Pittsfield Vacation Packages 2026 from $370

Pittsfield flight + hotel vacation packages

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

Weber's Hotel & Restaurant

Lakewood

Save 100% on your flight

$370

per person

May 29 - Jun 2

found 17 hours ago

Roundtrip flight included

New York (NYC) 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.

Hotel Indigo Detroit Downtown by IHG

Downtown Detroit

Save 100% on your flight

$540

per person

May 29 - Jun 2

found 17 hours ago

Roundtrip flight included

New York (NYC) 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, free WiFi in public areas, and valet parking. A snack bar/deli, express check-in, and express check-out are also on offer.

The Townsend Hotel

Save 100% on your flight

$654

per person

May 29 - Jun 2

found 17 hours ago

Roundtrip flight included

New York (NYC) 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.

DoubleTree by Hilton Detroit - Dearborn

Warrendale

$537

per person

Apr 29 - May 3

found 7 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Detroit (DTW)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the children's pool and barbecue grills. Enjoy the gym and perks like free WiFi.

Graduate by Hilton Ann Arbor

Kerrytown

Save 100% on your flight

$1,961

per person

Apr 29 - May 3

found 7 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Detroit (DTW)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. A coffee shop, luggage storage, and wedding services are also on offer.

Top Pittsfield hotels deals

Ann Arbor Regent Hotel & Suites

2455 Carpenter Road Ann Arbor MI

Free Cancellation

Reserve now, pay when you stay

$129 nightly

$143 total

Mar 29 - Mar 30

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

$56 nightly

$62 total

Apr 1 - Apr 2

Total with taxes and fees

Pool

Hot Tub

Weber's Hotel & Restaurant

3050 Jackson Road Ann Arbor MI

$149 nightly

$165 total

Mar 26 - Mar 27

Total with taxes and fees

Pool

Hot Tub

Splash Universe Resort

100 Whitetail Drive Dundee MI

$81 nightly

$88 total

Mar 26 - Mar 27

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

La Quinta Inn & Suites by Wyndham Detroit Metro Airport

30847 Flynn Drive Romulus MI

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$97 total

Mar 28 - Mar 29

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

Radisson Hotel Detroit Metro Airport

8800 Wickham Rd Romulus MI

Free Cancellation

$80 nightly

$92 total

Apr 11 - Apr 12

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. Free self parking, a grocery/convenience store, and a lobby fireplace are also offered.

Free airport shuttle

Parking included

Don't see what you're looking for?

See all available properties in Pittsfield

View all properties

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

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

If you are ever lucky enough to attend a Michigan Football game, do it! The atmosphere is incredible and you’re surrounded by 110,000 plus if your closest friends :)

Try to tailgate before the game! Bring a car to the golf course early as it fills up fast!

There is a no bag policy so make sure you have pockets! It may not look huge from the outside but when you walk in you’re at row 70 out of 96! So there is a long way down to walk!

Michigan Stadium

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

U of M Hospital

Though U of M Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Ann Arbor while you are here.

Frequently asked questions

How much are vacation packages to Pittsfield?

You'll find an amazing flight and hotel bundle from just $370. 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.