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Check prices for these dates

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25 Jul - 27 Jul
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15 Aug - 17 Aug
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12 Sep - 14 Sep

Apartments in Canann Village Historic District

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
Fridge, microwave, oven, stovetop

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (26)
"Great location. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Dugway Hideaway Walking Distance to Lime Rock Park
Outdoor dining

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
The Brooks Motel: Exceptional Suite
TV, offices

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 AED 621
AED 775 total
includes taxes & fees
31 Jul - 1 Aug
The Brooks Motel: Exceptional Suite
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Property grounds

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
Interior

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
Exterior

Modern Copake Falls Getaway

9.6 out of 10, Exceptional, (32)
"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

Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge
Brooks Motel: Perfect Suite, Seasonal Waterviews
Fridge, microwave, stovetop, coffee/tea maker

Brooks Motel: Perfect Suite, Seasonal Waterviews

The price is AED 529
AED 672 total
includes taxes & fees
20 Jul - 21 Jul
Brooks Motel: Perfect Suite, Seasonal Waterviews
Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal
WiFi, bed sheets

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
The Brooks Motel: Exceptional Suite
TV, offices

The Brooks Motel: Exceptional Suite

9.6 out of 10, Exceptional, (4)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
The price is AED 584
AED 737 total
includes taxes & fees
20 Jul - 21 Jul
The Brooks Motel: Exceptional Suite
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Outdoor dining

The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock

9.8 out of 10, Exceptional, (10)
"It was great I grew up at the lake ,so I scrolled down memory lane ❤️ nicely decorated and very comfortable and clean. Would definitely rent again."
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Property grounds

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
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts
Fridge, microwave, oven, stovetop

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

10.0 out of 10, Exceptional, (1)
"Lovely quiet spot with plenty of eating options around the area. Well maintained."
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts
Sweet 2-bedroom apartment on horse farm in Hillsdale with WiFi and AC
Interior

Sweet 2-bedroom apartment on horse farm in Hillsdale with WiFi and AC

Sweet 2-bedroom apartment on horse farm in Hillsdale with WiFi and AC
Adorable secret hideaway
Exterior

Adorable secret hideaway

10.0 out of 10, Exceptional, (4)
"For anyone looking for a very lovely, comfortable, quiet place to stay, this property will not disappoint. The space is clean, well-supplied with all you could want and the location is beautiful: fields, hawks, deer, great blue herons, and lovely views. I wish I had another reason to go back."
Adorable secret hideaway
Apartment in Gorgeous Stonybrook Farm
Property grounds

Apartment in Gorgeous Stonybrook Farm

9.4 out of 10, Exceptional, (44)
"Our stay was very relaxing and the grounds are beautiful! Very quiet and charming place to stay."
Apartment in Gorgeous Stonybrook Farm
Baldwin Hill Retreat Guest House
Fridge, microwave, oven, stovetop

Baldwin Hill Retreat Guest House

2.0 star property
10.0 out of 10, Exceptional, (2)
"The property and neighborhood were gorgeous! Walkable roads with low speed limits and a nearby park were major bonuses. Plenty of food options nearby, and downtown Great Barrington is only a short drive away. The house was super clean, gorgeously furnished, and very cozy. The beds and linens were very good quality and I had an incredibly restful stay. I will certainly be renting this spot for my next trip to the area! "
Baldwin Hill Retreat Guest House
Remodeled Unit #2, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Exterior

Remodeled Unit #2, 7 min to Great Barrington, 12 min to Ski Resorts & Trails

10.0 out of 10, Exceptional, (3)
"Beautiful, clean simple place. Convenient to Great Barrington and all the wonderfulness of the Berkshires. We would happily return"
Remodeled Unit #2, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
The Serendipity Spot
Property grounds

The Serendipity Spot

10.0 out of 10, Exceptional, (1)
"Very comfortable, soft bed, cute decor and very convenient location for Great Barrington and surrounding area. Owners are kind, ready to help whenever you need something. Overall this is a great place to stay and we highly recommend it to anyone spending some time in the area. "
The Serendipity Spot
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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Frequently asked questions

What's it like to stay at an apartment in Canann Village Historic District?
There are 5 hotels and other accommodations in Canaan, though not as many apartments. We can help you find accommodations with similar amenities.
Why consider apartments instead of traditional hotels?
Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want something in a quieter part of town.
What's the best apartment I should consider for a stay in Canann Village Historic District?
Listed below are some of the more popular apartments in the area to choose from: Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge: Situated in Stockbridge, 17.5 mi/28.2 km from the heart of Canann Village Historic District. Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located 11.7 mi/18.8 km away in Great Barrington. Free WiFi, separate dining areas, and Smart TVs are included. Access to onsite laundry facilities is available on site. The Brooks Motel: Exceptional Suite: It's situated in Hillsdale, 14.1 mi/22.7 km away. Includes sofa beds. Enjoy a restful stay with fast internet, smart TV and the company of your pet.: 15 mi/24.1 km away in Winsted. Free WiFi, fireplaces, and Smart TVs are included. Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal: It's situated in Amenia, 16.9 mi/27.3 km from Canann Village Historic District.
What can I expect from the weather during my trip to Canann Village Historic District?
Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Canann Village Historic District. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Canann Village Historic District are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What should I see in Canann Village Historic District?
Explore the area and family-friendly sights such as Harney and Sons Tea Tasting Room, or get out into nature at a spot like Great Falls. While here, Douglas Library and C H Pease Museum are other places worth a visit.
What's the best way to get to and around Canann Village Historic District?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Hudson, NY (HCC-Columbia County), which is located 26.9 mi (43.3 km) away from the city center. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 27.5 mi (44.2 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.