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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge
Living area

Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge

Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Kitchen features a stainless steel range, oven, and toaster, with dark cabinetry and a wooden floor.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.6 out of 10, Exceptional, (27)
"Great location. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Relax on the inviting porch with a comfortable sofa and armchairs, surrounded by a lush lawn and a charming house.

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (63)
"Cute and comfy place, great location. We walked to dinner twice and enjoyed how convenient this place was to all of the Berkshires. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Dugway Hideaway Walking Distance to Lime Rock Park
Stroll through a lush garden filled with a variety of flowering plants and shrubs.

Dugway Hideaway Walking Distance to Lime Rock Park

9.4 out of 10, Exceptional, (13)
"Super clean, great communication and Super location if you are going to the track. Love my stay there, will definitely do it again and definitely recommend."
Dugway Hideaway Walking Distance to Lime Rock Park
Downtown Gateway to the Berkshires. Walk to Everything.
Exterior detail

Downtown Gateway to the Berkshires. Walk to Everything.

2.0 star property
8.0 out of 10, Very good, (1)
"This cute and cozy apartment was in an excellent location. We were the first guest to stay here and we had a few concerns: the chairs in the kitchen were broken as was a door frame. The command hooks fell off the several times. There was no place to hang clothes and shelves which held the dishes were dirty and dusty as well as appliances. Some coffee and Kleenex would have a nice. The place has the potential to be amazing with a little more attention to details. We have stayed in many, many...
Downtown Gateway to the Berkshires. Walk to Everything.
Litchfield Hills Hideaway
Kitchen with a stove, microwave, refrigerator, sink, and appliances.

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (62)
"Wonderful experience! Everything was well appointed and spotless. An extremely enjoyable stay. Thank you "
Litchfield Hills Hideaway
Gateway to the Berkshires - Renovated downtown apartment
Stunning fire station with a central tower and symmetrical facade.

Gateway to the Berkshires - Renovated downtown apartment

10.0 out of 10, Exceptional, (8)
"Emmy is a great hostess. The apartment is nicely appointed and in a great location to restaurants and shops and attractions in the Berkshires. "
Gateway to the Berkshires - Renovated downtown apartment
The Brooks Motel: Exceptional Suite
Relax in this stylish living room with a grey sofa, side table, and patterned rug, offering a view of the outside through the large window.

The Brooks Motel: Exceptional Suite

7.0 out of 10, Good, (4)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
The price is HK$1,248
HK$1,567 total
includes taxes & fees
7 Aug - 8 Aug
The Brooks Motel: Exceptional Suite
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Cozy home with a charming entrance, featuring a metal bench surrounded by vibrant flowers and lush greenery.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.

9.2 out of 10, Wonderful, (42)
"Fantastic hosts and great facilities would highly recommend"
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Relax in this inviting living area with a sofa, chair, and dining table, surrounded by framed artwork and lush views.

Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails

2.0 star property
10.0 out of 10, Exceptional, (1)
"This location was perfect for hiking the AT. The trail is only a few feet from the front door. The backyard is very nice, and they had chairs and tables to sit out. The apartment was a nice size for two people. There was no tv, so we used our computer. The kitchen was great to have since we didn't plan on eating out every night. There are plenty of restaurants in the area. The hosts were great and very responsive. The fall colors made the trip extra special."
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Modern Copake Falls Getaway
Stunning two-story residence with a central circular window and rectangular windows on each floor.

Modern Copake Falls Getaway

9.6 out of 10, Exceptional, (33)
"Great place with amazing views and super close to a ski resort highly recommend "
Modern Copake Falls Getaway
Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge
Living area

Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge

9.0 out of 10, Wonderful, (2)
"The apartment is in downtown Stockbridge. We were there to aid our son and his fiancee who are traversing the Appalachia Trail. The location was perfect for us. The apartment is complete new and immaculate. It was very comfortable for the four of us. The only reason that the overall review is four not five stars is that the dryer wasn't working and the kitchen had absolutely now supplies or an ice tray. The dryer not working could have been a disaster for us as we needed to clean our son's...
Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge
The Brooks Motel: Exceptional Suite
Relax in this stylish living room with a comfortable sofa, side table, and area rug.

