𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 East Canaan (2026)

A calm lake with autumn foliage reflecting on the water, surrounded by a forested hillside.

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Go beyond your typical stay in East Canaan

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Our top choices for East Canaan hotels

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A bedroom with a wooden bed, two bedside tables, a window with curtains, and a radiator.

A covered porch with white railings and rocking chairs.

A two-story building with a flat roof, solar panels, and a small patio area.

1. Locust Tree Bed and Breakfast LLC

East Canaan

Daniel

S$155

includes taxes & fees

18 Oct - 19 Oct

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A grand hallway with a chandelier, a staircase, and a table with flowers.

A cozy living room with floral wallpaper, a sofa, a coffee table, and two lamps.

A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

2. Blackberry River Inn

Norfolk

Donna

S$280

includes taxes & fees

18 Oct - 19 Oct

A modern hotel lobby with seating areas, tables, and a reception desk.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A kitchenette with a microwave, coffee maker, and coffee cups.

A breakfast area with a counter, coffee machine, and a display of pastries.

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Maria Dulce

S$119

includes taxes & fees

12 Nov - 13 Nov

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

4. Quality Inn Great Barrington

Downtown Great Barrington

Joan

S$111

includes taxes & fees

10 Nov - 11 Nov

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

5. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Kelly

S$205

includes taxes & fees

2 Nov - 3 Nov

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

A motel with a parking lot and several cars parked.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

6. Monument Mountain Motel

Great Barrington

Andrea

S$86

includes taxes & fees

1 Nov - 2 Nov

A patio with a round metal table, a glass of white wine, and a red umbrella.

A dining table with a plate of food and two wine glasses, set in a room with leather furniture and a fireplace in the background.

A grand staircase with a wooden railing, leading to a room with large windows and a patterned ceiling.

A large, two-story house with a steeply pitched roof, stone foundation, and a well-maintained garden with various shrubs and a fountain.

7. Manor House Inn

Norfolk

Kevin

S$446

includes taxes & fees

20 Oct - 21 Oct

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

8. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Mark

S$113

includes taxes & fees

15 Oct - 16 Oct

A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.

A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.

A bedroom with a large bed, a dresser, a chair, and a mirror.

9. Wilder House Berkshires

Sheffield

Mark

S$268

includes taxes & fees

25 Oct - 26 Oct

A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

10. East Rock Inn

Great Barrington

ERIK

S$208

includes taxes & fees

1 Nov - 2 Nov

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

A wooden fire pit surrounded by six Adirondack chairs in a forested area.

11. Little Cat Lodge

Copake Falls

Stacy

S$218

includes taxes & fees

2 Nov - 3 Nov

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

A bar area with a green counter, two pendant lights, and shelves stocked with bottles.

A modern living room with a sofa, armchair, and coffee table. There is a bed with a headboard and pillows, a lamp, and a shelf with items.

12. the Alander

Copake

Joseph

S$244

includes taxes & fees

20 Oct - 21 Oct

A large house with a balcony and a grassy yard.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

A two-story building with a gabled roof and a chimney.

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

13. The Little Lion

Great Barrington

Lidia

S$148

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

14. Quality Inn Lee - Lenox South

Lee

Christine

S$132

includes taxes & fees

3 Nov - 4 Nov

A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

A Days Inn building with a blue awning, a lobby entrance, and a well-maintained lawn with various plants.

A bathroom with a bathtub, toilet, and granite countertop sink.

A Days Inn sign with a sunburst design, surrounded by trees.

15. Days Inn by Wyndham Torrington

Torrington

Alyson

S$136

includes taxes & fees

8 Nov - 9 Nov

A dining area with round tables set for two, a fireplace, and a mural on the wall.

A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

16. The Old Inn On The Green

Great Barrington

Catherine

S$448

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with a fire pit, seating, and umbrellas.

A long dining table set with multiple wine glasses, water glasses, and folded white napkins.

A two-story building with a balcony, outdoor seating area with umbrellas, and potted plants.

A bedroom with a bed, a sofa, a wooden bench, a window, and a door.

17. The Millerton Inn

Millerton

Chelsy

S$302

includes taxes & fees

14 Nov - 15 Nov

A wooden deck with a swing chair and a bench overlooking a lake.

A modern hotel room with a bed, sofa, leather chair, and a small table.

A tented area with lush greenery and a dining setup.

A modern bar area with a counter, bar stools, and a variety of bottles.

18. Interlaken Inn & Resort

Lakeville

Stacie

S$396

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed, a desk, and two wall-mounted lamps.

A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

A motel with a parking lot, a signboard, and a lawn with plants.

A small kitchenette with a coffee maker, toaster, and cabinets. There is a red and green patterned floor and a plant on the left.

19. Econo Lodge Lee - Great Barrington

Lee

Anna

S$94

includes taxes & fees

6 Nov - 7 Nov

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 brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

20. The Red Lion Inn

Stockbridge

Stephan

S$289

includes taxes & fees

3 Nov - 4 Nov

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Hotels recommended for families in East Canaan

Blackberry River Inn

Norfolk

S$280

includes taxes & fees

18 Oct - 19 Oct

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

S$119

includes taxes & fees

12 Nov - 13 Nov

Monument Mountain Motel

Great Barrington

S$86

includes taxes & fees

1 Nov - 2 Nov

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

S$113

includes taxes & fees

15 Oct - 16 Oct

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

S$205

includes taxes & fees

2 Nov - 3 Nov

The Little Lion

Great Barrington

S$148

includes taxes & fees

28 Oct - 29 Oct

Days Inn by Wyndham Torrington

Torrington

S$136

includes taxes & fees

8 Nov - 9 Nov

Wilder House Berkshires

Sheffield

S$268

includes taxes & fees

25 Oct - 26 Oct

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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.

See properties

Beckley Furnace Industrial Park

Explore the great outdoors at Beckley Furnace Industrial Park, a lovely green space in North Canaan.

See properties

Learn more about East Canaan

Trip time! Discover the wineries in East Canaan.

See all hotels in East Canaan

Top East Canaan Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Nice place to stay"

The Abner Hotel

10/10 Excellent

"Very personable, gracious staff. Pleasant and quiet ambience"

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."

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."

The Little Lion

10/10 Excellent

"Great cleanliness / Comfy beds / Ease of Check In. Pretty Surroundings/ Quiet"

Quality Inn Great Barrington

10/10 Excellent

"Beds were comfortable, room was clean, train was not often"

The Litchfield Inn

10/10 Excellent

"Quite simply excellent. This was an overnight stop on our Fall Foliage tour of New England this year. It is not often that I can't think of something that could be improved but nothing comes to mind about this place."