Sherwood Forest Vacation Packages for 2025
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Photo by Ed Gaffny
Top Hotel Deals
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
23.53 km from Sherwood Forest
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 ...
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
25.48 km from Sherwood Forest
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 ...
Berkshires Untold
194 Pittsfield Rd, Lenox, MA
22.58 km from Sherwood Forest
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
17.68 km from Sherwood Forest
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
17.19 km from Sherwood Forest
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
The Constance by the Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
21.38 km from Sherwood Forest
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Red Lion Inn
30 Main Street, Stockbridge, MA
20.46 km from Sherwood Forest
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
28.52 km from Sherwood Forest
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
26.7 km from Sherwood Forest
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
24.03 km from Sherwood Forest
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
Hotel On North
297 North Street, Pittsfield, MA
26.99 km from Sherwood Forest
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
Quality Inn Westfield - Springfield
2 Southampton Rd, Westfield, MA
30.01 km from Sherwood Forest
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
23.4 km from Sherwood Forest
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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View all propertiesLowest 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.
Mon, Jun 30 - Mon, Jul 7
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 8 hours ago
$98
Roundtrip
found 8 hours ago
Sat, Jun 21 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Thu, Sep 4 - Sat, Sep 6
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$170 Roundtrip, found 11 hours ago
$170
Roundtrip
found 11 hours ago
Tue, Jun 24 - Fri, Jun 27
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
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