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May 3 - May 5

Top Pittsfield hotels

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
0.07 mi from city center
The price is $92 per night
$92
per night
Apr 27 - Apr 28
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
3.11 mi from city center
The price is $97 per night
$97
per night
Apr 29 - Apr 30
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. There's a gym on site, and laundry facilities and free newspapers are also offered.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Free Cancellation
2.54 mi from city center
The price is $149 per night
$149
per night
Apr 24 - Apr 25
This lodge features an indoor pool and a gym. Enjoy the spa tub and perks like free self parking and free WiFi. A business center, a picnic area, and laundry facilities are also on offer.
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3 out of 5
1032 South Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
2.84 mi from city center
The price is $140 per night
$140
per night
Apr 26 - Apr 27
This hotel features an indoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A terrace, a snack bar/deli, and a grocery/convenience store are also on offer.
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
0.55 mi from city center
The price is $73 per night
$73
per night
May 14 - May 15
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area is provided and the front desk is staffed around-the-clock.
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
4.41 mi from city center
The price is $99 per night
$99
per night
May 6 - May 7
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-in is provided and the front desk is staffed around-the-clock.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
11.85 mi from city center
The price is $98 per night
$98
per night
Apr 29 - Apr 30
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the gym, bar/lounge, and concierge services.
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
Free Cancellation
Reserve now, pay when you stay
8.77 mi from city center
The price is $94 per night
$94
per night
Apr 25 - Apr 26
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and a picnic area are also on offer.
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
3.19 mi from city center
The price is $113 per night
$113
per night
Apr 24 - Apr 25
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
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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 hotels in Pittsfield where Kids stay FREE

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

One West Street, Pittsfield, MA
The price is $92 per night from Apr 27 to Apr 28
$92
per night
Apr 27 - Apr 28
7.8/10 Good! (572 reviews)
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

Berkshire Inn

Berkshire Inn

150 W Housatonic St, Pittsfield, MA
The price is $73 per night from May 14 to May 15
$73
per night
May 14 - May 15
7.6/10 Good! (655 reviews)

Top cheap Pittsfield hotel deals

Berkshire Inn

Berkshire Inn

150 W Housatonic St, Pittsfield, MA
The price is $73 per night from May 14 to May 15
$73
per night
May 14 - May 15
7.6/10 Good! (655 reviews)

Top hotels in Pittsfield for Extended Stay

Mountainside Condo Ski In Ski Out

Mountainside Condo Ski In Ski Out

Hancock
The price is $149 per night from Apr 24 to Apr 25
$149
per night
Apr 24 - Apr 25
8.8/10 Excellent! (8 reviews)
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.

Seize your some day

Pittsfield Hotel & Travel Guide\n

Visitors to The Berkshires are in the ideal position when it comes to start researching the perfect hotels in Pittsfield. Spend some time comparing the 21 accommodation alternatives on Travelocity, all of which can be found within a 6-mile (10-kilometer) radius of the city's heart.

See the attractions by the commercial district of Pittsfield. Travelocity-listed hotels in the district include Berkshire Inn and Heart of the Berkshires Motel.

Travelocity's extensive database contains only a few economical lodgings in Pittsfield. The Econo Lodge is one of them.

8 miles (12 kilometers) from the middle of Pittsfield, you can find the Rookwood Inn. Alternatively, the Gateways Inn & Restaurant can be found about 8 miles (12 kilometers) away. Alternate places to rest your head include the Hampton Terrace Inn and the Cranwell Spa and Golf Resort.

After you've seen Pittsfield, you should leave time to explore the diverse activities of the Western Massachusetts area. Western Massachusetts proudly offers mountains. Interesting traveler sites are history museums. Visitors in this section of United States of America can enjoy skiing.

Looking for activities? Spend a few hours discovering Mount Greylock State Reservation Visitor Center and Skyline Country Club, which can be found in Lanesborough, 6 miles (10 kilometers) to the northeast of Pittsfield. If you head to Lanesborough, be sure to check out the The Weathervane Motel and Lanesborough Country Inn. Alternatively, you could stay in Williamstown, 14 miles (22 kilometers) north of Pittsfield, where you can choose between the The Spring's Inn and Berkshire Hills Country Inn. While in Williamstown, be sure to explore the Williams College and Williams College Museum of Art.

Simply because you're on vacation, who is to say that you can't fuel your love of all things sport. Find Times Union Center 25 miles (43 kilometers) to the northwest of Pittsfield. Book Travelocity-listed accommodation near the action at the Hilton Albany or the TownePlace Suites by Marriott Albany Downtown/Medical Center.

Albany International Airport is a commonly used airport, and is situated 35 miles (53 kilometers) away from Pittsfield. Accommodation options nearby are Albany Marriott and Homewood Suites by Hilton Albany.

Pittsfield hotels essential information

Accommodation
1,245 hotels
Lowest Price
$73
Highest Price
$149
Popular hotels
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Best Western Plus Berkshire Hills Inn & Suites, Berkshire Mountain Lodge, Hilton Garden Inn Lenox Pittsfield, Berkshire Inn, Life House Berkshires, The Red Lion Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, The Yankee, Trademark Collection by Wyndham

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 $73. 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 1,245 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

The Lenox Collection

The Lenox Collection

5 out of 5
Posted 22 hours ago
Travelocity Verified Review
"Fantastic value for the money. Courteous customer service. Great host who shared stories over breakfast. Wonderful."
A verified traveler from esopus stayed at The Lenox Collection
The Lenox Collection

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