Book Exclusive Pittsfield Vacation Packages
Pittsfield flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Park Manor Hotel
per person
Jun. 24 - Jul. 1
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Albany (ALB)
Stay at this 4-star hotel in Clifton Park. Enjoy free parking, 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Edge Halfmoon and Clifton Common are located nearby.
Hilton Albany
Downtown Albany
per person
Jun. 24 - Jul. 1
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MVP Arena and Colonie Center Mall are located nearby.
La Quinta Inn & Suites by Wyndham Latham Albany Airport
per person
Jun. 24 - Jul. 1
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Albany (ALB)
Book a stay at this business-friendly hotel in Latham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Colonie Center Mall and Curtain Call Theater are located nearby.
Hyatt Place Albany/Downtown
Downtown Albany
per person
Jun. 24 - Jul. 1
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Albany (ALB)
Stay at this 3-star business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MVP Arena and Colonie Center Mall are located nearby.
Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG
per person
Jun. 24 - Jul. 1
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.
Top Pittsfield hotels deals
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $199 total
includes taxes & fees
May 27 - May 28
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness 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.
Pool
Hot tub
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $138 per night
CA $138
CA $154 total
includes taxes & fees
May 26 - May 27
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.
Breakfast included
Pet-friendly
Hotel On North
297 North Street, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $174 per night
CA $174
CA $195 total
includes taxes & fees
May 27 - May 28
Stay at this 3.5-star 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 Berkshire Athenaeum are located nearby.
Pet-friendly
Parking included
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Free cancellation
The price is CA $150 per night
CA $150
CA $167 total
includes taxes & fees
May 27 - May 28
Stay at this 3-star 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.
Pool
Pet-friendly
Berkshire Inn
150 W Housatonic St, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $125 per night
CA $125
CA $140 total
includes taxes & fees
Jun 24 - Jun 25
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.
Pool
Parking included
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
The price is CA $163 per night
CA $163
CA $183 total
includes taxes & fees
May 26 - May 27
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located nearby.
Pet-friendly
Parking included
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
Bousquet Ski Area
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this quaint area.
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.
Hancock Shaker Village
4.5/5(3 reviews)
You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.
Pittsfield Vacations
Traveling is about feeling inspired, making new discoveries and collecting meaningful memories. And all of that begins with learning a thing or two about your destination! Are you ready to discover a few details about Pittsfield?
To help you get your bearings, Pittsfield is 110 miles (177 kilometers) to the west of the notable city of Boston.
There are around about 45,000 friendly locals that reside in this corner of The Berkshires.
Places to visit in Pittsfield
History has infinite lessons. Drink in the knowledge and better acquaint yourself with the past at Arrowhead Museum. Like some more options? There's nothing as exciting as gazing at a blanket of powder snow and knowing you've got an entire day ahead to tear up the slopes. Dig out your goggles and clip on your skis — Bousquet Ski Area is waiting for you! But there's more. The protection of special habitats, plant and animal species is increasingly important. Appreciate the peacefulness of nature at Canoe Meadows Wildlife Sanctuary and see what types of animals have made it their home.Where do you fly into for Pittsfield?
Coming in to land at Bradley International Airport (BDL)? Once you step off the aircraft, the middle of Pittsfield is approximately 45 miles (72 kilometers) northwest from here. Call a cab and enjoy the journey — your adventure is just beginning!Photos of local treasures
Browse Pittsfield vacation photos for more inspiration
