Search for Cheap Deals on
Hotels in East Canaan

Choose from 882 East Canaan Hotel Deals

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road East Canaan CT
  • 10 min walk from Land of Nod Vineyard and Winery
Stay at this B&B in East Canaan. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (395 reviews)
Clean, good breakfast, friendly staff

Reviewed on Jan 19, 2026

Locust Tree Bed and Breakfast LLC
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
  • 44 min drive from Land of Nod Vineyard and Winery
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 ...
9/10 Wonderful! (825 reviews)
Staff was wonderful. Rooms were very well stocked The kids loved the game room and dvd borrowing

Reviewed on Jan 19, 2026

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

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
  • 31 min drive from Land of Nod Vineyard and Winery
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 ...
8.4/10 Very Good! (1,001 reviews)
Very Clean, walking distance to town, 7 min to Butternut ski area.

Reviewed on Jan 19, 2026

Quality Inn
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
  • 45 min drive from Land of Nod Vineyard and Winery
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,006 reviews)
The room was large, clean and comfortable. The breakfast was good and the staff was great. The hotel is a little bit quaint which I enjoy and why I go there. The only issue was the shower took a while for the water to heat up.

Reviewed on Jan 22, 2026

The Red Lion Inn
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
  • 32 min drive from Land of Nod Vineyard and Winery
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area ...
9.6/10 Exceptional! (19 reviews)
Excellent local stay - would recommend to all

Reviewed on Jan 25, 2026

Prospect Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd Great Barrington MA
  • 33 min drive from Land of Nod Vineyard and Winery
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (764 reviews)
Very nice

Reviewed on Jan 18, 2026

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
  • 46 min drive from Land of Nod Vineyard and Winery
Book a stay at this spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (969 reviews)
Great, warm, elegant Inn. Feels special. Will be back.

Reviewed on Jan 22, 2026

The Litchfield Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
  • 34 min drive from Land of Nod Vineyard and Winery
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (727 reviews)
Perfect for skiing at Ski Butternut

Reviewed on Jan 22, 2026

Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
  • 38 min drive from Land of Nod Vineyard and Winery
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (548 reviews)
Conenient, good snow clearing, easy check on

Reviewed on Jan 18, 2026

The Little Lion
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

2.5 out of 5
395 Winsted Rd Torrington CT
  • 34 min drive from Land of Nod Vineyard and Winery
Book a stay at this business-friendly hotel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
5.6/10 (784 reviews)
It was a good we spent time together so go ahead- keep-up Thanks

Reviewed on Nov 15, 2025

Americas Best Value Inn Torrington CT
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road Lakeville CT
  • 15 min drive from Land of Nod Vineyard and Winery
Book a stay at this spa hotel in Lakeville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Holley-Williams House Museum and Harney and ...
8/10 Very Good! (276 reviews)
Quiet and beautiful environment. Room is clean. Friendly and helpful front desk staff.

Reviewed on Jan 18, 2026

Interlaken Inn & Resort
the Alander

the Alander

2.5 out of 5
7519 NY-22 Copake NY
  • 19 min drive from Land of Nod Vineyard and Winery
Stay at this lodge in Copake. Enjoy free WiFi, free parking, and rainfall showerheads. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (197 reviews)
staff was courteous

Reviewed on Jan 9, 2026

the Alander
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.

Find cheap hotels in East Canaan

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your East Canaan hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in East Canaan.

Choosing the right hotel in Connecticut has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of East Canaan’s 882 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $85. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great East Canaan hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in East Canaan. No matter your reason for visiting East Canaan, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About East Canaan hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in East Canaan for as low as $85.

How many hotels are there in East Canaan?

With over 882 hotels in East Canaan, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $85.

How to find cheap car rentals in East Canaan?

Finding a cheap car rental deal in East Canaan is as easy as scoring cheap hotels in East Canaan. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.