Book Cheap Hotels in Pittsfield

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Most frequently booked Pittsfield hotels

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Free cancellation

Reserve now, pay when you stay

4.09 km from city centre

CA $121

CA $165 total

May 24 - May 25

includes taxes & fees

Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

Hotel On North

297 North Street Pittsfield MA

Free cancellation

Reserve now, pay when you stay

0.48 km from city centre

CA $205

CA $229 total

May 20 - May 21

includes taxes & fees

Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Lichtenstein Center for the Arts are located nearby.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA

Free cancellation

0.11 km from city centre

CA $157

CA $175 total

May 24 - May 25

includes taxes & fees

Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA

Free cancellation

Reserve now, pay when you stay

5.01 km from city centre

CA $151

CA $169 total

Jun 14 - Jun 15

includes taxes & fees

Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Tracy Brook Wildlife Sanctuary are located nearby.

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

1055 South Street Pittsfield MA

Free cancellation

4.63 km from city centre

CA $175

CA $195 total

May 28 - May 29

includes taxes & fees

Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

Berkshire Inn

150 W Housatonic St Pittsfield MA

Free cancellation

Reserve now, pay when you stay

0.88 km from city centre

CA $110

CA $123 total

May 25 - May 26

includes taxes & fees

Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonial Theater and Berkshire Museum are located nearby.

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

0.33 km from city centre

CA $177

CA $198 total

May 20 - May 21

includes taxes & fees

Stay at this guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located nearby.

Hilton Garden Inn Lenox Pittsfield

1032 South Street Pittsfield MA

Free cancellation

Reserve now, pay when you stay

4.57 km from city centre

CA $187

CA $209 total

May 27 - May 28

includes taxes & fees

Stay at this hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

Berkshires Untold

194 Pittsfield Rd Lenox MA

Free cancellation

Reserve now, pay when you stay

7.11 km from city centre

CA $147

CA $165 total

May 20 - May 21

includes taxes & fees

Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.

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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.

Top family friendly Pittsfield hotel deals

Hotel On North

297 North Street Pittsfield MA

CA $205

CA $229 total

May 20 - May 21

includes taxes & fees

9.6/10 Exceptional! (857 reviews)

Top cheap Pittsfield hotel deals

Berkshire Inn

150 W Housatonic St Pittsfield MA

CA $110

CA $123 total

May 25 - May 26

includes taxes & fees

Top hotels in Pittsfield for Extended Stay

Suite 5 - Quiet and private accommodations in a country setting.

Spencertown NY

10/10 Exceptional! (1 review)

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.

Pittsfield hotels essential information

Accommodation	1,370 hotels
Lowest Price	CA $105
Highest Price	CA $229
Popular hotels	Berkshire Mountain Lodge, Hotel On North, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Best Western Plus Berkshire Hills Inn & Suites, Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, Berkshire Inn, The Central Downtown Inn & Suites, Hilton Garden Inn Lenox Pittsfield, Berkshires Untold

Frequently asked questions

What are the top kid-friendly hotels in Pittsfield?

From cool amenities to more room to move, kid-friendly hotels come with features that can help turn an everyday family vacation into a fantastic one. These Pittsfield properties make traveling with little ones child's play: The whole team will enjoy their time at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel. A sauna and a swimming pool are a few of the things that help make this property an appealing option. Alternatively, spend your nights in Pittsfield at The Central Downtown Inn & Suites. Take advantage of pet-friendly facilities, laundry facilities and more here.

Where can I find cheap hotels in Pittsfield?

At Travelocity you'll find really nice hotels in Pittsfield at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Pittsfield rather than in Pittsfield. We may find you even better rates, too.

How do I find the best Pittsfield hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Pittsfield then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Pittsfield?

The cheapest hotel in Pittsfield is CA $105 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Pittsfield?

There are 1,370 hotels in Pittsfield on Travelocity.

What are the best hotels in Pittsfield?

Pittsfield has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Pittsfield for you!

When is the best time to visit Pittsfield?

If you want the joy of a fun-filled trip in peak season, visit Pittsfield during January, February and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.

When is the cheapest time to stay in Pittsfield?

Based on historic data is usually the cheapest month to visit Pittsfield. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Pittsfield?

There are multiple hotels in Pittsfield that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Pittsfield. We have plenty of kid-friendly hotels in Pittsfield to choose from on Travelocity!

Why book a hotel in Pittsfield through Travelocity?

Because we have the top hotels in Pittsfield! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Pittsfield on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Pittsfield hotel reviews by fellow wanderers

Berkshire Mountain Lodge

4 out of 5

Posted 4 hours ago

Travelocity Verified Review

"the Kitchen appeared to be fully equiped. The only cpmplaint I have was there were no avaiable plugs for mt CPAP machine nect to the bed> Easy fix is to offit the room with a multi plug on the night table.or lamp with plugs. Also there were no USB charging ports. Otherwise the facility was great "

A verified traveller stayed at Berkshire Mountain Lodge

The Central Downtown Inn & Suites

2 out of 5

Posted 1 day ago

Travelocity Verified Review

"The apartment was spacious and while dated, it was clean. Would have been nice except for extreme lack of hospitality. Check-in was pretty awful, had to call to get door code, then they only sent the code for the room, not the front door code (door was open when I got there, so ended up locked out when I took dog out at night). Property owner was very rude about mistake. Bring earplugs, walls are thin and they were doing work upstairs late into the night, completely oblivious to fact that they had guests in the building."

A verified traveller stayed at The Central Downtown Inn & Suites