Pittsfield State Forest Holiday Homes
United States of America
Holiday Homes
Expedia.com.au

Pittsfield State Forest Travel Guide Hotels in Pittsfield State Forest Holiday Rentals in Pittsfield State Forest Flights to Pittsfield State Forest Pittsfield State Forest Car Hire Pittsfield State Forest Holiday Packages

Holiday Homes in Pittsfield State Forest

Where to?

Dates

Travellers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

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

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pittsfield State Forest holiday homes

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

A living room with two grey sofas, a wooden coffee table, a painting on the wall, and a lamp.

A white house with a porch, surrounded by a grassy lawn and trees with autumn foliage.

A compact kitchen with a dining table and chairs, a microwave, and a refrigerator.

1. NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

8.6 out of 10, Excellent, (7 reviews)

8.6/10

Excellent

(7 reviews)

"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "

Joanna P.

The price is AU$301

AU$301

includes taxes & fees

18 Oct - 19 Oct

NEW RENO - Chalet-style farm loft near Tanglewood

A spacious living room with a dining area, a kitchen, and a large window.

A living room with a glass coffee table, a sofa, a TV, and a dining area with chairs and a table.

A bedroom with a bed, two bedside tables, a window, a skylight, and a door leading outside.

A kitchen with white cabinets, a wooden dining table, and a large window.

2. 1800s Carriage house in Berkshires / Hudson Valley

1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

7.0 out of 10, Good, (2 reviews)

7.0/10

Good

(2 reviews)

"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"

Leslie H.

The price is AU$330

AU$330

includes taxes & fees

9 Nov - 10 Nov

1800s Carriage house in Berkshires / Hudson Valley

A rustic outdoor seating area with stone walls and a blue house in the background.

A two-story house with a stone wall and a garden in front.

A bedroom with a bed, dresser, mirror, and a television.

A dining room with a wooden ceiling, a staircase, and a view of the kitchen.

3. Mayas Shangrila

Mayas Shangrila

2.0 star property

Richmond

The price is AU$1,670

AU$1,670

includes taxes & fees

29 Oct - 30 Oct

Mayas Shangrila

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

A dining area with a wooden table and chairs, a large wooden cabinet, and a kitchen in the background.

A spacious kitchen with a large island, built-in appliances, and a laundry area.

A wooden deck with a bench and umbrella, a door, and a window.

4. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Stephentown

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"A lovely house! Very convenient for a Tanglewood weekend."

Robert B.

The price is AU$794

AU$794

includes taxes & fees

18 Oct - 19 Oct

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

A small, single-story house with a porch, surrounded by a well-maintained lawn and trees.

A cozy living room with wooden walls, a floral sofa, a white table, and a patterned rug.

A living room with a floral sofa, a black leather chair, a small table, and a patterned rug.

5. Cozy Home in Pownal VT

Cozy Home in Pownal VT

Pownal

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."

Jeri R.

The price is AU$300

AU$300

includes taxes & fees

20 Oct - 21 Oct

Cozy Home in Pownal VT

A kitchen with wooden cabinets, a microwave, stove, and a bar area with wooden chairs.

A kitchen with a central island, a built-in sink, and a ceiling fan.

A two-story house with a front porch, a small garden with autumn leaves, and a clear blue sky.

6. Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO

Hancock

8.8 out of 10, Excellent, (12 reviews)

8.8/10

Excellent

(12 reviews)

"Host was proactive in communication and answer each and every question."

Amit

The price is AU$776

AU$776

includes taxes & fees

28 Oct - 29 Oct

Comfortable Berkshires retreat on mtn resort, SISO

A living room with a piano, a sofa, two armchairs, a coffee table, and a rug.

A stone patio with outdoor seating, surrounded by a garden with various plants and trees.

A house surrounded by dense forest with a variety of trees and shrubs.

A bedroom with a bed, a dresser, a television, and a mirror.

7. Mayas Shangrila - Historic 200-Year-Old Farmhouse on 4 Secluded Acres in the Berkshires

Mayas Shangrila - Historic 200-Year-Old Farmhouse on 4 Secluded Acres in the Berkshires

Richmond

The price is AU$1,816

AU$1,816

includes taxes & fees

19 Oct - 20 Oct

Mayas Shangrila - Historic 200-Year-Old Farmhouse on 4 Secluded Acres in the Berkshires

A white two-story house with a porch, surrounded by trees and a hill.

