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.
The Motel Montreal
Price was $1,111, price is now $845 per person
$845
per person
Jul 16 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
An outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A terrace and a picnic area are also provided.
Sundowner on Lake George
Price was $1,828, price is now $1,406 per person
$1,406
per person
Jul 16 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
The Lake George Inn
Price was $1,310, price is now $1,015 per person
$1,015
per person
Jul 16 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
A seasonal outdoor pool is featured at this hotel, along with laundry facilities. Take advantage of the free self parking.
Lakefront Terrace Resort
Price was $1,285, price is now $1,011 per person
$1,011
per person
Jul 16 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
The private beach and marina are among the highlights at this hotel. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Lake Haven Motel
Price was $1,413, price is now $1,119 per person
$1,119
per person
Jul 16 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A picnic area and luggage storage are also provided.
Top Sheffield hotels deals
Wilder House Berkshires
48 S Main Street Sheffield MA
Free Cancellation
Reserve now, pay when you stay
$180 nightly
The price is $201 total per night
$201 total
May 4 - May 5
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
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $126 total per night
$126 total
May 24 - May 25
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
$86 nightly
The price is $96 total per night
$96 total
May 4 - May 5
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
The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
$190 nightly
The price is $213 total per night
$213 total
May 6 - May 7
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Spa
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free Cancellation
$145 nightly
The price is $162 total per night
$162 total
May 6 - May 7
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.
Pool
Air conditioning
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Free Cancellation
$114 nightly
The price is $128 total per night
$128 total
May 11 - May 12
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.
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.
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.
Frequently asked questions
Photos of local treasures
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