Hotels in Pittsfield

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Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Where to stay in Pittsfield?

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.

1. Hotel On North

Hotel On North
Pittsfield
$127
$141 total
includes taxes & fees
Nov 1 - Nov 2
Hotel On North
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
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

Berkshire Mountain Lodge
Pittsfield
$91
$124 total
includes taxes & fees
Nov 2 - Nov 3
Berkshire Mountain Lodge
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 large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
A hotel patio with outdoor seating and a fire pit.

3. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
$128
$143 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
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 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.

4. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
$93
$104 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

5. Berkshire Inn

Berkshire Inn
Pittsfield
$86
$96 total
includes taxes & fees
Oct 5 - Oct 6
Berkshire Inn
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
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.
A compact living space with a kitchenette, a dining area, and a sofa.

6. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
$99
$111 total
includes taxes & fees
Oct 5 - Oct 6
The Central Downtown Inn & Suites
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 desk, computer, TV, and a chair.
A dining area with wooden tables and chairs, a television, and a door with a sign.

7. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
$62
$69 total
includes taxes & fees
Oct 4 - Oct 5
FairBridge Inn Express
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.

8. The Yankee Inn

The Yankee Inn
Lenox
$106
$118 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
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 hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

9. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
$79
$88 total
includes taxes & fees
Oct 4 - Oct 5
Howard Johnson by Wyndham Lenox
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.
Pool
Exterior

10. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
$116
$129 total
includes taxes & fees
Nov 3 - Nov 4
Hampton Inn & Suites Berkshires-Lenox
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A modern restaurant with wooden flooring, bar area, and seating arrangements.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

11. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
$126
$140 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.
A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

12. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
$110
$122 total
includes taxes & fees
Oct 25 - Oct 26
Quality Inn Lee - Lenox South
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
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.

13. Berkshires Untold

Berkshires Untold
Lenox
$135
$151 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
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.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

14. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
$151
$169 total
includes taxes & fees
Nov 1 - Nov 2
Element by Marriott Lenox Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lodge with a large building and a dock by a lake, surrounded by forest.
A dining area with large windows, wooden furniture, and a view of a lake.
A lakeside dock with kayaks and a covered boat ramp.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
$116
$129 total
includes taxes & fees
Nov 1 - Nov 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
Indoor pool
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.

16. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
$100
$123 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A dining area with a glass table, red walls, and framed artwork.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.

17. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
$156
$179 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
A large house with a covered patio area featuring outdoor seating and a fire pit.
A corner dining area with a wooden table set for four, surrounded by upholstered chairs.
A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.
A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

18. The Whitlock

The Whitlock
Lenox
$131
$146 total
includes taxes & fees
Nov 2 - Nov 3
The Whitlock
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.
A cozy room with a round table, a sofa, a leopard-print armchair, and a large window with a view.
A sign for 'Hide Away Inn' with 'Hotel Entrance' below it, set against a snowy landscape with bare trees.
A room with a foosball table, a ping pong table, a bar area with stools, a fireplace, and a bookshelf.

19. Hideaway Inn Lenox

Hideaway Inn Lenox
Lenox
$145
$162 total
includes taxes & fees
Nov 2 - Nov 3
Hideaway Inn Lenox
A hotel room with a bed, a desk, and two wall-mounted lamps.
A small kitchenette with a coffee maker, toaster, and cabinets. There is a red and green patterned floor and a plant on the left.
A coffee station with a Nescafé dispenser, a coffee machine, and a toaster.
A hotel room with a bed, two bedside tables, a desk, two chairs, and a large window with a view of greenery.

20. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
$65
$73 total
includes taxes & fees
Oct 25 - Oct 26
Econo Lodge Lee - Great Barrington
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Check out pet-friendly hotels in Pittsfield

An indoor swimming pool with clear water, tiled floors, and a blue wall.
A snack bar with shelves of snacks and a refrigerated display.
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.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
$99
$111 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
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.
A compact living space with a kitchenette, a dining area, and a sofa.

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
$99
$111 total
includes taxes & fees
Oct 5 - Oct 6
The Central Downtown Inn & Suites
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 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.

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
$93
$104 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
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.

Hotel On North

Hotel On North
Pittsfield
$127
$141 total
includes taxes & fees
Nov 1 - Nov 2
Hotel On North
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 large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
A hotel patio with outdoor seating and a fire pit.

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
$128
$143 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
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.
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Our prices for hotels in Pittsfield are cheapest in January
Price trends for hotels in Pittsfield
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Pittsfield
October
High 14°C / low 6°C. Sunny most days.
View properties in October
14°
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7°
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-9°
0°
-9°
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12°
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19°
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27°
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Monthly weather averages (˚C)

Top landmarks in Pittsfield

A snow-covered town with buildings, a ski lift, and a mountain in the background.
Photo by Robin/Loving Life

Bousquet Ski Area

8.2/10 (48 reviews)
Why not give yourself a treat with a trip to Bousquet Ski Area, one of the family attractions located 2.6 mi (4.3 km) from central Pittsfield. If you master the slopes, Jiminy Peak Mountain Resort is just a short drive away.
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A historic stone building with a yellow roof, surrounded by a white fence and lush green grass.

