Best Pittsfield Hotels in 2026 from HK$544 - Fully Refundable Options

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Pittsfield hotels

1. Hotel On North

Pittsfield

Dragana

HK$1,743 total

includes taxes & fees

31 Aug - 1 Sept

2. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

David

HK$1,113 total

includes taxes & fees

25 Aug - 26 Aug

In-room safe, desk, laptop workspace, blackout curtains

3. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Jermaine

HK$999 total

includes taxes & fees

31 Aug - 1 Sept

4. Hilton Garden Inn Lenox Pittsfield

Pittsfield

Adeline

HK$1,684 total

includes taxes & fees

23 Aug - 24 Aug

Desk, iron/ironing board, free WiFi, bed sheets

5. Berkshire Inn

Pittsfield

christopher

HK$788 total

includes taxes & fees

10 Aug - 11 Aug

6. Berkshire Mountain Lodge

Pittsfield

Joseph

HK$1,166 total

includes taxes & fees

23 Aug - 24 Aug

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

Pittsfield

Courtney

HK$1,262 total

includes taxes & fees

31 Aug - 1 Sept

8. The Central Downtown Inn & Suites

Pittsfield

Rena

HK$798 total

includes taxes & fees

3 Sept - 4 Sept

9. FairBridge Inn Express

Pittsfield

DAVID

HK$544 total

includes taxes & fees

10 Aug - 11 Aug

10. The Yankee Inn

Lenox

Larry

HK$1,533 total

includes taxes & fees

10 Aug - 11 Aug

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

Nancy

HK$1,286 total

includes taxes & fees

31 Aug - 1 Sept

12. Courtyard by Marriott Lenox Berkshires

Lenox

Laura

HK$1,854 total

includes taxes & fees

19 Aug - 20 Aug

13. Shaker Mill Inn

West Stockbridge

Mervin

HK$1,945 total

includes taxes & fees

10 Aug - 11 Aug

In-room safe, desk, laptop workspace, iron/ironing board

14. Howard Johnson by Wyndham Lenox

Lenox

Luciane

HK$692 total

includes taxes & fees

30 Aug - 31 Aug

15. Berkshires Untold

Lenox

Ivana

HK$1,333 total

includes taxes & fees

25 Aug - 26 Aug

16. Element by Marriott Lenox Berkshires

Lenox

Lawrence

HK$1,857 total

includes taxes & fees

19 Aug - 20 Aug

17. Quality Inn Lee - Lenox South

Lee

Jeanne

HK$961 total

includes taxes & fees

1 Sept - 2 Sept

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

Lee

James

HK$1,789 total

includes taxes & fees

9 Aug - 10 Aug

19. The Cornell Inn, Lenox & The Berkshires

Lenox

Edward

HK$1,605 total

includes taxes & fees

31 Aug - 1 Sept

20. Vacation Village in the Berkshires

Williamstown

Brooks

HK$901 total

includes taxes & fees

19 Aug - 20 Aug

View all properties

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

Sign in

Sign up, it's free

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.

See properties

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.

See all hotels in Pittsfield

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

Top Pittsfield Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"Large rooms … I reserved the suit which was only a little more expensive then a regular room … very clean and well maintained facility … breakfast is good.. staff was helpful. Plenty of parking … Thank tou for a very nice stay. Would certainly like to come back …."

Vacation Village in the Berkshires

8/10 Good

"Had no issues with the room or property. We enjoyed our stay very much. Only Thing, I would say is the pull out couch was not comfortable for my son (you can feel the springs), but we brought a blow up mattress for emergency use which came in handy. I also mentioned my silver Expedia status (per Expedia site) for an extra perk and in a way was laughed at without laughing. Was told they were at 100% capacity and couldn’t do anything. Understandable but wasn’t keen on the reaction and was Leary to ask to begin with. All in all we enjoyed our stay, enjoyed what the property had to offer and I would recommend this stay to others."

The Yankee Inn

10/10 Excellent

"This was our fourth year in a row staying at the Inn. They have a new sitting area outside with a gas fire pit, very nice. The pool is always very well maintained. We like to stay in the older section room away from the main building, the beds are comfortable and the room is basic but clean and nice. The breakfast is as good as any other hotel brand that offers breakfast. The shopping center is right next door within walking distance, with a few places to eat. It’s a great location also to get to anywhere in the area."

