacation rentals in Berkshire County
$777 nightly
The price is $868 total per night
$868 total
Jun 2 - Jun 3
Total includes taxes and fees
This cabin includes a garden and barbecue grills.
Kitchen
Pet friendly

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $189 total per night
$189 total
Jun 12 - Jun 13
Total includes taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-in is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking included

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $144 total per night
$144 total
Jun 2 - Jun 3
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $104 total per night
$104 total
Jun 12 - Jun 13
Total includes taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.
Breakfast included
Parking included

The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $142 total per night
$142 total
Jun 5 - Jun 6
Total includes taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a picnic area, and laundry facilities are also on offer.
Breakfast included
Pet friendly
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.
Popular places to visit
Magnolia Bluffs Casino
Why not roll the dice with a visit to Magnolia Bluffs Casino during your travels in Sheffield? Discover the area's breweries or seek out the hiking trails.
Ashley House
You can learn about the history of Sheffield with a trip to Ashley House. Discover the area's breweries or seek out the hiking trails.
Lime Kiln Farm Wildlife Sanctuary
You can take time to visit Lime Kiln Farm Wildlife Sanctuary during your travels to Sheffield. Make some time to visit the casinos while you're in the area.
Photos of local treasures
Browse Sheffield vacation photos for more inspiration