A calm lake with reflections of the sky and trees, surrounded by lush greenery and hills.

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Check prices for these dates

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Canaan hotels

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.
A wooden interior with a table, chair, and a view of a red barn through an open door.
A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

1. Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
United States
Linda
4.512.168 ₫
5.053.628 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Inn at Silver Maple Farm
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

2. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
James
2.424.123 ₫
2.707.745 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Berkshire Hills Inn & Suites
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

3. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
2.748.792 ₫
3.070.402 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
A covered outdoor area with stone pillars and a view of a road and green hills.

4. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
3.257.319 ₫
3.638.425 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires
Outdoor pool
Lobby sitting area
Exterior
Front of property

5. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
United States
Kris
1.750.151 ₫
1.960.200 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Berkshire Travel Lodge
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
A cozy library with bookshelves, a fireplace, and comfortable seating.
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

6. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
3.376.067 ₫
3.771.067 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold
A hotel patio with outdoor seating and a fire pit.
A modern reception area with a green textured wall, a reception desk, and a coffee machine.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.

7. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
3.316.184 ₫
3.704.127 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Lenox Pittsfield
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A bed with a white pillow and a nightstand with a modern lamp.
Living area
A gym with exercise equipment including treadmills, a stationary bike, and free weights.

8. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
2.843.444 ₫
3.176.127 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Berkshires-Lenox
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A garden with wooden Adirondack chairs and a stone pathway.

9. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Kathleen
2.222.957 ₫
3.062.364 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Berkshire Mountain Lodge
A red building with a sign reading "Shaker Mill Inn."
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.
A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

10. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Steven
3.397.092 ₫
3.726.610 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Shaker Mill Inn
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.
A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.
A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

11. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
2.048.628 ₫
2.288.318 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Howard Johnson by Wyndham Lenox
A wooden deck with white railings and hanging flower baskets.
A hotel room with two queen beds, a desk, a chair, a lamp, and a window with curtains.
A two-story building with a balcony, a red door, and a staircase leading to the second floor.
A bathroom with a bathtub, toilet, and sink. There is a shower curtain, a towel rack, and a hairdryer.

12. Chatham Travel Lodge

Chatham Travel Lodge
Old Chatham
United States
andrew
2.900.494 ₫
3.248.242 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Chatham Travel Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A modern cafe with a counter, seating area, and large windows.
A snack bar with shelves of snacks and a refrigerated display.

13. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
2.567.268 ₫
2.867.638 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A dining area with a glass table, red walls, and framed artwork.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

14. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United Kingdom
judith
3.979.421 ₫
4.564.397 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires
A building entrance with a large planter with purple flowers and a small tree.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

15. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
3.477.481 ₫
3.884.346 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hotel On North
A group of people performing yoga in an outdoor setting with grass and trees.
A motel with a row of rooms, a parking lot, and a hilly backdrop.
A reception desk with a framed floral painting, a deer head, and a sign about pets.
A hotel room with a flat-screen TV, a microwave, a refrigerator, a wooden dresser, a bedside lamp, and a framed picture on the wall.

16. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
West Stockbridge
United States
James
1.777.120 ₫
1.949.501 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Pleasant Valley Motel West Stockbridge
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A covered porch with wicker furniture and hanging flower baskets.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
A bar with wooden floors and shelves filled with bottles.

17. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
4.084.808 ₫
5.851.032 ₫ total
includes taxes & fees
3 Nov - 4 Nov
The Red Lion Inn
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.

18. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Pofen
2.083.429 ₫
2.611.664 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
A large house with a covered patio area featuring outdoor seating and a fire pit.
A sunlit room with large windows, a stone floor, and two rocking chairs.
A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.
A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

19. The Whitlock

The Whitlock
Lenox
United States
Michael
3.734.208 ₫
4.171.110 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Whitlock
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A motel with a parking lot, a swimming pool, and outdoor seating.
A residential street with a paved road, a lamp post, and flowering trees.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

20. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Linda
2.228.517 ₫
2.489.254 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Berkshire Inn
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Stay near popular Canaan attractions

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.
See properties

Learn more about Canaan

Nestled in the Berkshire foothills, this charming town offers scenic hikes on Queechy Lake trails and picturesque farm stands along Route 295. Families enjoy swimming at Queechy Beach in summer, while nearby Tanglewood in Lenox hosts renowned classical music performances worth the short trip.

See all hotels in Canaan
A calm lake with reflections of the sky and trees, surrounded by lush greenery and hills.
Photo by Robin/Loving Life

Top Canaan Hotel Reviews

Berkshires Untold

Berkshires Untold

8/10 Good
"Enjoyed the view and the aesthetic"
Megan 1-night trip
Posted less than an hour ago
Berkshires Untold
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We had a wonderful family stay at Vacation Village in the Berkshires! We traveled with our children and their grandmothers, and it was such a special opportunity to make memories together. Our accommodation felt like two apartments in one, with plenty of space for everyone. We loved the layout and the beautiful views, especially with the fall colors surrounding us. It was lovely to enjoy the scenery right where we were staying. The location was a great base for exploring the Berkshires, and we felt we got excellent value for the price. This trip was very special for our family, and we would love to come back. Highly recommend it for a family getaway!"
Viviane 2-night trip
Posted 1 hour ago
Vacation Village in the Berkshires
Hotel On North

Hotel On North

10/10 Excellent
"Lovely clean spacious hotel with friendly staff!"
Stacy 1-night trip
Posted 1 hour ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

8/10 Good
"I enjoyed my stay, lovely little town. The Inn is beginning to show some signs of wear. A broken tile (baseboard) by the tub. However, staff pleasant and helpful. Excellent restaurants."
Nan 1-night trip
Posted 1 hour ago
The Red Lion Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Great to have a whole suite not just a room. Even though a little outdated still very nice. Downsides were an absence of food vending machines for when you need a quick snack and don’t want to leave, and hot tub was under renovations which we weren’t made aware of until online check in. Overall very happy."
Meaghan 2-night trip
Posted 1 hour ago
Berkshire Mountain Lodge
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Short stay for business, but good value and a well-kept facility. No issues, Will stay there again."
Lawrence 1-night trip
Posted 3 hours ago
Quality Inn Lee - Lenox South
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Easy stopping point off the highway. Clean, quiet and comfortable room."
Laurie 1-night trip
Posted 7 hours ago
Comfort Inn & Suites East Greenbush - Albany
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Very clean and new hotel."
Glendys Maria 1-night trip
Posted 7 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

8/10 Good
"Everything at the Yankee Inn was very good with the exception of, wasn’t the most comfortable bed I’ve ever slept in, but everything else was very good"
Mark 1-night trip
Posted 23 hours ago
The Yankee Inn

More cheap stays in Canaan

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
1.610.377 ₫
1.798.791 ₫ total
15 Oct - 16 Oct
includes taxes & fees
5.4/10 (923 reviews)
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
2.012.583 ₫
2.248.055 ₫ total
10 Nov - 11 Nov
includes taxes & fees
Quality Inn Great Barrington
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA
2.567.268 ₫
2.867.638 ₫ total
10 Nov - 11 Nov
includes taxes & fees
9.2/10 Wonderful! (236 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
2.748.792 ₫
3.070.402 ₫ total
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
The Yankee Inn
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
2.843.444 ₫
3.156.223 ₫ total
10 Nov - 11 Nov
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Comfort Inn & Suites East Greenbush - Albany
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
6.278.137 ₫
8.266.422 ₫ total
3 Nov - 4 Nov
includes taxes & fees
8.6/10 Excellent! (91 reviews)
Pocketbook Hotel and Bath

Hotels in Canaan with star rating

Frequently asked questions

What's the seasonal weather in Canaan?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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