Weatogue
Travel Guide
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Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is CA $111 per night from Nov 10 to Nov 11
CA $111
CA $124 total
Nov 10 - Nov 11
includes taxes & fees
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 ...
8.6/10 Excellent! (1,005 reviews)
"First, this is an absolutely gorgeous place! The outside areas are beautiful with comfy furniture, flowers and fire pits. Inside is a small intimate restaurant and bar, plus sitting area. With books and plants, very nice. We had dinner there which was excellent, and loved cocktails and sunset outside ..."
Reviewed on Oct 11, 2026
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
The price is CA $167 per night from Oct 22 to Oct 23
CA $167
CA $214 total
Oct 22 - Oct 23
includes taxes & fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,005 reviews)
"The room was incredible. Just need to be a little friendly at the arrival."
Reviewed on Oct 10, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
The price is CA $225 per night from Nov 3 to Nov 4
CA $225
CA $322 total
Nov 3 - Nov 4
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,001 reviews)
"We had a nice stay at the Red Lion Inn. Our room was clean and had a fireplace, but did not have a mini-refrigerator and the TV was placed to the side of the bed. The restaurant charged a lot ($65 for a filet mignon entree) and the food was not up to that price. The bread and salad were a la carte. ..."
Reviewed on Oct 12, 2026
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.
Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mahaiwe Performing Arts Center and Housatonic ...
9/10 Wonderful! (9 reviews)
"Location was perfect for exploring Great Barrington as well as it’s proximity to Stockbridge. Although the room was compact, it was more than adequate for my needs. The room itself is extremely clean and the laying out of towels with small soaps and chocolates and it seemed like a five star hotel ..."
Reviewed on Oct 12, 2026
Riverside Retreat in the Berkshires
Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Monument Mountain Reservation ...
9.6/10 Exceptional! (29 reviews)
"Had a wonderful stay! Excellent communication from the host and Studley was the purfect co-host. If you love cuddly cats and nature, book here!"
Reviewed on Oct 12, 2026
Summer Lake Cottage, private beach, Berkshire Hills, small village
Lakeville CT
Stay at this cottage in Lakeville. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Holley-Williams House Museum and Gay Woods Hill are located ...
9.6/10 Exceptional! (93 reviews)
"Classic rustic lakeside cottage. We were there in the Fall, and glad to have the fireplace, but with direct access to the lake it would also be great for a summer getaway."
Reviewed on Sep 30, 2026
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.
