Michigan may have travel restrictions in place due to COVID-19.

Find out moreOpens in new tab or window

Book Exclusive Pittsfield Vacation Packages

Choose two or more items and save on your trip:

Pittsfield flight + hotel packages

The Townsend Hotel
The Siren Hotel
Detroit Marriott Southfield
The Inn at St. John's
Wingate by Wyndham Detroit Metro Airport

2021 Pittsfield vacations

The Townsend Hotel
The Siren Hotel
Detroit Marriott Southfield
The Inn at St. John's
Wingate by Wyndham Detroit Metro Airport

Popular places to visit in Pittsfield

Frequently asked questions

How much are vacation packages to Pittsfield?
With vacation packages on offer for only $294, there’s no need to wipe out your bank balance to visit Pittsfield. Travelocity is here to help. Bundle your hotels, flights and experiences into a package and walk away with exciting discounts. The more you book, the more you save.
Where can I get the best vacation package deals for Pittsfield?
Travelocity has all you need to score a fantastic Pittsfield package deal. Select from 400 air carriers and 665,000 properties around the world and create a travel itinerary that fits your style. With almost endless choice, you’ll have plenty of inspiration for your next big adventure.
Why should I purchase my Pittsfield vacation bundle via Travelocity?
Because life is one big journey, and we have all you need to help you on your way. With our top-notch service and Price Match Guarantee, you can book your trip with confidence. And you can rest easy on the road knowing we’ve got you covered with our round-the-clock support.
Can I save money on my Pittsfield car rental if I book it with hotels and flights?
Booking a Pittsfield vacation package with Travelocity is an easy way to save your hard-earned cash. Choose a flight, hotel and car, or any combination of them, and land awesome discounts. You might also want to add in some experiences and tours. After you’ve collected the keys to your rental car, venture out of the neighborhood and see what this place has to offer. Roughly 118 mi from Pittsfield, Rock and Roll Hall of Fame is worth a road trip.
What is the best time of year to go to Pittsfield?
Consider visiting in if you don’t want to miss a thing. While they’re no doubt the most crowded months, the buzzing atmosphere of the peak period is part of the charm. If you’d love a more relaxed pace, may fit your plans better. Don’t want to shell out for a place to sleep? Try to avoid booking a room in , when prices are at their highest. Look for someplace cozy and affordable in instead.

^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.