Pittsfield State Forest Holiday Rentals, Pittsfield: Private House Rentals

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Go beyond your typical stay in Pittsfield State Forest

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

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

1. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

฿3,532

฿3,945 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

2. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

฿3,706

฿4,140 total

includes taxes & fees

29 Oct - 30 Oct

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

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.

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

3. Hotel On North

Pittsfield

Drew

฿4,482

฿5,007 total

includes taxes & fees

5 Oct - 6 Oct

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.

4. Vacation Village in the Berkshires

Williamstown

Jacob

฿3,177

฿3,914 total

includes taxes & fees

30 Sept - 1 Oct

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 cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

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

5. The Yankee Inn

Lenox

William

฿3,606

฿4,028 total

includes taxes & fees

27 Oct - 28 Oct

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures 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 featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

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

29 Sept - 30 Sept

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

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

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 grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

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

8. Hampton Inn & Suites Berkshires-Lenox

Lenox

Larry

฿4,051

฿4,524 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.

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.

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

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

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

A motel with a parking lot, a swimming pool, and outdoor seating.

10. Berkshire Inn

Pittsfield

Kristina

฿2,871

฿3,207 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

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

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

Pittsfield

Susan

฿3,439

฿3,841 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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

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.

12. Berkshires Untold

Lenox

Drue

฿4,948

฿5,527 total

includes taxes & fees

29 Sept - 30 Sept

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

A compact living space with a kitchenette, a dining area, and a sofa.

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

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

30 Sept - 1 Oct

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".

14. 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 restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

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

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

15. Jiminy Peak Mountain Resort

Hancock

Karen

฿4,975

฿5,557 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A dining area with wooden tables and chairs, a television, and a door with a sign.

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

16. FairBridge Inn Express

Pittsfield

William

฿2,073

฿2,316 total

includes taxes & fees

29 Sept - 30 Sept

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.

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

17. Quality Inn Lee - Lenox South

Lee

Wendy

฿3,661

฿4,089 total

includes taxes & fees

19 Oct - 20 Oct

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

A hotel room with a large bed, a desk, a chair, and a view of the outdoors.

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

฿3,794

฿4,162 total

includes taxes & fees

30 Sept - 1 Oct

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

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

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.

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

Great Barrington

Bruce

฿6,499

฿7,259 total

includes taxes & fees

4 Oct - 5 Oct

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

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 covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

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.

20. Shaker Mill Inn

West Stockbridge

Mervin

฿5,976

฿6,556 total

includes taxes & fees

1 Oct - 2 Oct

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Top Pittsfield State Forest Hotel Reviews

Berkshire Mountain Lodge

8/10 Good

"The problem with the suites is that the cooking smell of the adjoining kitchen can really permeate throughout the entire space. So whoever cooked like a tomato sauce or something before I was there, I could really smell it in the bedroom. The bed was very comfortable though. The room was clean. The bathroom could use some updating. The staff were very nice."

Berkshires Untold

10/10 Excellent

"Amazing!"

Vacation Village in the Berkshires

8/10 Good

"The temperature in the bedroom was very cold"

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"The room was very nice. Updated and clean Miniature golf fun . A lot of things to do. The staff pleasant and helpful. Would stay again"

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!"

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."

More cheap stays in Pittsfield State Forest

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

฿2,073

฿2,316 total

29 Sept - 30 Sept

includes taxes & fees

5.4/10 (911 reviews)

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

฿2,638

฿2,946 total

29 Sept - 30 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

19 Oct - 20 Oct

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

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

1055 South Street Pittsfield MA

฿3,439

฿3,841 total

29 Oct - 30 Oct

includes taxes & fees

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! (1,007 reviews)

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. Vacation Village in the Berkshires

5. The Yankee Inn

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

12. Berkshires Untold

13. The Central Downtown Inn & Suites

14. Berkshire Mountain Lodge

15. Jiminy Peak Mountain Resort

16. FairBridge Inn Express

17. Quality Inn Lee - Lenox South

18. The Springs Motel

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

20. Shaker Mill Inn

Top Pittsfield State Forest Hotel Reviews

Berkshire Mountain Lodge

Berkshires Untold

Vacation Village in the Berkshires

Holiday Inn Club Vacations Oak 'n Spruce Resort

Comfort Inn & Suites East Greenbush - Albany

The Yankee Inn

The Red Lion Inn

The Whitlock

Hotel Downstreet, an Ascend Collection Hotel

More cheap stays in Pittsfield State Forest

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

Quality Inn Great Barrington

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

The Yankee Inn

Comfort Inn & Suites East Greenbush - Albany

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