A neatly made bed with a white and light green color scheme, two bedside tables with lamps, and a window with sheer curtains.

A grassy outdoor area with a seating arrangement.

A cozy living room with a green sofa, a patterned armchair, a wooden coffee table, and a bookshelf.

8. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. "

Christine C.

The price is AU$653

AU$653

includes taxes & fees

18 Oct - 19 Oct

1789 Shaker Farmhouse in Berkshires/Hudson Valley

A camping setup with a metal chair and a table by a river in a forest.

A living room with two leather sofas, a coffee table, a patterned ottoman, and a lamp on a side table.

A forested path with a building in the background.

9. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Chatham

10.0 out of 10, Exceptional, (16 reviews)

10/10

Exceptional

(16 reviews)

"Super lovely house and host was helpful and communicative. Absolutely recommend if you are looking for a place in this area!"

Jess S.

The price is AU$486

AU$486

includes taxes & fees

19 Oct - 20 Oct

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

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 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.

A cozy living room with a grey sofa, a patterned throw blanket, and a wooden ceiling.

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

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"We loved it! Lots of local hiking trails and a wonderful relaxing place."

Sharon K.

The price is AU$525

AU$525

includes taxes & fees

26 Oct - 27 Oct

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

A modern living room with a grey sectional sofa, a brown leather ottoman, a woven rug, a dining table with chairs, and a view through large windows.

A bedroom with a bed, bedside lamp, and a window with curtains.

A dining area with a wooden table and chairs, a view of greenery and mountains through large windows, and a balcony with a railing.

A modern kitchen with built-in appliances, wooden cabinets, and a herringbone floor pattern.

11. Ellie’s Overlook, best view in the Berkshires!

Ellie’s Overlook, best view in the Berkshires!

Richmond

The price is AU$972

AU$972

includes taxes & fees

25 Oct - 26 Oct

Ellie’s Overlook, best view in the Berkshires!

A wooden deck with a table and chairs, surrounded by a white railing.

A modern kitchen with grey cabinets, a black refrigerator, a microwave, and a dishwasher.

A living room with a sofa, a coffee table, and a television. There are curtains on the windows, and a lamp is on a side table.

A residential area with houses, a driveway, and a body of water in the background.

12. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Pittsfield

8.4 out of 10, Very good, (10 reviews)

8.4/10

Very good

(10 reviews)

"Very comfortable and clean accommodations in a nice neighborhood, and a great deck to appreciate the view."

Stephen L.

The price is AU$698

AU$698

includes taxes & fees

19 Oct - 20 Oct

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

A wooden deck with outdoor furniture, including chairs and a table, surrounded by a lush garden and trees.

A sign for The Hancock Village Inn in Berkshire, Massachusetts, with a rustic outdoor setting including a wooden bench, pumpkins, and a corn decoration.

A wooden cabinet with multiple compartments, including glass doors and drawers, likely used for storage.

A large white house with black shutters, surrounded by snow-covered trees and a fence.

13. Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak

Hancock

10.0 out of 10, Exceptional, (22 reviews)

10/10

Exceptional

(22 reviews)

"Amazing Inn. Cozy and everything we needed. "

Price F.

The price is AU$1,545

AU$1,545

includes taxes & fees

20 Oct - 21 Oct

Hancock Village Inn Near Jiminy Peak

A wicker basket with a plant on a table, a green bottle, and a cushion on a chair.

A modern living room with a sofa, a round mirror, two floor lamps, a vase with green plants, and a small round table with a book.

A house with a front porch, a large window, and a potted plant with purple flowers.

A bedroom with a large bed, a window, and a chandelier.

14. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Williamstown

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "

Michelle B.

The price is AU$891

AU$891

includes taxes & fees

18 Oct - 19 Oct

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

A modern, semi-circular wooden cabin with large windows, surrounded by lush greenery and trees.

A wooden cabin with a curved roof, large windows, and a small patio area with seating.

A room with a large arched doorway, a ceiling fan, and a wall with a leafy pattern.

A modern kitchen with a central island, bar stools, and a window with a view of trees.

15. Treat yourself at the stunning June Farms Wellness Huts!

Treat yourself at the stunning June Farms Wellness Huts!

