Canaan, CT

Travel Guide

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 ₩162,168 per night from Sep 23 to Sep 24
₩162,168
₩200,641 total
Sep 23 - Sep 24
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! (730 reviews)
Peaceful Getaway with Lots to Do for Families
"We stayed for 5 nights and really enjoyed the surroundings and the drive to the property. The area is peaceful and quiet, with plenty to do for kids, including a mountain hike that even our 2- and 6-year-olds managed well. The grounds are beautiful for photos, very well maintained, and we often saw ..."

Reviewed on Sep 17, 2025

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

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
The price is ₩250,027 per night from Sep 28 to Sep 29
₩250,027
₩341,688 total
Sep 28 - Sep 29
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! (1,004 reviews)
"A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops."

Reviewed on Sep 16, 2025

The Red Lion Inn
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is ₩129,414 per night from Oct 5 to Oct 6
₩129,414
₩144,556 total
Oct 5 - Oct 6
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)
"Great breakfast buffet."

Reviewed on Sep 15, 2025

Quality Inn
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
Stay at this 4-star business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
5.6/10 (54 reviews)
"Excellent sleep"

Reviewed on Aug 17, 2025

Stamford Suites
DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
1160 Reef Rd, Fairfield, CT
Stay at this 3-star beach apartment in Fairfield. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Penfield Beach and Fairfield ...
9/10 Wonderful! (71 reviews)
Clean and comfy!
"Very VERY clean, great location! It is a contactless property with normal office hours which made it difficult when I had issues with my lock. Also as a city dweller I have minimal experience with key pads and some instruction wd have been helpful, but this was still an amazing stay!"

Reviewed on Sep 18, 2025

DUNE Fairfield Beach
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
40 Beechmont Ave, Bridgeport, CT
Stay at this 5-star luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Glenwood Park are located ...
Beechmont - Perfect for Family Retreat!
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

Reviews of Canaan

3.9
Guest rating
5 - Excellent
3
5 - Excellent 33%
4 - Good
3
4 - Good 33%
3 - Okay
2
3 - Okay 22%
2 - Disappointing
1
2 - Disappointing 11%
1 - Terrible
0
1 - Terrible 0%

4/5 - Good

Verified traveler

The people in the town are very kind.