City Meadow Boardwalk, CT
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Blackberry River Inn
538 Greenwoods Rd W Norfolk CT
$158 nightly
The price is $181 total per night from Oct 22 to Oct 23
$181 total
Oct 22 - Oct 23
Total with taxes and fees
Stay at this B&B in Norfolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Haystack ...
Quality Inn Great Barrington
372 Main Street Great Barrington MA
$76 nightly
The price is $85 total per night from Nov 8 to Nov 9
$85 total
Nov 8 - Nov 9
Total with taxes and 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! (1,003 reviews)
"The hotel is in a good location. There are some good restaurants within walking distance. Only one complaint is that the bathroom fan is very loud."
Reviewed on Oct 16, 2026
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
$135 nightly
The price is $150 total per night from Oct 20 to Oct 21
$150 total
Oct 20 - Oct 21
Total with taxes and 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! (1,003 reviews)
"We were able to get rental as a last minute deal for a villa here and we're very pleased with the property. The two rooms were very spacious each with its own bathroom, one with jacuuzi. Was quiet and you don't see or hear neighbor next to you. The rooms were quite roomy. All amenities in kitchen ..."
Reviewed on Oct 17, 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.
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
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
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.
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