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Find Hotels with Bars in Sherwood Forest, MA

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Check availability on Sherwood Forest Hotels with Bars

Our top choices for Sherwood Forest hotels with a bar

Front of property
Gedney Farm

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (132)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is NT$5,786
NT$6,347 total
includes taxes & fees
Dec 18 - Dec 19
Gedney Farm
Breakfast, lunch, dinner served; American cuisine
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is NT$9,514
NT$11,481 total
includes taxes & fees
Dec 16 - Dec 17
The Old Inn On The Green
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1003)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is NT$2,466
NT$2,754 total
includes taxes & fees
Dec 24 - Dec 25
The Yankee, Trademark Collection by Wyndham
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (988)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NT$2,892
NT$3,230 total
includes taxes & fees
Dec 17 - Dec 18
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (12)
"New hotel very nice"
United States
joel
The price is NT$4,086
NT$4,565 total
includes taxes & fees
Dec 21 - Dec 22
Element Lenox Berkshires
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (804)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is NT$3,762
NT$4,812 total
includes taxes & fees
Dec 17 - Dec 18
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (658)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
The price is NT$3,219
NT$3,596 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Lenox Pittsfield
Lobby lounge
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (816)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is NT$3,420
NT$3,821 total
includes taxes & fees
Dec 16 - Dec 17
Berkshires Untold
Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is NT$4,679
NT$6,620 total
includes taxes & fees
Jan 14 - 2026/1/15
The Red Lion Inn
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (590)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is NT$4,211
NT$4,704 total
includes taxes & fees
Dec 17 - Dec 18
Courtyard by Marriott Lenox Berkshires
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.
View all properties

Top Sherwood Forest Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"The room was fantastic, cozy as can be! Also, as soon as you walk into the lobby it looked wonderful! The Manager, Jennifer was so nice to talk too! She made sure everything with room, etc. was good! She was a delight!"
Mary 1-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

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Frequently asked questions

Searching for hotels with bars in Sherwood Forest?
Though you might not find a hotel in Sherwood Forest well-known for its bar, you will find 19 properties to choose from, some of which will have an onsite bar where you can unwind with a drink after a day out and about. While you're in the area, you can check out Pyramid Lake and Jacob's Pillow.
What are the best hotels with bars in Sherwood Forest?
Here are some favorite hotels with bars in and around Sherwood Forest: Holiday Inn & Suites Pittsfield-Berkshires by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Berkshire Mountain Lodge: Enjoy the bar, free breakfast, and free WiFi. The Yankee, Trademark Collection by Wyndham: Lodge with restaurant. Enjoy the bar, free WiFi, and free parking. Berkshires Untold: Hotel with 3 restaurants. Enjoy the bar, free WiFi, and breakfast. The Red Lion Inn: Enjoy the poolside bar, 2 outdoor pools, and WiFi.
What is there to do in Sherwood Forest?
If you have time to explore, consider visiting Pyramid Lake, Jacob's Pillow, and Otis Ridge, and then find a cozy spot for a nightcap. Other places to see in the area include Goose Pond Reservation and Otis Reservoir.
How can I get to Sherwood Forest and around the area?
You might want to make the most of these transportation choices in and around Sherwood Forest: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.6 mi (26.6 km) away. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 18.7 mi (30.2 km) away.