Canaan
Travel Guide
Visit Canaan
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Jul 30 to Jul 31
CA $189
CA $230 total
Jul 30 - Jul 31
includes taxes & fees
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 ...
9/10 Wonderful! (680 reviews)
Enjoyed our stay.
"Our family stay was very nice. We took advantage of the large outdoor pool and the mini golf on site. The property is in a very beautiful woodsy minimally developed area. The unit was fine but not great. The cabinets are generally old looking and water-moisture damaged. All was workable but 5 star ..."
Reviewed on Jul. 23, 2025
The Red Lion Inn
30 Main Street, Stockbridge, MA
The price is CA $259 per night from Aug 12 to Aug 13
CA $259
CA $351 total
Aug 12 - Aug 13
includes taxes & fees
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 ...
8.8/10 Excellent! (1,003 reviews)
"Miranda at the front desk was beyond accommodating. My mom and I enjoyed our stay in this historic hotel!"
Reviewed on Jul. 21, 2025
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is CA $138 per night from Aug 7 to Aug 8
CA $138
CA $154 total
Aug 7 - Aug 8
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 ...
8.2/10 Very Good! (1,008 reviews)
Budget friendly Tanglewood accommodation
"Hotel was great for a night at Tanglewood. Location key. Nice that we could walk around Great Barrington in search of breakfast. Easy to find. Clean."
Reviewed on Jul. 22, 2025
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.
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
Canaan
Book a stay at this family-friendly vacation home in Canaan. Enjoy free WiFi, private pools, and a garden. Popular attractions Edith Scoville Memorial Sanctuary ...
Great Stay
"We loved our stay! Andrea responded to questions very quickly. The house was very clean and had everything we needed. We appreciated the treat that was left on the island. We were there only 2 nights and wish we stayed longer. We would definitely stay again."
Reviewed on Oct. 21, 2024
Spacious 5-bedroom house in charming Lee with WiFi
Lee
Enjoy laundry facilities and in-room fireplaces. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
Egremont
Stay at this vacation home in Egremont. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Thom Reed UFO Monument Park and W.E.B. Du Bois ...
9.8/10 Exceptional! (15 reviews)
Historic gem
"Absolutely love this sweet home! There was plenty of room for all eight of us. Beds were comfortable and the kitchen was well stocked for a quick weekend away. We had tickets to Tanglewood and wished we had planned on a few more days to enjoy the house and surrounding are. The house in on a beautiful ..."
Reviewed on Jul. 20, 2025
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.
Popular places to visit
North Canaan Town Hall
North Canaan Town Hall is just one of the places to see in North Canaan, so why not enjoy the other things to explore during your travels?
Eddy Field
Explore the great outdoors at Eddy Field, a lovely green space in North Canaan.
C H Pease Museum
You can spend time browsing the exhibits at C H Pease Museum during your travels in Canann Village Historic District.
Douglas Library
Douglas Library is just one of the places to see in Canann Village Historic District, so why not enjoy the other things to explore during your travels?
Lawrence Field
Explore the great outdoors at Lawrence Field, a lovely green space in North Canaan.
Edith Scoville Memorial Sanctuary
Explore the great outdoors at Edith Scoville Memorial Sanctuary, a lovely green space in North Canaan.