West Sand Lake

10.0 out of 10, Exceptional, (8 reviews)

10/10

Exceptional

(8 reviews)

"The wellness hut was an amazing getaway. Beautiful interior and design. Loved the little outdoor sauna. Loved the front porch/deck. Would definitely return for another stay."

SteveS

The price is AU$712

AU$712

includes taxes & fees

3 Nov - 4 Nov

Treat yourself at the stunning June Farms Wellness Huts!

A staircase with a wooden handrail and a white wall with a light switch.

A picnic table in a grassy yard with trees and a fence in the background.

A sunroom with a wooden table and chairs, large windows, and a patterned rug.

A hallway leading to a bedroom with a dresser and a mirror on the wall.

16. Leaf-Peeper Paradise in the Berkshires

Leaf-Peeper Paradise in the Berkshires

Great Barrington

9.6 out of 10, Exceptional, (29 reviews)

9.6/10

Exceptional

(29 reviews)

"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."

Kelly B.

The price is AU$405

AU$405

includes taxes & fees

26 Oct - 27 Oct

Leaf-Peeper Paradise in the Berkshires

A spacious living area with a wooden ceiling, a kitchen with a refrigerator, and a dining area with white chairs.

A house with a covered porch and a well-maintained garden.

A green house with a porch, surrounded by a garden with various plants and flowers.

A covered outdoor deck with a wooden table and a mug, overlooking a forested area.

17. Secluded Family Home in Serene Stockbridge Woods

Secluded Family Home in Serene Stockbridge Woods

Stockbridge

10.0 out of 10, Exceptional, (30 reviews)

10/10

Exceptional

(30 reviews)

"We had a wonderful time, we’d be happy to come back again "

Ofer C.

The price is AU$938

AU$938

includes taxes & fees

20 Oct - 21 Oct

Secluded Family Home in Serene Stockbridge Woods

A cozy living room with a sofa, a fireplace, and large windows.

A spacious living room with wooden beams, large windows, a chandelier, and a fireplace.

A bedroom with a large bed, a chair, a floor lamp, and a painting.

A wooden dining table with chairs, a pendant light, and a bed with a patterned bedspread in a room with wooden walls and windows.

18. Luxury Barn Near Hudson With New Private Sauna

Luxury Barn Near Hudson With New Private Sauna

East Chatham

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Peaceful weekend spot"

Michael T.

The price is AU$990

AU$990

includes taxes & fees

21 Oct - 22 Oct

Luxury Barn Near Hudson With New Private Sauna

A modern building with a wooden deck and a door.

A spacious living room with a large coffee table, two sofas, and a dining area in the background.

A living room with a brown sofa, a wooden dining table, and a kitchen area in the background.

A dining area with a wooden table, black wicker chairs, and a white vase. There is a painting on the wall and a ceiling light fixture.

19. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

Old Chatham

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"

Terri E.

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

A modern bathroom with two sinks, a vanity, and a mirror.

A modern kitchen with a central island, wooden beams, and a view to the outdoors.

A cabin with a wooden deck and a stone pathway leading to the entrance.

A modern interior with a wooden staircase, a dining area with stools, a sofa, and a kitchen in the background.

20. Home in Great Barrington

Home in Great Barrington

Great Barrington

9.8 out of 10, Exceptional, (39 reviews)

9.8/10

Exceptional

(39 reviews)

"Wonderful property and host very responsive."

Janet G.

The price is AU$503

AU$503

includes taxes & fees

26 Oct - 27 Oct

Home in Great Barrington

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Find holiday rentals that suit your style

Apartments

search for apartments

Aparthotels

search for apart-hotels

Cabins

search for cabins

Private holiday homes

search for private holiday homes

Condos

Cottages

Villas

Chalets

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

Top Pittsfield State Forest Hotel Reviews

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

10/10 Excellent

"Very clean facility comfortable room and very helpful staff"

Peter 1-night trip

Posted 2 hours ago

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

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great experience and Great onsite restaurant."

mary ellen 1-night trip

Posted 4 hours ago

Hotel Downstreet, an Ascend Collection Hotel

Hotel On North

10/10 Excellent

"This was an excellent hotel. Super convenient right in the middle of town, clean, huge rooms, historic, and comfortable, I would love to stay here again I would recommend it to anyone!"

