Pittsfield State Forest Holiday Rentals, Pittsfield: Private House Rentals

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Pittsfield State Forest

Pet friendly

Apartment

Pool

Condo

Hot tub

Family friendly

Cottage

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Pittsfield State Forest hotels

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

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

1. Vacation Village in the Berkshires

Williamstown

Sarah

2.466.114 ₫

3.038.991 ₫ total

includes taxes & fees

15 Sept - 16 Sept

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

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

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

A garden with wooden Adirondack chairs and a stone pathway.

2. Berkshire Mountain Lodge

Pittsfield

Robert

2.063.214 ₫

2.883.664 ₫ total

includes taxes & fees

1 Oct - 2 Oct

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

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.

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

3. The Yankee Inn

Lenox

Karen

3.006.720 ₫

3.358.507 ₫ total

includes taxes & fees

22 Sept - 23 Sept

A garden with a swing set, a blue chair, and a flower bed.

A swimming pool with lounge chairs and a fence.

A house with a porch, snow-covered ground, and a Christmas tree with lights.

A breakfast buffet setup with cereal, milk, juice, and pastries.

4. Maple Terrace Motel

Williamstown

Christine

3.240.000 ₫

3.619.210 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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 restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

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

5. Hotel On North

Pittsfield

Drew

3.479.760 ₫

3.886.891 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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

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

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

A lakeside dock with kayaks and a covered boat ramp.

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

Lee

Susan

3.238.963 ₫

3.617.922 ₫ total

includes taxes & fees

21 Sept - 22 Sept

An outdoor seating area with Adirondack chairs and potted plants.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

7. Cozy Corner Motel

Williamstown

Janis

2.286.144 ₫

2.687.126 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A modern hotel lobby with seating areas, tables, and a reception desk.

A breakfast area with a counter, coffee machine, and a display of pastries.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A coffee station with two coffee machines and a variety of coffee pods and cups.

8. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

BJORN

3.343.680 ₫

3.734.813 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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

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

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

9. Quality Inn Great Barrington

Great Barrington

Sisile

2.684.016 ₫

2.998.046 ₫ total

includes taxes & fees

15 Sept - 16 Sept

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

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.

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

10. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

2.848.090 ₫

3.181.317 ₫ total

includes taxes & fees

15 Sept - 16 Sept

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

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

11. Jiminy Peak Mountain Resort

Hancock

Jacqueline

3.709.152 ₫

4.143.122 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

A white two-story building with a porch, labeled as a motel.

A hay bale display with pumpkins and scarecrows.

12. Willows Motel Williamstown

Williamstown

Chris

2.684.016 ₫

2.997.907 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A large house with a covered patio area featuring outdoor seating and a fire pit.

A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.

A corner dining area with a wooden table set for four, surrounded by upholstered chairs.

13. The Whitlock

Lenox

Maeve

3.723.408 ₫

4.159.047 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A round dining table set for a formal event, with white tablecloth, silverware, and purple napkins.

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

A buffet area with a counter, food items, and a beverage station.

14. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

2.980.800 ₫

3.329.554 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A hotel with a covered entrance, stone facade, and arched windows.

A hotel room with a bed, a desk, a sofa, a round table, and a large window with curtains.

A spacious living room with a stone fireplace, large windows, and modern furniture.

A spacious living area with a high ceiling, a staircase with a wooden railing, a large blue patterned rug, and a white sofa.

15. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

Abram J

2.952.288 ₫

3.277.039 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

An outdoor seating area with tables and chairs covered in beige cloths, connected by a string of lights.

A wooden sign for The Gregory House, County Inn and Restaurant, with a rustic design and a natural backdrop.

16. Gregory House Country Inn

Averill Park

Brian

2.916.000 ₫

3.236.760 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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

A living room with a sofa, armchair, coffee table, and a patterned rug.

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

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

17. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Linda

3.032.640 ₫

3.894.195 ₫ total

includes taxes & fees

15 Sept - 16 Sept

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

An outdoor seating area with stone fire pit, chairs, and a red building in the background.

A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.

A spacious living area with a fireplace, wooden beams, and a large window.

18. The Williams Inn

Williamstown

John

5.034.960 ₫

5.624.051 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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.

