Pittsfield State Forest Holiday Rentals, Pittsfield: Private House Rentals

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Our top choices for Pittsfield State Forest hotels

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

1. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

฿3,532

฿3,945 total

includes taxes & fees

22 Oct - 23 Oct

A conference room with a whiteboard, tables, and chairs.

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.

2. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

฿3,806

฿4,252 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

3. Hotel On North

Pittsfield

Drew

฿4,482

฿5,007 total

includes taxes & fees

5 Oct - 6 Oct

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

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.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

4. The Yankee Inn

Lenox

William

฿3,606

฿4,028 total

includes taxes & fees

27 Oct - 28 Oct

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

A spacious living room with large windows, a fireplace, and a variety of seating options.

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.

5. Vacation Village in the Berkshires

Williamstown

Jacob

฿3,177

฿3,914 total

includes taxes & fees

28 Sept - 29 Sept

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 multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

6. Howard Johnson by Wyndham Lenox

Lenox

COLLEEN

฿2,638

฿2,946 total

includes taxes & fees

28 Sept - 29 Sept

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A spacious living room with a large sofa, a coffee table, and a fireplace.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

A hotel patio with outdoor seating and a fire pit.

7. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

฿4,884

฿5,455 total

includes taxes & fees

4 Oct - 5 Oct

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

8. Hampton Inn & Suites Berkshires-Lenox

Lenox

Larry

฿4,139

฿4,624 total

includes taxes & fees

20 Oct - 21 Oct

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

A covered outdoor area with stone pillars and a view of a road and green hills.

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.

9. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

฿4,721

฿5,274 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

A residential street with a paved road, a lamp post, and flowering trees.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

10. Berkshire Inn

Pittsfield

Kristina

฿2,871

฿3,207 total

includes taxes & fees

28 Sept - 29 Sept

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.

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

11. Berkshires Untold

Lenox

Drue

฿4,672

฿5,219 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

Pittsfield

Susan

฿3,806

฿4,252 total

includes taxes & fees

20 Oct - 21 Oct

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.

13. The Central Downtown Inn & Suites

Pittsfield

Rena

฿3,305

฿3,692 total

includes taxes & fees

28 Sept - 29 Sept

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

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

A dining area with a glass table, red walls, and framed artwork.

14. The Cornell Inn, Lenox & The Berkshires

Lenox

Rosann

฿5,123

฿5,877 total

includes taxes & fees

27 Oct - 28 Oct

A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

A hotel room with a desk, computer, TV, and a chair.

15. FairBridge Inn Express

Pittsfield

William

฿2,073

฿2,316 total

includes taxes & fees

28 Sept - 29 Sept

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 hotel lobby with a snow-covered entrance and a sign reading "Lobby".

16. Berkshire Mountain Lodge

Pittsfield

Jay

฿2,658

฿3,714 total

includes taxes & fees

1 Oct - 2 Oct

A resort with multiple buildings, a parking area, and a mountainous backdrop.

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.

17. Jiminy Peak Mountain Resort

Hancock

Karen

฿4,975

฿5,557 total

includes taxes & fees

18 Oct - 19 Oct

A patio area with outdoor furniture, a fire pit, and potted plants.

A cozy living room with a stone fireplace, comfortable seating, and a television.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".

18. The Springs Motel

New Ashford

Elizabeth

฿3,718

฿4,079 total

includes taxes & fees

28 Sept - 29 Sept

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

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

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

19. Quality Inn Lee - Lenox South

Lee

Christine

฿3,661

฿4,089 total

includes taxes & fees

19 Oct - 20 Oct

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

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

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

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

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

Great Barrington

Bruce

฿6,499

฿7,259 total

includes taxes & fees

4 Oct - 5 Oct

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Top Pittsfield State Forest Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"No issues"

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"Great staff"

The Yankee Inn

10/10 Excellent

"There was a nice set up for the complimentary breakfast."

The Red Lion Inn

10/10 Excellent

"Another unforgettable experience at the Red Lion. My family has been coming up for 50 years, we’re happy to continue the tradition. Wether Fall, Spring, Summer or Winter, the 4 seasons at the Red Lion are always a favorite!"

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"I stayed in a townhouse, an upgrade from the room I booked. It was quiet and private, which I enjoyed, and more room than I needed. If my family's schedule had been different, I could have invited them over for a cookout (they live nearby). The townhouse was rather dated and I am afraid a bit dreary, with a lot of browns and beiges. But well-outfitted and convenient."

The Whitlock

10/10 Excellent

"The hotel staff were very friendly and helpful. There is ample parking and the location in town is great for walking to shops and restaurants. This is a very nice property."

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."

Jiminy Peak Mountain Resort

10/10 Excellent

"Even in the off season it was beautiful."

Howard Johnson by Wyndham Lenox

10/10 Excellent

"Good"

More cheap stays in Pittsfield State Forest

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

฿2,073

฿2,316 total

28 Sept - 29 Sept

includes taxes & fees

5.4/10 (911 reviews)

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

฿2,638

฿2,946 total

28 Sept - 29 Sept

includes taxes & fees

7.6/10 Good! (917 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

฿3,377

฿3,772 total

18 Oct - 19 Oct

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

฿3,606

฿4,028 total

27 Oct - 28 Oct

includes taxes & fees

9.2/10 Wonderful! (1,014 reviews)

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

฿3,803

฿4,221 total

18 Oct - 19 Oct

includes taxes & fees

8.8/10 Excellent! (1,006 reviews)

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

1055 South Street Pittsfield MA

฿3,806

฿4,252 total

20 Oct - 21 Oct

includes taxes & fees

Find hotels in Pittsfield State Forest, MA from ฿2,316

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pittsfield State Forest

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pittsfield State Forest hotels

1. Best Western Plus Berkshire Hills Inn & Suites

2. Holiday Inn & Suites Pittsfield-Berkshires by IHG

3. Hotel On North

4. The Yankee Inn

5. Vacation Village in the Berkshires

6. Howard Johnson by Wyndham Lenox

7. Hilton Garden Inn Lenox Pittsfield

8. Hampton Inn & Suites Berkshires-Lenox

9. Courtyard by Marriott Lenox Berkshires

10. Berkshire Inn

11. Berkshires Untold

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

13. The Central Downtown Inn & Suites

14. The Cornell Inn, Lenox & The Berkshires

15. FairBridge Inn Express

16. Berkshire Mountain Lodge

17. Jiminy Peak Mountain Resort

18. The Springs Motel

19. Quality Inn Lee - Lenox South

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

Top Pittsfield State Forest Hotel Reviews

Vacation Village in the Berkshires

Comfort Inn & Suites East Greenbush - Albany

The Yankee Inn

The Red Lion Inn

Holiday Inn Club Vacations Oak 'n Spruce Resort

The Whitlock

Hotel Downstreet, an Ascend Collection Hotel

Jiminy Peak Mountain Resort

Howard Johnson by Wyndham Lenox

More cheap stays in Pittsfield State Forest

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

Quality Inn Great Barrington

The Yankee Inn

Comfort Inn & Suites East Greenbush - Albany

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

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