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Adventure Sport Hotels & Resorts in The Berkshires from NZ$202

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Check availability on The Berkshires Adventure Sport Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for The Berkshires adventure hotels

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.

1. Hotel On North

Hotel On North
Pittsfield
United States
Drew
NZ$264
includes taxes & fees
5 Oct - 6 Oct
Hotel On North
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.
A spacious living room with large windows, a fireplace, and a variety of seating options.

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Jacob
NZ$206
includes taxes & fees
27 Sept - 28 Sept
Vacation Village in the Berkshires
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A modern restaurant with wooden flooring, bar area, and seating arrangements.

3. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
NZ$291
includes taxes & fees
30 Sept - 1 Oct
Courtyard by Marriott Lenox Berkshires
A two-story building with a red roof and white trim, surrounded by dense forest.
A building with a red door, a red umbrella, and a picnic table.
A hotel room with two beds, a stone accent wall, a small desk, and a chair.
A bathroom with a toilet, sink, and a window.

4. The Little Lion

The Little Lion
Great Barrington
United States
Anne
NZ$202
includes taxes & fees
22 Oct - 23 Oct
The Little Lion
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
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.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

5. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Joe
NZ$206
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Berkshire Hills Inn & Suites
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.
An outdoor seating area with Adirondack chairs and a fire feature.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

6. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Kirsty
NZ$332
includes taxes & fees
18 Oct - 19 Oct
Element by Marriott Lenox Berkshires
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.
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.
A room with a foosball table, a ping pong table, a bar area with stools, a fireplace, and a bookshelf.

7. Hideaway Inn Lenox

Hideaway Inn Lenox
Lenox
United States
Barbara
NZ$270
includes taxes & fees
28 Sept - 29 Sept
Hideaway Inn Lenox
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.
A room with a wooden dresser, a table with a metal base, a yellow sofa, and a door with arched windows.
A two-story house with a front porch, a garage, and a driveway.
A compact kitchen with a refrigerator, stove, microwave, and sink.

8. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
NZ$288
includes taxes & fees
1 Oct - 2 Oct
Cozy 1-bedroom studio in serene Great Barrington with AC

9. Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
United States
Tricia
NZ$505
includes taxes & fees
27 Sept - 28 Sept
Downtown | Waterfront | Walk to Shops
A cozy attic bedroom with a sloped ceiling, wooden beams, a large window with a view of trees, a bed, a desk, and a kitchenette.
A cozy interior with a loft bed, a small kitchenette, and a welcoming 'Welcome' mat.
A triangular-shaped building with a balcony and a wooden picnic table in front.
A cabin in a forest with a dirt path leading to it, surrounded by trees.

10. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
United States
Sharon K.
NZ$633
includes taxes & fees
30 Sept - 1 Oct
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
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Top The Berkshires Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Everything, delicious free breakfast, hot showers, plenty of room, outdoor patio w Adirondack chairs, pleasant staff, very clean place. Fabulous price! I would not hesitate to return to this place."
Joyce 2-night trip
Posted 17 hours ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."
Karl 1-night trip
Posted 22 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Even in the off season it was beautiful."
Karen 1-night trip
Posted 3 days ago
Jiminy Peak Mountain Resort

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