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

19. Quality Inn Lee - Lenox South

Lee

Christine

2.776.032 ₫

3.100.828 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

5.045.328 ₫

5.635.631 ₫ total

includes taxes & fees

20 Sept - 21 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Pittsfield State Forest Hotel Reviews

The Yankee Inn

10/10 Excellent

"Loved the pond trail! What a nice shift after a long day on the road."

Berkshires Untold

8/10 Good

"Location was great! We loved the new addition in the front, where the reception area was, as well as restaurant and bar area, and library. Also liked the fire pits and outdoor seating. Rooms themselves were very basic and motel-like, and rather dark, but they did have nice bath products (shampoo, conditioner and body lotion). We didn’t realize there was also a room darkening shade on the front window, so the first night we just closed the curtain, which was see-thru! Staff was pleasant, and coffee was ready bright and early."

Quality Inn Great Barrington

10/10 Excellent

"The rooms looked to be newly renovated, very clean and the staff was friendly and helpful. Walkable to town and restaurants."

Comfort Inn & Suites East Greenbush - Albany

8/10 Good

"Hotel was nice for our brief stay. Average to nice accommodations. Breakfast was simple but ok for something quick."

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

10/10 Excellent

"All the staff I encountered were helpful and friendly. Room was modern and spacious. The free breakfast was very good. I loved the pool and the hot tub! I had an excellent 2-night stay!"

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Breakfast room has a wonderful view of the lake. Toaster is difficult to regulate without directions."

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Clean room, great location. Perfect base for a weekend in the Berkshires."

Quality Inn Lee - Lenox South

8/10 Good

"Therooms were loud on the lower level."

Howard Johnson by Wyndham Lenox

10/10 Excellent

"The staff was extremely friendly. Did see several areas in the room that were dusty. Stains on the wallpaper and some wallpaper chipping off."

More cheap stays in Pittsfield State Forest

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

1.609.632 ₫

1.797.959 ₫ total

14 Sept - 15 Sept

includes taxes & fees

5.4/10 (904 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

2.684.016 ₫

2.998.046 ₫ total

15 Sept - 16 Sept

includes taxes & fees

8.6/10 Excellent! (1,008 reviews)

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA

2.776.032 ₫

3.100.828 ₫ total

27 Sept - 28 Sept

includes taxes & fees

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

2.952.288 ₫

3.277.039 ₫ total

4 Oct - 5 Oct

includes taxes & fees

8.8/10 Excellent! (1,006 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

3.006.720 ₫

3.358.507 ₫ total

22 Sept - 23 Sept

includes taxes & fees

9.2/10 Wonderful! (1,004 reviews)

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

1055 South Street Pittsfield MA

3.369.600 ₫

3.763.843 ₫ total

13 Oct - 14 Oct

includes taxes & fees

9.2/10 Wonderful! (206 reviews)

Find hotels in Pittsfield State Forest, MA from 1.797.959 ₫

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. Vacation Village in the Berkshires

2. Berkshire Mountain Lodge

3. The Yankee Inn

4. Maple Terrace Motel

5. Hotel On North

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

7. Cozy Corner Motel

8. Holiday Inn Express Hotel & Suites Great Barrington by IHG

9. Quality Inn Great Barrington

10. Best Western Plus Berkshire Hills Inn & Suites

11. Jiminy Peak Mountain Resort

12. Willows Motel Williamstown

13. The Whitlock

14. Holiday Inn & Suites Pittsfield-Berkshires by IHG

15. Comfort Inn & Suites East Greenbush - Albany

16. Gregory House Country Inn

17. Holiday Inn Club Vacations Oak 'n Spruce Resort

18. The Williams Inn

19. Quality Inn Lee - Lenox South

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

Top Pittsfield State Forest Hotel Reviews

The Yankee Inn

Berkshires Untold

Quality Inn Great Barrington

Comfort Inn & Suites East Greenbush - Albany

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Quality Inn Lee - Lenox South

Howard Johnson by Wyndham Lenox

More cheap stays in Pittsfield State Forest

FairBridge Inn Express

Quality Inn Great Barrington

Quality Inn Lee - Lenox South

Comfort Inn & Suites East Greenbush - Albany

The Yankee Inn

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

Hotels in Pittsfield State Forest with star rating

Go further with the Expedia app