The Red Lion Inn

10/10 Excellent

"Escaped into another world on each floor's hallway-the memorabilia and artwork spoke of an honest, New England history. The atmosphere was perfect for a genuine, original immersion into New England's past and LOVED going up and down the 150yr old elevator! Meals delicious w/excellent service. Only one issue we had: the AC in the room was difficult to adjust and were quite chilled even w/turning the thermostat up to 80 deg!!!!!!!!! as suggested by the front desk. Shall make this a yearly visit!"

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

10/10 Excellent

"Very nice clean new property. Simple, clean, comfortable, quiet climate control. Decor is very bland. Desk chair is klunky fake mid-century modern. Pool is about 12 yards long, looked clean. But prices for any hotel near Lenox are just crazy in peak (Tanglewood) season."

Quality Inn Great Barrington

10/10 Excellent

"Very nice front desk staff-courteous, upbeat, helpful. Room was clean but leftover trash in bin and no ice tray in refrigerator. VERY comfortable bed. Train in middle of the night was a throwback experience to a different age-i liked it but some would be frightened of the noise. Excellent location."

More cheap stays in Pittsfield

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

HK$487

HK$544 total

10 Aug - 11 Aug

includes taxes & fees

5.4/10 (864 reviews)

Hotels in Pittsfield with star-rating

Frequently asked questions

Where is the best place for a stay in Pittsfield?

Berkshire Mountain Lodge is one of the top choices for your stay based on our traveller data. This aparthotel offers an indoor pool and free parking. Other good choices for your visit include Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG and FairBridge Inn Express. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best holiday rentals that Pittsfield has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Pittsfield is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

What's the best budget-friendly hotel in Pittsfield?

Based on our traveller reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.

What's the best family accommodation in Pittsfield?

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. Also, attractions such as Berkshire Museum and Bousquet Ski Area are fun for children of all ages. Find more child-friendly accommodations in Pittsfield.

What is the top LGBTQ-friendly place to stay in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and free Internet. Hilton Garden Inn Lenox Pittsfield is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Pittsfield.

What's the best dog-friendly accommodation option in Pittsfield?

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG is a top hotel for people travelling with their pets, and offers an indoor pool and a 24-hour fitness centre for its human guests. Other good choices for you and your pet's trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Hotel On North. See more pet-friendly hotel accommodations in Pittsfield.

What are some accommodation options with pools in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Pittsfield.

What is staying in Pittsfield like?

Visitors to Pittsfield will definitely enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lake views and ski areas. In Pittsfield, there are 69 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What should I do while I'm visiting Pittsfield?

Cultural venues include Berkshire Museum, Colonial Theater and Barrington Stage Company. Landmarks like Hancock Shaker Village and Herman Melville's Arrowhead might be worth a visit. Natural beauty is on display at Pontoosuc Lake, Housatonic River and Onota Lake. Take a look at what more there is to see and do in Expedia's Pittsfield guide.

How should I get around Pittsfield?

To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. If you want to venture out around the area, you may want a rental car in Pittsfield for your journey.

What's the seasonal weather like in Pittsfield?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

Pittsfield hotels from HK$544

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pittsfield

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pittsfield hotels

1. Hotel On North

2. Holiday Inn & Suites Pittsfield-Berkshires by IHG

3. Best Western Plus Berkshire Hills Inn & Suites

4. Hilton Garden Inn Lenox Pittsfield

5. Berkshire Inn

6. Berkshire Mountain Lodge

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

8. The Central Downtown Inn & Suites

9. FairBridge Inn Express

10. The Yankee Inn

11. Hampton Inn & Suites Berkshires-Lenox

12. Courtyard by Marriott Lenox Berkshires

13. Shaker Mill Inn

14. Howard Johnson by Wyndham Lenox

15. Berkshires Untold

16. Element by Marriott Lenox Berkshires

17. Quality Inn Lee - Lenox South

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

19. The Cornell Inn, Lenox & The Berkshires

20. Vacation Village in the Berkshires

Stay near popular Pittsfield attractions

Hancock Shaker Village

Learn more about Pittsfield

Top Pittsfield Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

More cheap stays in Pittsfield

FairBridge Inn Express

Hotels in Pittsfield with star-rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app