Top 10 Hotels in Weatogue, CT (from $74) 2026 - Competitive Prices

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Our top choices for Weatogue hotels

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

A cozy library with bookshelves, a fireplace, and comfortable seating.

A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

1. Berkshires Untold

Lenox

Madhavi R

$133 nightly

$149 total

Nov 3 - Nov 4

Total with taxes and fees

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A garden with wooden Adirondack chairs and a stone pathway.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A spacious lobby with a fireplace, seating area, and a bar.

2. Berkshire Mountain Lodge

Pittsfield

Joel

$114 nightly

$127 total

Nov 19 - Nov 20

Total with taxes and fees

A building with a porch and multiple windows, surrounded by purple flowers.

A café with a display case, a frozen food section, and a marketplace sign.

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

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

South Lee

Michael

$135 nightly

$150 total

Oct 26 - Oct 27

Total with taxes and fees

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A bar with wooden floors and shelves filled with bottles.

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.

4. The Red Lion Inn

Stockbridge

Mallory

$191 nightly

$214 total

Nov 17 - Nov 18

Total with taxes and fees

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 swimming pool with a surrounding deck, a stone wall, and a building in the background.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

5. The Yankee Inn

Lenox

Basil

$101 nightly

$112 total

Nov 1 - Nov 2

Total with taxes and fees

A covered porch with wicker furniture, a table with drinks, and potted plants.

A room with patterned wallpaper, a chandelier, a round table with stools, a fireplace, and a large plant.

A dining area with wicker chairs, a patterned floor, and wall-mounted decorative plates.

A large, two-story building with a symmetrical facade, surrounded by well-manicured gardens and hedges.

6. Mayflower Inn & Spa, Auberge Collection

Washington

Angela

$979 nightly

$1,126 total

Nov 10 - Nov 11

Total with taxes and fees

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A dining area with large windows, wooden furniture, and a view of a lake.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lodge with a large building and a dock by a lake, surrounded by forest.

7. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Gustavo

$112 nightly

$125 total

Nov 15 - Nov 16

Total with taxes and fees

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

A covered porch with white railings and rocking chairs.

A dining room with a wooden table, chairs, a vase with flowers, and red curtains.

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

8. Locust Tree Bed and Breakfast LLC

East Canaan

Daniel

$105 nightly

$121 total

Oct 21 - Oct 22

Total with taxes and fees

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

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

A tented area with lush greenery and a dining setup.

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

9. Interlaken Inn & Resort

Lakeville

mary

$284 nightly

$327 total

Nov 19 - Nov 20

Total with taxes and fees

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A snack bar with shelves of snacks and a refrigerated display.

A modern cafe with a counter, seating area, and large windows.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

Pittsfield

Ginger

$95 nightly

$106 total

Nov 17 - Nov 18

Total with taxes and fees

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

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

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

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.

11. Little Cat Lodge

Copake Falls

Stacy

$150 nightly

$168 total

Nov 19 - Nov 20

Total with taxes and fees

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.

12. Wilder House Berkshires

Sheffield

Liliana

$182 nightly

$203 total

Oct 27 - Oct 28

Total with taxes and fees

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

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

A room with a fireplace, two striped armchairs, and a floral drape.

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

13. Blackberry River Inn

Norfolk

Donna

$157 nightly

$180 total

Oct 21 - Oct 22

Total with taxes and fees

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 two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

14. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

$160 nightly

$179 total

Oct 27 - Oct 28

Total with taxes and fees

An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.

A spacious room with leather seating, large windows, and exposed brick walls.

A bar area with wooden beams, a bar counter, and stools.

A spacious bedroom with a large bed, a wooden headboard, a bedside table with a book and a glass, and a window with curtains.

15. Pocketbook Hotel and Bath

Hudson

Leandro

$292 nightly

$330 total

Nov 19 - Nov 20

Total with taxes and fees

A bedroom with a large bed, a chair, and a window with curtains.

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

A covered porch with a dining area, a sofa, and decorative wall art.

A framed painting of a white horse on a wooden dresser, a white fireplace with a black mantle, and two green vases with white flowers on the wall.

16. The White Hart

Salisbury

William

$300 nightly

$345 total

Nov 15 - Nov 16

Total with taxes and fees

A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

A wooden sign with "GEDNEY FARM" written on it, surrounded by lush greenery and purple flowers.

An outdoor patio with wooden tables and chairs, surrounded by greenery.

A rustic barn-style venue with round tables and chairs, string lights, and a central bar area.

17. Gedney Farm

Great Barrington

Terri

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

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.

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.

18. The Old Inn On The Green

Great Barrington

John

$319 nightly

$350 total

Nov 1 - Nov 2

Total with taxes and fees

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

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'.

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

19. Quality Inn Great Barrington

Downtown Great Barrington

Scott Patterson

$76 nightly

$85 total

Nov 10 - Nov 11

Total with taxes and fees

A building entrance with a large planter with purple flowers and a small tree.

A library with bookshelves, a television, and two armchairs.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

20. Hotel On North

Pittsfield

Devon

$142 nightly

$158 total

Nov 1 - Nov 2

Total with taxes and fees

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Top Weatogue Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The unit was clean and comfortable. Location was nice and quiet. Mini golf and hot tub were fun and appreciated. Unit was dated- cabinets were old. Kitchen was well- stocked. I would suggest having kitchen towels though. Blankets would have been nice ( as the weather was changing.)."

Monument Mountain Motel

10/10 Excellent

"Very clean!!! Bathroom was bright. Great value!"

the Alander

8/10 Good

"Older hotel and remodeled nicely. Quiet setting. Easy parking. Great restaurant on site. Excellent Sat/Sun morning breakfast. Loved the bedding - so luxurious."

Quality Inn Great Barrington

10/10 Excellent

"-"

Interlaken Inn & Resort

10/10 Excellent

"Over eight annual visits to this hotel, it has been a wonderful stay each time."

The Little Lion

10/10 Excellent

"Quaint location that is loosely tied to the Historic Red Lion Inn at Stockbridge. There is no on site staff so everything is done through texting. You do get access to the Red Lion Inn which was a wonderful "amenity" without the cost of staying there. The Little Lion is a roadside motel with about 14 or 15 units. Very clean and obviously quiet. Was a great home base for a couple of days while we tooled around the Berkshires. Would definitely book again!"

The Millerton Inn

10/10 Excellent

"Very charming Inn right in the heart of beautiful Millerton."

Troutbeck

10/10 Excellent

"Absolutely stunning escape. Just go"

Hitching Post Country Motel

8/10 Good

"Classic 50's/60's motor lodge format. Clean and comfortable. The free WiFi is good to have because cellular data coverage is very sparse."