Devon 1-night trip

Posted 5 hours ago

Hotel On North

Berkshire Mountain Lodge

10/10 Excellent

"We had a suite, more like a condo with full kitchen, huge bath and great living room. The place was spotless, large, quiet and felt very comfortable. We travel often and this was an excellent property."

John 4-night trip

Posted 5 hours ago

Berkshire Mountain Lodge

The Yankee Inn

10/10 Excellent

"Well run and worth it!Hot tub closed for maintenance."

Vincent 1-night trip

Posted 5 hours ago

The Yankee Inn

The Red Lion Inn

10/10 Excellent

"This place is a must stay! We loved every bit of it and had a best time!!! Def recommend 100%"

Hope 1-night trip

Posted 19 hours ago

The Red Lion Inn

Berkshires Untold

10/10 Excellent

"Great room and great bar. It takes time but is worth it"

Benjamin 1-night trip

Posted 1 day ago

Berkshires Untold

The Whitlock

10/10 Excellent

"This property was the perfect location to enjoy downtown Lennox and very close to our friends’ son’s wedding at Tanglewood. I’d stay again!"

Michelle 1-night trip

Posted 1 day ago

The Whitlock

FairBridge Inn Express

10/10 Excellent

"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"

Richard 1-night trip

Posted 2 days ago

FairBridge Inn Express

Find out more about Pittsfield State Forest

Pittsfield State Forest Holiday Homes information

Number of reviews	204
Accommodation	357 Holiday Homes
Lowest Price	AU$300
Highest Price	AU$1,545

Explore a world of travel with Expedia

Lodging
Flights
Packages
Cars

Cabin Rentals in Adams
Adams Hotels
The Inn At Crumpin Fox
Colrain Hotels
Drury Hotels
Luxury Hotels in Goshen
B&B in Greenfield
Hadley Hotels
Heath Hotels
Charming historic cottage on scenic road to Mt. Greylock
Lee Hotels
33 Main
The Whitlock
B&B in Longmeadow
Ludlow Hotels
Cabin Rentals in Mohawk Trail State Forest
Sweet Suite in Montague near Colleges and Downtown Turners Falls Great Falls.
Sleek Butternut Ski Chalet Lakefront with Hot Tub & Sauna Near Great Barrington
B&B in Petersham
Petersham Hotels
Fairbridge Inn Express
Pittsfield Hotels
B&B in Royalston
Royalston Hotels
Sheffield Hotels
B&B in Springfield
Candlewood Suites West Springfield by IHG
The Ellery
Springfield Hotels
The Red Lion Inn
Hotels near Tanglewood Music Center
Serviced Apartments in The Berkshires
Ware Hotels
Cabin Rentals in Western Massachusetts
Cabin Rentals in Williamstown
Lgbt Welcoming Hotels in Williamstown

Flights to Amherst
Flights to Becket
Flights to Springfield
Flights to Williamstown
Flights from Cleveland (CLE) to Pittsfield (PSF)

Visit Great Barrington
Hadley Farm Museum
National Shrine of the Divine Mercy
Rowe Holidays

Car hire Cheshire
Car hire Lenox
Thrifty Car Rental Rental Cars in Florence

Holiday Homes in Pittsfield State Forest

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsfield State Forest holiday homes

1. NEW RENO - Chalet-style farm loft near Tanglewood

2. 1800s Carriage house in Berkshires / Hudson Valley

3. Mayas Shangrila

4. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

5. Cozy Home in Pownal VT

6. Comfortable Berkshires retreat on mtn resort, SISO

7. Mayas Shangrila - Historic 200-Year-Old Farmhouse on 4 Secluded Acres in the Berkshires

8. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

9. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

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

11. Ellie’s Overlook, best view in the Berkshires!

12. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

13. Hancock Village Inn Near Jiminy Peak

14. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

15. Treat yourself at the stunning June Farms Wellness Huts!

16. Leaf-Peeper Paradise in the Berkshires

17. Secluded Family Home in Serene Stockbridge Woods

18. Luxury Barn Near Hudson With New Private Sauna

19. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

20. Home in Great Barrington

Find holiday rentals that suit your style

Top Pittsfield State Forest Hotel Reviews

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

Find out more about Pittsfield State Forest

Pittsfield State Forest Holiday Homes information

Explore a world of travel with Expedia