Pittsfield Hotel & Accommodation Deals 2026 from NZ$110 - Fully Refundable Options

A historic building with classical architecture, a traffic light, and a yellow taxi.

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Our top choices for Pittsfield hotels

A modern bar area with a central island, multiple bar stools, and a seating area with tables and chairs.

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

A Holiday Inn & Suites hotel with a modern design, featuring a prominent sign and a well-lit entrance.

1. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Myrna

NZ$224

includes taxes & fees

20 Sept - 21 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.

2. Hotel On North

Pittsfield

Drew

NZ$336

includes taxes & fees

8 Sept - 9 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 Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

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.

3. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Jermaine

NZ$214

includes taxes & fees

1 Sept - 2 Sept

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

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

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

A garden with wooden Adirondack chairs and a stone pathway.

4. Berkshire Mountain Lodge

Pittsfield

Robert

NZ$215

includes taxes & fees

31 Aug - 1 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 reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

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

Pittsfield

Ken

NZ$239

includes taxes & fees

20 Sept - 21 Sept

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

A hotel patio with outdoor seating and a fire pit.

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.

6. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

NZ$275

includes taxes & fees

13 Sept - 14 Sept

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

7. Berkshire Inn

Pittsfield

Danielle

NZ$169

includes taxes & fees

24 Aug - 25 Aug

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

A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

8. The Central Downtown Inn & Suites

Pittsfield

Rena

NZ$172

includes taxes & fees

3 Sept - 4 Sept

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

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

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

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

9. FairBridge Inn Express

Pittsfield

Becky

NZ$110

includes taxes & fees

30 Aug - 31 Aug

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

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 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.

10. The Yankee Inn

Lenox

Karen

NZ$297

includes taxes & fees

21 Sept - 22 Sept

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

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

Nancy

NZ$245

includes taxes & fees

20 Sept - 21 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 gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

12. Howard Johnson by Wyndham Lenox

Lenox

Sheila

NZ$148

includes taxes & fees

1 Sept - 2 Sept

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.

13. Berkshires Untold

Lenox

Pamela

NZ$241

includes taxes & fees

9 Sept - 10 Sept

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 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.

14. Courtyard by Marriott Lenox Berkshires

Lenox

Laura

NZ$334

includes taxes & fees

7 Sept - 8 Sept

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

15. Element by Marriott Lenox Berkshires

Lenox

Lawrence

NZ$350

includes taxes & fees

31 Aug - 1 Sept

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

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

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

16. Quality Inn Lee - Lenox South

Lee

Christine

NZ$206

includes taxes & fees

14 Sept - 15 Sept

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 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.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

17. Shaker Mill Inn

West Stockbridge

Mervin

NZ$311

includes taxes & fees

8 Sept - 9 Sept

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

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

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

Lee

James

NZ$239

includes taxes & fees

14 Sept - 15 Sept

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.

19. Vacation Village in the Berkshires

Williamstown

Nyra

NZ$182

includes taxes & fees

31 Aug - 1 Sept

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

A sunlit room with large windows, a stone floor, and two rocking 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.

20. The Whitlock

Lenox

Constance

NZ$317

includes taxes & fees

8 Sept - 9 Sept

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Stay near popular Pittsfield attractions

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)

Step back in time at this living history museum showcasing Shaker life and craftsmanship. Marvel at the iconic Round Stone Barn and explore 20 historic buildings filled with over 22,000 authentic artefacts.

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A snow-covered town with buildings, a ski lift, and a mountain in the background.

Bousquet Ski Area

8.2/10 (48 reviews)

This historic ski area pioneered night skiing in America and offers 23 trails across 200 acres. Glide down gentle slopes or challenge yourself on expert runs, then warm up at the lodge with panoramic mountain views.

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A town with historic buildings, a prominent yellow church, and a mountainous backdrop.

Berkshire Museum

8.4/10 (26 reviews)

The Berkshire Museum blends art, history, and natural science in one captivating collection. Explore ancient fossils, contemporary art, and the popular aquarium featuring diverse marine life.

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Colonial Theater

8.0/10 (19 reviews)

This historic 1903 venue showcases ornate plasterwork and a painted ceiling mural in an intimate setting. Experience performances surrounded by the Colonial Theatre's exceptional acoustics and architectural splendour.

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Barrington Stage Company

8.0/10 (16 reviews)

This acclaimed theatre company launched "The 25th Annual Putnam County Spelling Bee" before its Tony-winning Broadway run. Experience innovative productions in BSC's intimate venues during their vibrant summer season.

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Onota Lake

Commune with nature and explore the great outdoors at Onota Lake during your travels in Pittsfield. Experience the area's entertainment venues or attend a sporting event.

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Guido's Marketplace

9.6/10 (31 reviews)

This beloved Berkshire marketplace offers European-inspired local produce and gourmet specialities. Browse artisanal cheeses, fresh-baked breads, and seasonal fruits while enjoying a coffee from the café.

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Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

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A historic building with a clock, a flag, and a street lamp.

Top Pittsfield Hotel Reviews

Recent Reviews in Pittsfield

Howard Johnson by Wyndham Lenox

8/10 Good

"Very nice staff and very clean big room. Not a new hotel but it is well kept and budget friendly, less than 50% of other hotels nearby, during the Tanglewood festival. Prepared food at the supermarket across the hotel was great and inexpensive. Free shuttle at the supermarket to downtown Lenox every hour."

Hotel On North

10/10 Excellent

"Charming and lovely and very well located! Staff were wicked friendly and helpful."

The Yankee Inn

10/10 Excellent

"Everything was clean and well maintained. Very good included breakfast, close to Tanglewood, the Manor, the Norman Rockwell Museum, Lenox and Stockbridge."

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

10/10 Excellent

"NA"

Quality Inn Great Barrington

8/10 Good

"Only real challenge—getting on the hotel wifi was a frustrating challenge! And every time you left your room you had to get on again."

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"I had 2 rooms. 1 room (414) did not have a phone, the microwave didn't have power. The other room was fine. We didn't like that there was only 1 elevator working as we had to wait quite a while sometimes to go up or down. We understand that the hotel is undergoing renovations. Overall, we enjoyed our stay."

Vacation Village in the Berkshires

10/10 Excellent

"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."

Berkshire Inn

8/10 Good

"Hotels in the Lenox area are dramatically over-priced this time of year (Tanglewood, I trust). Berkshire Inn was the one with a bit more reasonable price and a good rating. We were pleased to find that the rooms were just as pictured... clean, neat and must have had a recent (very attractive) renovation. Very comfortable overnight stay in a motel with almost no amenities, friendly gentleman in the office and, while still over-priced, not quite at the extreme level of all other area options."

The Central Downtown Inn & Suites

10/10 Excellent

"Not easy to follow find. Bit of a AI STAFF. Once we fould it it was very nice."

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