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Book Exclusive Pittsfield, MA Vacation Packages

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Last minute flight + hotel packages to Pittsfield

The Manchester View - Near Manchester Designer Outlets

The Manchester View - Near Manchester Designer Outlets

2.5 out of 5
$638

$595

per person
Apr 21 - Apr 24
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
A seasonal outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.
Kimpton Taconic Hotel, an IHG Hotel

Kimpton Taconic Hotel, an IHG Hotel

4 out of 5
$730

$701

per person
Apr 21 - Apr 24
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
This hotel features a restaurant, a 24-hour fitness center, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free valet parking and free WiFi. Free self parking, a terrace, and dry cleaning are also offered.

Top Pittsfield hotels deals

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
The price is $98 per night
This hotel features a health club and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms, as well as the 24-hour business center and free WiFi in public areas. Free self parking, a coffee shop, and a terrace are also offered.
Hotel On North

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
The price is $130 per night
This hotel features a restaurant, a fitness center, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, dry cleaning, and luggage storage are also offered.
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
The price is $96 per night
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 fitness center on site, and laundry facilities and free newspapers are also offered.
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
The price is $66 per night
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.
Yankee Suites Extended Stay

Yankee Suites Extended Stay

4 out of 5
20 W Housatonic St., Pittsfield, MA
Get Rates
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are also provided.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Get Rates
This lodge features an indoor pool and a fitness center. 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.
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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.

Popular places to visit in Pittsfield

Image for Bousquet Ski Area

Bousquet Ski Area

Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.

Bousquet Ski Area
Image for Berkshire Museum

Berkshire Museum

You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.

Berkshire Museum
Image for Hancock Shaker Village

Hancock Shaker Village

Find out about the history of Pittsfield when you spend time at Hancock Shaker Village. Wander the lakeside in this quaint area.

Hancock Shaker Village

Frequently asked questions

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.