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.
Hampton Inn Schenectady Downtown
Seward Place
per person
Jul 5 - Jul 9
found 7 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Albany (ALB)
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a grocery/convenience store, and a lobby fireplace are also on offer.
Hotel Brookmere & Arbor Spa
Save 100% on your flight
per person
Jul 9 - Jul 14
found 18 hours ago
Roundtrip non-stop flight included
Little Rock (LIT) to Albany (ALB)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
The Equinox Golf Resort & Spa
per person
Jul 9 - Jul 14
found 18 hours ago
Roundtrip non-stop flight included
Little Rock (LIT) to Albany (ALB)
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Sundowner on Lake George
per person
Jul 9 - Jul 14
found 18 hours ago
Roundtrip non-stop flight included
Little Rock (LIT) to Albany (ALB)
A private beach and a hot tub are featured at this smoke-free motel. Enjoy the seasonal outdoor pool and perks like free self parking. A terrace, a picnic area, and laundry facilities are also on offer.
Eddington House Inn
North Bennington Historic District
per person
Jul 9 - Jul 14
found 18 hours ago
Roundtrip non-stop flight included
Little Rock (LIT) to Albany (ALB)
This guesthouse features a coffee shop, barbecue grills, and free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a snack bar/deli, and a picnic area are also on offer.
Top Sheffield hotels deals
Wilder House Berkshires
48 S Main Street, Sheffield, MA
$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
$134 nightly
The price is $150 total per night
$150 total
May 29 - May 30
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
$116 nightly
The price is $130 total per night
$130 total
May 29 - May 30
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
$89 nightly
The price is $99 total per night
$99 total
May 29 - May 30
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
$128 nightly
The price is $142 total per night
$142 total
Jun 3 - Jun 4
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
