Pittsfield Vacation Packages 2026 from $491

Pittsfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Townsend Hotel

$491

per person

Aug 31 - Sep 2

found 19 hours ago

Roundtrip flight included

Dallas (DFW) to Detroit (DTW)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, limo/town car service, and a lobby fireplace are also on offer.

Saint John's Resort

Save 100% on your flight

$542

per person

Aug 20 - Aug 23

found 22 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Detroit (DTW)

A golf course, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 25 conference rooms, free WiFi in public areas, and laundry service. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Trumbull and Porter Hotel

Corktown

$711

per person

Jul 24 - Jul 27

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Detroit (DTW)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Daxton Hotel Birmingham, Curio Collection by Hilton

$1,027

per person

Jul 23 - Jul 26

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Detroit (DTW)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, dry cleaning, and luggage storage are also offered.

Weber's Hotel & Restaurant

Lakewood

$864

per person

Jul 23 - Jul 25

found 4 hours ago

Roundtrip flight included

Tampa (TPA) to Detroit (DTW)

A nightclub, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Top Pittsfield hotels deals

Ann Arbor Regent Hotel & Suites

2455 Carpenter Road Ann Arbor MI

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$148 total

Jun 23 - Jun 24

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like full breakfast and free self parking.

Pool

Hot Tub

Days Inn by Wyndham Ann Arbor

2380 Carpenter Road Ann Arbor MI

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$82 total

Jun 21 - Jun 22

Total with taxes and fees

Pool

Hot Tub

La Quinta Inn & Suites by Wyndham Detroit Metro Airport

30847 Flynn Drive Romulus MI

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$88 total

Jul 5 - Jul 6

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and a free airport shuttle. Traveling on business? Take advantage of the 24-hour business center and onsite conference space. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.

Breakfast included

Free airport shuttle

Splash Universe Resort

100 Whitetail Drive Dundee MI

$81 nightly

$88 total

Jun 15 - Jun 16

Total with taxes and fees

A water park and an indoor pool are featured at this smoke-free hotel. There's fun for all ages with a lazy river and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free self parking and free WiFi.

Pool

Hot Tub

Spark by Hilton Ann Arbor South

3501 S State St Ann Arbor MI

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$98 total

Jun 21 - Jun 22

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Weber's Hotel & Restaurant

3050 Jackson Road Ann Arbor MI

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$176 total

Jun 28 - Jun 29

Total with taxes and fees

Pool

Hot Tub

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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

University of Michigan

4.5/5(1,122 reviews)

Come to see the ivied halls, grassy quads, cultural performances and athletic events at this renowned university, one of the world’s most prestigious.

Michigan Stadium

4.5/5(457 reviews)

Catch an event at Michigan Stadium during your trip to Ann Arbor. Experience the area's lively festivals or attend a sporting event.

University of Michigan Museum of Art

4.5/5(131 reviews)

Browse one of the nation’s greatest and oldest university art collections at this museum on the prestigious University of Michigan campus.

Frequently asked questions

How much are vacation packages to Pittsfield?

You'll find an amazing flight and hotel bundle from just $491. With one of our Travelocity vacation packages, a trip to Pittsfield has never looked so enticing! Save some time and money and then get a start on packing those bags.

Where can I get the best vacation package deals for Pittsfield?

It's simple — look no further than Travelocity. With as many as 400 airlines and 1,000,000 properties worldwide, it's easy to find a Pittsfield package deal that satisfies your wanderlust.

Why should I book my Pittsfield vacation package with Travelocity?

You'll not only enjoy huge savings, but you can also access our round-the-clock support, excellent service and a Price Match Guarantee. Journey across the globe, discover hidden gems and create unforgettable memories — we'll take care of the important details.

Can I save on my Pittsfield car rental if I book it with a hotel or flight?

You can with our Pittsfield vacation packages. With one of these, there are tons of ways to make your travel budget go further. Bundle any two or more car, flight, hotel and tour bookings and see the savings grow. With your own ride, all the attractions in and around Pittsfield are an unforgettable road trip away.

Which airport is best for Pittsfield?

Detroit Metropolitan Wayne County Airport (DTW) is where many visitors prefer to touch down. Depending on where you're going in Pittsfield, Capital Region Intl. Airport (LAN) and Bishop Intl. Airport (FNT) are other choices for you to look into.

What is there to do in Pittsfield?

You'll be happy to know Pittsfield is teeming with wonderful things to see and do, however University of Michigan and Briarwood Mall are among the best of them.