Hancock Shaker Village

9.2/10 (101 reviews)
If seeing the sights is on your list of things to do, head to Hancock Shaker Village— just one of the landmarks located 4.7 mi (7.6 km) from central Pittsfield. You could also start your cultural experience by heading over to the museums in the area.
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A town with historic buildings, a prominent yellow church, and a mountainous backdrop.
Photo by Ed Gaffny

Berkshire Museum

8.4/10 (26 reviews)
The center of Pittsfield is home to cultural attractions like Berkshire Museum, so you might want to stop by during your stay. If you want to experience more of the culture Pittsfield has to offer, head to Bousquet Ski Area, Lenox Mountain, and Hancock Shaker Village.
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Colonial Theater

8.0/10 (19 reviews)
If you’re after a show while in the center of Pittsfield, you might want to get tickets at Colonial Theater. If you enjoy the show and want to see another, Barrington Stage Company isn't far.
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Guido's Marketplace

9.6/10 (31 reviews)
If you like strolling among the stalls, you might want to head out to Guido's Marketplace when visiting Pittsfield.
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Herman Melville's Arrowhead

8.2/10 (18 reviews)
If seeing the sights is on your list of things to do, head to Herman Melville's Arrowhead— just one of the landmarks located 2.3 mi (3.7 km) from central Pittsfield.
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Onota Lake

Onota Lake is 2.1 mi (3.4 km) from central Pittsfield, why not stop by during your stay.
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Barrington Stage Company

8.0/10 (16 reviews)
Barrington Stage Company is 0.4 mi (0.6 km) from central Pittsfield, why not stop by during your stay. If you enjoy the show and want to see another, Colonial Theater isn't far.
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Learn more about Pittsfield

Tucked into the heart of the Berkshires, this cultural powerhouse punches well above its weight. The Berkshire Museum offers an eclectic mix of art, history, and aquarium exhibits that somehow work perfectly together. At the gloriously restored Colonial Theater, performances unfold in a space where the acoustics haven't changed since 1903. Herman Melville wrote 'Moby-Dick' at his home Arrowhead, now open for tours that reveal the author's mountain view that reminded him of a whale's back. The Hancock Shaker Village presents a fascinating glimpse into America's most successful utopian community. Come winter, locals hit the slopes at Bousquet Ski Area, while summer brings outdoor theater at Barrington Stage Company where Broadway shows often premiere before heading to New York.

See all hotels in Pittsfield
A church with a green spire and a red brick building with arched windows.

Check out reviews of Pittsfield hotels guests love

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"I have stayed here multiple times. My unit this trip was very clean, well equipped and comfortable. The check in process and front desk staff were terrific. My only issue was a strong smell of marijuana coming through the slider and bedroom window . The staff gave me a fan to blow the smell back out however it was an issue throughout my stay."
Susan 7-night trip
Posted 8 hours ago
Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"enjoyed our stay"
Mark 1-night trip
Posted 10 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"Very nice, safe and clean large suite in a perfect location. THANKS."
Ana 1-night trip
Posted 11 hours ago
The Central Downtown Inn & Suites
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"Was only there for one night. But great hotel, room, staff, and breakfast."
Terry 1-night trip
Posted 17 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Hotel On North

Hotel On North

10/10 Excellent
"Delightful place with charm and warmth and character. I would love to come back."
Richard 1-night trip
Posted 1 day ago
Hotel On North
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"My impression s? It’s a quiet rural area, but I am impressed how quiet the motel was. Not all the time, but occasionally it get noisy. I also liked the area."
Casey A 4-night trip
Posted 2 days ago
Best Western Plus Berkshire Hills Inn & Suites
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Staff very pleasant and helpful. On site restaurant was good and reasonably priced. Room was large with a nice view. Breakfast, which is continental, seemed a bit skimpy. Plenty of parking and in a great central area with many restaurants."
Francesca 1-night trip
Posted 3 days ago
Hotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

10/10 Excellent
"Great"
William 1-night trip
Posted 4 days ago
The Williams Inn
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Wonderful resort"
Ofer 2-night trip
Posted 4 days ago
Holiday Inn Club Vacations Oak 'n Spruce Resort

Frequently asked questions

What accommodations do travelers like in Pittsfield?
Guests like Berkshire Mountain Lodge, FairBridge Inn Express and Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG.
Where can I find free parking at my hotel in Pittsfield?
Park your car for free at Holiday Inn & Suites Pittsfield-Berkshires by IHG.
Can I book a refundable hotel in Pittsfield?
If you need the flexibility to change your travel plans to Pittsfield, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I stay in Pittsfield if I'm looking for a reasonably priced accommodation?
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites are two accommodations you might want to consider that'll save you money.
Where can I stay in Pittsfield if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 35 vacation homes. You can also consider one of the 8 apartments or 8 cottages.
What will the weather in Pittsfield be like during my vacation?
July and August are typically the warmest months in Pittsfield when the average temp is 66°F. January and February are the coldest months when the average temperature is 27°F. October and August are the months with the most rain.
Why should I book my Pittsfield hotel with Hotels.com?
There are lots of reasons to book your Pittsfield trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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