East Canaan, CT

Travel Guide

A calm lake with autumn foliage reflecting on the water, surrounded by a forested hillside.
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road East Canaan CT
$105 nightly
The price is $121 total per night from Oct 26 to Oct 27
$121 total
Oct 26 - Oct 27
Total with taxes and fees
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! (453 reviews)
"Our experience at this bed and breakfast was extremely disappointing, and we ultimately decided to leave and find accommodations elsewhere. The cleanliness was unacceptable. The bedding had visible stains, there was hair and dirt in the corners and rugs, and the towels and linens were old and musty. ..."

Reviewed on Oct 23, 2026

Locust Tree Bed and Breakfast LLC
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
$77 nightly
The price is $86 total per night from Nov 15 to Nov 16
$86 total
Nov 15 - Nov 16
Total with taxes and 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! (1,004 reviews)
"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"

Reviewed on Oct 24, 2026

Quality Inn Great Barrington
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

3.5 out of 5
190 Meadow Street South Lee MA
$135 nightly
The price is $150 total per night from Oct 27 to Oct 28
$150 total
Oct 27 - Oct 28
Total with taxes and fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
See all 935 properties in East Canaan
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.
Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mahaiwe Performing Arts Center and Housatonic ...
9/10 Wonderful! (9 reviews)
"Location was perfect for exploring Great Barrington as well as it’s proximity to Stockbridge. Although the room was compact, it was more than adequate for my needs. The room itself is extremely clean and the laying out of towels with small soaps and chocolates and it seemed like a five star hotel ..."

Reviewed on Oct 12, 2026

Cozy 1-bedroom studio in serene Great Barrington with AC
Riverside Retreat in the Berkshires

Riverside Retreat in the Berkshires

Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Monument Mountain Reservation ...
9.6/10 Exceptional! (29 reviews)
"Had a wonderful stay! Excellent communication from the host and Studley was the purfect co-host. If you love cuddly cats and nature, book here!"

Reviewed on Oct 12, 2026

Riverside Retreat in the Berkshires
Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT
Stay at this cottage in Lakeville. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Holley-Williams House Museum and Gay Woods Hill are located ...
9.6/10 Exceptional! (93 reviews)
"Classic rustic lakeside cottage. We were there in the Fall, and glad to have the fireplace, but with direct access to the lake it would also be great for a summer getaway."

Reviewed on Sep 30, 2026

Summer Lake Cottage, private beach, Berkshire Hills, small village
See all properties in East Canaan
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.

Stay near popular East Canaan attractions

Land of Nod Vineyard and Winery

8.0/10 (1 review)
You can enjoy a tasting or tour at Land of Nod Vineyard and Winery during your travels to North Canaan. Discover the area's waterfalls and countryside.
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Frequently asked questions

When is the best time to visit East Canaan?
The best time to visit East Canaan is from May through September, when the climate is most pleasant for exploring. For fewer crowds and better value, the quieter months of December through March are a good bet, offering a cooler, often snowy experience.
What is East Canaan known for?
East Canaan is known for being home to Land of Nod Vineyard and Winery, where travelers can enjoy local wines. The area also features Beckley Furnace Industrial Park, a historic site that showcases its industrial heritage.
What is a good itinerary length for East Canaan?
A good itinerary length for East Canaan is one to two days to explore highlights like the Land of Nod Vineyard and Winery and Beckley Furnace Industrial Park. An extended stay of two to three days allows travelers to enjoy these sites at a more relaxed pace.
What are the top things to do in and around East Canaan?
East Canaan offers travelers opportunities to explore a unique industrial park and enjoy local wines:


Can I book a refundable hotel in East Canaan?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in East Canaan by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to East Canaan with Expedia?
Expedia makes it easier to plan your East Canaan trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in East Canaan?
The best choice depends on your travel style. Hotels in East Canaan can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my East Canaan trip on Expedia?
Once you've booked your East Canaan trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my East Canaan trip?
Expedia offers customer support before, during, and after your East Canaan trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to East Canaan?
If it's your first trip to East Canaan, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my East Canaan hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your East Canaan hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near East Canaan

A calm lake surrounded by dense green trees and a clear sky.

New Marlborough

A forest stream with moss-covered rocks and autumn-colored foliage.

Norfolk

A red bridge over a river with snow patches and dry grass.

Canaan

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