Canaan

Travel Guide

Red bridge over the Housatonic River
beckley iron furnace north caanan connecticut
Great Falls Summer Landscape Caanan
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is P9,700 per night from May 31 to Jun 1
P9,700
P13,587 total
May 31 - Jun 1
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)
"The front porch. The dining rooms. The staff. Everything was perfect from the time we entered until the time we departed."

Reviewed on May 22, 2026

The Red Lion Inn
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 out of 5
190 Meadow Street South Lee MA
The price is P7,151 per night from May 26 to May 27
P7,151
P9,191 total
May 26 - May 27
includes taxes & fees
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9.2/10 Wonderful! (898 reviews)
"Beautiful resort, excellent amenities. Wished checkout was a little bit later but overall a great stay and looking forward to returning. Had a fun time in the game room and the pools were lovely!"

Reviewed on May 20, 2026

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

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
The price is P5,207 per night from May 27 to May 28
P5,207
P5,817 total
May 27 - May 28
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! (1,001 reviews)
"The staff was especially nice and helpful. The breakfast was one of the best. The music played in the breakfast room was fantastic. The location was great and very close to everything in Great Barrington. Will definitely stay there again."

Reviewed on May 20, 2026

Quality Inn Great Barrington
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.
Stamford Suites

Stamford Suites

4 out of 5
720 Bedford St Stamford CT
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.4/10 (118 reviews)
"Need to hire an exterminator for the mouses and more cooking supplies"

Reviewed on May 20, 2026

Stamford Suites
DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
1160 Reef Rd Fairfield CT
Book a stay at this beach apartment in Fairfield. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Hartford HealthCare Amphitheater ...
9/10 Wonderful! (89 reviews)
"It’s so cute and just steps from the beach! Had a nice balcony and snacks"

Reviewed on May 21, 2026

DUNE Fairfield Beach
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
240 Congress Avenue New Haven CT
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Louis' Lunch and Shubert Theater are located ...
9.6/10 Exceptional! (73 reviews)
"The kitchen cabinet over the fridge was broken, there was no dish towel....however besides that the apt. was great. It was clean and quiet. We were not there for fun, we were there for a funeral."

Reviewed on May 9, 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale
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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