Canaan, NY
Travel Guide
Visit Canaan
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$113 nightly
The price is $126 total per night from May 24 to May 25
$126 total
May 24 - May 25
Total with taxes and fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (925 reviews)
Room very spacious and clean. Full kitchen is a great bonus.
Reviewed on May 4, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
$105 nightly
The price is $117 total per night from May 12 to May 13
$117 total
May 12 - May 13
Total with taxes and fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (932 reviews)
Easy, comfortable and convenient; rooms and public spaces are nice, modern and stylish updates of modest 60s/70s original motel facilities.
Reviewed on May 6, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$108 nightly
The price is $120 total per night from May 12 to May 13
$120 total
May 12 - May 13
Total with taxes and fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,351 reviews)
I loved my stay at the resort! The view was beautiful, my room was clean, and the staff were nice. I had trouble with my door, and they sent someone quickly to fix it.
Reviewed on May 8, 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.
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,351 reviews)
I loved my stay at the resort! The view was beautiful, my room was clean, and the staff were nice. I had trouble with my door, and they sent someone quickly to fix it.
Reviewed on May 8, 2026
Micosta Leisure Inn
3007 County Rd 20 Hudson NY
Book a stay at this business-friendly aparthotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ...
9.2/10 Wonderful! (144 reviews)
What a perfect place to spend time upstate! This is a great choice if you're looking to relax in a hot tub, see some chickens and pet a cat, or take in the calmness of the river. There are plenty of amenities, including a full kitchen (no oven but there's a hot plate, among other things). The staff ...
Reviewed on May 5, 2026
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and National Shrine of the ...
8.6/10 Excellent! (141 reviews)
I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ...
Reviewed on Feb 9, 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.
Popular places to visit
Queechy Lake
Commune with nature and explore the great outdoors at Queechy Lake during your travels in Canaan. Discover the area's museums and shops.
Explore a world of travel with Expedia
- East Chatham Hotels
- 4 Star Hotels in East Chatham
- B&B in East Chatham
- Apartments in East Chatham
- New Lebanon Hotels
- Motels in New Lebanon
- B&B in New Lebanon
- Cabin Rentals in New Lebanon
- 5 Star Hotels in New Lebanon
- 4 Star Hotels in New Lebanon
- Resorts in New Lebanon
- Hotels near Mount Lebanon Shaker Village
- Hotels near New Lebanon Library
- Austerlitz Hotels
- B&B in Austerlitz
- Cabin Rentals in Austerlitz
- Motels in Austerlitz
- Cottages in Austerlitz
- Vacation Homes in Austerlitz
- 4 Star Hotels in Austerlitz
- 5 Star Hotels in Austerlitz
- Old Chatham Hotels
- B&B in Old Chatham
- Cabin Rentals in Old Chatham
- Motels in Old Chatham
- Rv Parks in Old Chatham
- 4 Star Hotels in Old Chatham
- 3 Star Hotels in Old Chatham
- Brainard Hotels
- Resorts in Brainard
- Apartments in Brainard
- Hotels near Shaker Museum and Library
- East Nassau Hotels
- B&B in East Nassau
- Vacation Homes in East Nassau
- 4 Star Hotels in East Nassau
- Spencertown Hotels
- Cabin Rentals in Spencertown
- B&B in Spencertown
- 4 Star Hotels in Spencertown
- Motels in Spencertown
- Vacation Homes in Spencertown
- 5 Star Hotels in Spencertown
- Resorts in Spencertown
- Farmstay in Spencertown
- Malden Bridge Hotels
- Chatham Hotels
- B&B in Chatham
- Historic Hotels in Chatham
- Cabin Rentals in Chatham
- Pet-Friendly Hotels in Chatham
- Family Hotels in Chatham
- Apartments in Chatham
- Motels in Chatham
- Hotels with Restaurants in Chatham
- Romantic Hotels in Chatham
- Farmstay in Chatham
- Houseboats in Chatham
- Luxury Hotels in Chatham
- Extended Stay Hotels in Chatham
- 3 Star Hotels in Chatham
- Red Carpet Inn Hotels in Chatham
- Hilton Hotels in Chatham
- 4 Star Hotels in Chatham
- Resorts in Chatham
- Tanglewood Music Center
- National Shrine of the Divine Mercy
- Jiminy Peak Mountain Resort
- Norman Rockwell Museum
- Hudson River
- The Mount
- Jacob's Pillow
- Mount Greylock
- Hancock Shaker Village
- Lee Premium Outlets
- Ski Butternut
- Williamstown Theatre Festival
- Naumkeag Museum
- Berkshire Botanical Garden
- Catamount Aerial Adventure Park
- Catamount Ski Area
- Martin Van Buren National Historic Site
- Mahaiwe Performing Arts Center
- Bousquet Ski Area
- Housatonic River Walk
- Taconic State Park
- Goose Pond Reservation
- Waubeeka Golf Links
- Berkshire Museum
- Brodie Mountain
- Wyndhurst Golf & Club
- Shakespeare and Company