Pittsfield Hotel & Accommodation Deals 2026 from NZ$131 - Fully Refundable Options

Our top choices for Pittsfield hotels

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Anandaraja

includes taxes & fees

14 June - 15 June

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

FairBridge Inn Express

Pittsfield

William

includes taxes & fees

24 June - 25 June

Berkshire Mountain Lodge

Pittsfield

Sade

includes taxes & fees

23 June - 24 June

Hilton Garden Inn Lenox Pittsfield

Pittsfield

Adeline

includes taxes & fees

14 June - 15 June

Berkshire Inn

Pittsfield

Brian

includes taxes & fees

18 June - 19 June

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Eric

includes taxes & fees

22 June - 23 June

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

Pittsfield

Kathleen

includes taxes & fees

14 June - 15 June

Hotel On North

Pittsfield

KEITH AND SHIRLEY

includes taxes & fees

18 June - 19 June

The Central Downtown Inn & Suites

Pittsfield

Aisha

includes taxes & fees

14 June - 15 June

Quality Inn Great Barrington

Great Barrington

Braynd

includes taxes & fees

14 June - 15 June

Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

Lenox

Mark

includes taxes & fees

15 June - 16 June

Cozy Corner Motel

Williamstown

Barbara J

includes taxes & fees

22 June - 23 June

Monument Mountain Motel

Great Barrington

Yekaterina

includes taxes & fees

17 June - 18 June

The Villager Motel

Williamstown

Monica

includes taxes & fees

18 June - 19 June

Maple Terrace Motel

Williamstown

Carolyn

includes taxes & fees

22 June - 23 June

In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Heather

includes taxes & fees

14 June - 15 June

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

Howard Johnson by Wyndham Lenox

Lenox

robert

includes taxes & fees

14 June - 15 June

The Little Lion

Great Barrington

Mia

includes taxes & fees

14 June - 15 June

Willows Motel Williamstown

Williamstown

Matt

includes taxes & fees

30 June - 1 July

Quality Inn Lee - Lenox South

Lee

Cheri

includes taxes & fees

14 June - 15 June

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Stay near popular Pittsfield attractions

Hancock Shaker Village

4.6/5 (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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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

Top Pittsfield Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent

"Love it here. Staff is amazing and beautiful units and resort :)"

The Central Downtown Inn & Suites

2/10 Terrible

"We arrived at 10 pm and the room had a broken AC and no sheets for pullout. The temperature was 95 degrees and the windows were left open suggesting that this was not a new problem. I had to contact the front desk (offsite) to request assistance. No one showed up after waiting for 45 minutes. We had to leave and rebook elsewhere. I requested a refund for our our stay due to the extenuating unresolvable circumstances and the fact that the room was uninhabitable. I have not heard back from the management and had to post a request to cancel through Expedia and my credit card company. In addition, the place was run down and dirty and not all like the room depicted in the pictures online. Even in working condition, the room would have been a ripoff at the $250 per night they were charging. Stay away! There are plenty of other options close by."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"The view was great. It is in 10 to 30 minutes of places I wanted to visit. The staff went out of their way to accommodate me with the personal items I needed. I didn't need to use the Kayaks or pontoon that they rent to use on Lake Laural. The only drawback is no beach."

Berkshires Untold

10/10 Excellent

"The hotel was beautiful. My room was very nice exactly what I needed. The decor was very inviting and the bathroom was amazingly beautiful as well as the lounge and grounds of the property. My only one wish was that there was coffee in the room. Although you just had to walk to the lobby to get coffee in the morning, you had to get up and get dressed first which would have been more convenient if coffee was already in the room."

More cheap accommodation in Pittsfield

Quality Inn Great Barrington

372 Main Street Great Barrington MA

NZ$181

14 June - 15 June

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

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 lodge offers an indoor pool and free parking. Other good choices for your visit include Hotel On North and Holiday Inn Express & Suites Pittsfield - Berkshires by IHG. See all available top hotels, or vacation rentals in Pittsfield.

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

Cozy Riverside Berkshires Retreat: This holiday home rental outside of Pittsfield is located on a river, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and an electric kettle, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 & Suites Pittsfield-Berkshires by IHG is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Holiday Inn Express & 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 & Suites Pittsfield-Berkshires by IHG is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good choices for you and your pet's trip include Hotel On North and Best Western Plus Berkshire Hills Inn & Suites. 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. Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! is an additional hotel with an on-site pool. 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 73 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. A couple of additional sights to add to your itinerary are Berkshire Athenaeum and Bousquet Ski Area. 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.

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Our top choices for Pittsfield hotels

Best Western Plus Berkshire Hills Inn & Suites

FairBridge Inn Express

Berkshire Mountain Lodge

Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

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

Hotel On North

The Central Downtown Inn & Suites

Quality Inn Great Barrington

The Yankee Inn

Cozy Corner Motel

Monument Mountain Motel

The Villager Motel

Maple Terrace Motel

Travelodge by Wyndham Great Barrington Berkshires

Howard Johnson by Wyndham Lenox

The Little Lion

Willows Motel Williamstown

Quality Inn Lee - Lenox South

Stay near popular Pittsfield attractions

Hancock Shaker Village

Learn more about Pittsfield

Top Pittsfield Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

More cheap accommodation in Pittsfield

Quality Inn Great Barrington

Frequently asked questions

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