Deals on vacations and trips to Sheffield
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Sheffield flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Home2 Suites by Hilton Albany Wolf Rd
Price was $745, price is now $629 per person
$629
per person
May 28 - Jun 2
found 5 hours ago
Roundtrip non-stop flight included
Jacksonville (OAJ) to Albany (ALB)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Hyatt Place Albany/Downtown
Downtown Albany
Price was $822, price is now $686 per person
$686
per person
May 28 - Jun 2
found 5 hours ago
Roundtrip non-stop flight included
Jacksonville (OAJ) to Albany (ALB)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Fairfield Inn & Suites by Marriott Albany Downtown
Downtown Albany
Price was $883, price is now $746 per person
$746
per person
May 28 - Jun 2
found 5 hours ago
Roundtrip non-stop flight included
Jacksonville (OAJ) to Albany (ALB)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Hilton Albany
Downtown Albany
Price was $829, price is now $704 per person
$704
per person
May 28 - Jun 2
found 5 hours ago
Roundtrip non-stop flight included
Jacksonville (OAJ) to Albany (ALB)
This traditional hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. Unwind with a drink at the bar/lounge and enjoy perks like free train station pick-up.
The Stockade Inn
Stockade Historic District
Price was $914, price is now $782 per person
$782
per person
May 28 - Jun 2
found 5 hours ago
Roundtrip non-stop flight included
Jacksonville (OAJ) to Albany (ALB)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the express check-in, laundry service, and airport shuttle. A lobby fireplace, luggage storage, and laundry facilities 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
$150 nightly
The price is $168 total per night
$168 total
Apr 19 - Apr 20
Total with 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
Luxury Private Estate in the Berkshires | Whitney by AvantStay
Sheffield MA
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $120 total per night
$120 total
May 17 - May 18
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $97 total per night
$97 total
Apr 21 - Apr 22
Total with 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. A terrace, a lobby fireplace, and express check-in are also on offer.
Pet friendly
Parking included
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free Cancellation
$130 nightly
The price is $145 total per night
$145 total
Apr 20 - Apr 21
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Free Cancellation
$99 nightly
The price is $111 total per night
$111 total
Apr 26 - Apr 27
Total with 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.
Drury Preserve
You can take time to visit Drury Preserve during your travels to Sheffield. Make some time to visit the casinos while you're in the area.
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.
Frequently asked questions
Photos of local treasures
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