A stone staircase leading up to a blue arched entrance, surrounded by lush greenery and birch trees.

Pet-Friendly Hotels in Stockbridge

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Pet-Friendly Hotels in Stockbridge

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

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.

A covered porch with wicker furniture and hanging flower baskets.

1. The Red Lion Inn

Stockbridge

$161

$230 total

includes taxes & fees

Nov 4 - Nov 5

A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

A stone fountain surrounded by trees in a park setting.

2. The Inn at Stockbridge

Stockbridge

$365

$428 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A lakeside dock with kayaks and a covered boat ramp.

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

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

Lee

$112

$125 total

includes taxes & fees

Nov 15 - Nov 16

A large house with a balcony and a grassy yard.

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.

A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

4. The Little Lion

Great Barrington

$115

$128 total

includes taxes & fees

Oct 22 - Oct 23

A red building with a sign reading "Shaker Mill Inn."

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.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

5. Shaker Mill Inn

West Stockbridge

$124

$136 total

includes taxes & fees

Nov 3 - Nov 4

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

A living room with a patterned carpet, two sofas, a dining table, and chairs.

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

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

6. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

$79

$88 total

includes taxes & fees

Oct 22 - Oct 23

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

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

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

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

Pittsfield

$95

$106 total

includes taxes & fees

Nov 19 - Nov 20

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

A hotel room with a bed, two bedside tables, a desk, two chairs, and a large window with a view of greenery.

A motel with a flagpole, a blue awning, and a parking lot.

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

8. Econo Lodge Lee - Great Barrington

Lee

$65

$73 total

includes taxes & fees

Nov 13 - Nov 14

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

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.

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.

9. Berkshires Untold

Lenox

$133

$149 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

An outdoor seating area with Adirondack chairs and a fire feature.

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

10. Element by Marriott Lenox Berkshires

Lenox

$135

$151 total

includes taxes & fees

Nov 8 - Nov 9

A dining table with pastries, a coffee pot, and a vase of sunflowers.

A bedroom with a wooden bed, bedside tables, a desk, and a chair.

A small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.

11. Granville House

Housatonic

$254

$284 total

includes taxes & fees

Oct 25 - Oct 26

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

A cozy room with a round table, a sofa, a leopard-print armchair, and a large window with a view.

A sign for 'Hide Away Inn' with 'Hotel Entrance' below it, set against a snowy landscape with bare trees.

A bedroom with a bed, a fireplace, a staircase, and a TV mounted on the wall.

12. Hideaway Inn Lenox

Lenox

$120

$134 total

includes taxes & fees

Nov 17 - Nov 18

A hotel patio with outdoor seating and a fire pit.

A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.

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.

13. Hilton Garden Inn Lenox Pittsfield

Pittsfield

$128

$143 total

includes taxes & fees

Nov 1 - Nov 2

A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

A red door with a wreath, number 5, and flower baskets on either side.

A white bench with bright pink cushions, a small potted plant, and decorative wall art including a sun and a crescent moon.

A dining table set with placemats, candles, and a centerpiece of flowers.

14. The Red Door B&B

Lee

$195

$302 total

includes taxes & fees

Oct 26 - Oct 27

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 Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

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.

15. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$98

$109 total

includes taxes & fees

Nov 15 - Nov 16

A garden with a white gazebo, a brick pathway, and various plants and flowers.

A breakfast buffet with various dishes and beverages.

A courtyard with stone steps, potted plants, and a small wooden structure.

A spacious living room with a grand piano, a red armchair, and a chandelier.

16. Whistler's Inn Bed & Breakfast

Lenox

$149

$166 total

includes taxes & fees

Oct 22 - Oct 23

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

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

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.

17. Hotel On North

Pittsfield

$134

$150 total

includes taxes & fees

Nov 1 - Nov 2

18. Berkshire Travel Lodge

Austerlitz

$75

$84 total

includes taxes & fees

Oct 22 - Oct 23

A large, two-story house with a well-maintained lawn and a fence.

A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

19. Devonfield Inn B&B

Lee

$369

$412 total

includes taxes & fees

Nov 2 - Nov 3

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

A modern apartment with a living room, kitchenette, and dining area.

A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

20. The Central Downtown Inn & Suites

Pittsfield

$99

$111 total

includes taxes & fees

Oct 22 - Oct 23

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Top landmarks in Stockbridge

Norman Rockwell Museum

9.4/10 (347 reviews)

Norman Rockwell Museum is 0.8 mi (1.2 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Berkshire Botanical Garden, Naumkeag Museum, and National Shrine of the Divine Mercy.

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National Shrine of the Divine Mercy

9.0/10 (83 reviews)

If seeing the sights is on your list of things to do, head to National Shrine of the Divine Mercy— just one of the landmarks located 0.5 mi (0.8 km) from central Stockbridge.

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Naumkeag Museum

9.4/10 (10 reviews)

If museums are on your list of things to see, then you might want to head to Naumkeag Museum, located in the heart of Stockbridge.If you want to see more of the museums in Stockbridge, you can easily walk to Mission House.

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Berkshire Botanical Garden

9.4/10 (14 reviews)

Ready for an education in local botany? Berkshire Botanical Garden should make your list of places to visit, located 1.2 mi (2 km) from central Stockbridge. Want to stretch your legs some more? Head to Naumkeag Museum and The Mount, both nearby.

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Schantz Galleries

7.2/10 (5 reviews)

Art fans might want to browse the collections at Schantz Galleries in Stockbridge. If you want to see more of the art galleries in Stockbridge, Norman Rockwell Museum and Art et Industrie aren't far.

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Stockbridge Bowl

Check out the water views and take some great vacation pics at Stockbridge Bowl in Stockbridge.

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Frelinghuysen Morris House and Studio

8.2/10 (10 reviews)

Frelinghuysen Morris House and Studio is 4.4 mi (7 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Tanglewood Music Center, Shakespeare and Company, and Lenox Library.

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Berkshire Theatre Festival

8.8/10 (3 reviews)

Berkshire Theatre Festival is 0.9 mi (1.5 km) from central Stockbridge, why not stop by during your stay. If you enjoy the show and want to see another, Shakespeare and Company and Tanglewood Music Center are both not far.

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About the destination

Spend time appreciating the historic sites, and checking out the bars in Stockbridge. Nature lovers can visit Naumkeag Museum and Berkshire Botanical Garden. And while you're here, be sure to stop by National Shrine of the Divine Mercy and Norman Rockwell Museum.