The Brooks Motel: Exceptional Suite

9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
The price is HK$1,248
HK$1,567 total
includes taxes & fees
7 Aug - 8 Aug
The Brooks Motel: Exceptional Suite
Cozy Tree Haus 1 Bedroom Apt
Cozy retreat with a shelf and comfortable bench.

Cozy Tree Haus 1 Bedroom Apt

9.6 out of 10, Exceptional, (4)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
The price is HK$903
HK$2,366 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Tree Haus 1 Bedroom Apt
Brooks Motel: Perfect Suite, Seasonal Waterviews
Kitchen features a stainless steel range hood, sink, and refrigerator.

Brooks Motel: Perfect Suite, Seasonal Waterviews

The price is HK$1,130
HK$1,436 total
includes taxes & fees
7 Aug - 8 Aug
Brooks Motel: Perfect Suite, Seasonal Waterviews
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Enjoy a serene lake view from this room, featuring a table and two chairs, a window with curtains, and a convenient trash can.

The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock

9.8 out of 10, Exceptional, (12)
"We enjoyed our stay. The place was very clean and the accommodations were very good. Close to town and there is a brewery/restaurant right down the road if you need to get a bite. We will be back when we visit Connecticut. "
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and microwave, plus ample counter space and a large island.

1500 sqft private entrance with beautiful views of the Berkshire Mountains

10.0 out of 10, Exceptional, (44)
"Perfect get away, convenient to everything."
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Cozy Modern Farm Haus 2 Bedroom Apartment
Stroll up to this charming home, featuring a cozy porch and a white picket fence.

Cozy Modern Farm Haus 2 Bedroom Apartment

10.0 out of 10, Exceptional, (3)
"We were happy to have a clean and comfortable place to stay while in Torrington visiting family. The hotels in town are nasty so this was a great alternative. There is a park across the street and an Office warehouse on the street behind, so it’s quiet at night which was a plus. Inside is definitely as advertised, cozy but not cramped, the furniture and decor is well appointed. We will definitely stay again."
The price is HK$1,236
HK$2,503 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Modern Farm Haus 2 Bedroom Apartment
Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal
Cozy retreat with a kitchenette, dining area, and comfortable bed.

Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal

10.0 out of 10, Exceptional, (1)
"Traveled for a wedding. Apartment was nice and Dana was very accommodating "
Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Fridge, microwave, oven, stovetop

Mid Century Modern Studio w/ Full Kitchen - Newly Built

8.0 out of 10, Very good, (1)
"Super cute, clean, and convenient for our quick trip to The Millbrook School."
The price is HK$1,531
HK$1,957 total
includes taxes & fees
7 Aug - 8 Aug
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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.
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Top Canaan Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Amazing service and cheerful staff !!! Thanks so much "
Shaniqua 2-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Frequently asked questions

What's it like to stay at an apartment in Canaan?
There are 5 lodging options in Canaan. Though there aren't many apartments, we can help you search for similar accommodation. When you search on Expedia, you can use the filters to search for a kitchen— just one of the conveniences you might find in an apartment. You can even filter by similar property types like holiday homes, condos or cabins.
Why should you consider an apartment versus a traditional hotel?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for solo travellers who want to stay in at night and plan out their next day, and also for families who want the conveniences of home.
What's the best apartment for my stay in Canaan?
Below are some of the more popular apartments in the area: Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge: Situated in Stockbridge , 17.6 mi/28.4 km from the heart of Canaan. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located 19.7 mi/31.7 km away in Lee . A patio and a fireplace are included . Access to on-site laundry facilities is available on site . Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located in Great Barrington , 12 mi/19.3 km away. Includes free WiFi, a dining area and a Smart TV . Access to on-site laundry facilities is available on site . Litchfield Hills Hideaway: 20.9 mi/33.6 km away in Litchfield . Amenities include a patio . The Brooks Motel: Exceptional Suite: It's located in Hillsdale , 14.8 mi/23.9 km from Canaan. Includes a sofa bed .
What can I expect from the weather during my trip to Canaan?
Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in Canaan. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What should I see and do in Canaan?
Housatonic River and Edith Scoville Memorial Sanctuary are a couple of lovely local spots to get outside and enjoy nature. While here, Campbell Falls State Park and North Canaan Town Hall are other places worth a visit.
What's the best way to get to and around Canaan?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 27.6 mi (44.4 km) from the heart of the city. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 27.8 mi (44.7 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.