Deals on vacations and trips to Pittsfield

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Pittsfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Trumbull and Porter Hotel

Trumbull and Porter Hotel

3.5 out of 5
Corktown
Price was $548, price is now $434 per person
$434
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Nashville (BNA) 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.
Saint John's Resort

Saint John's Resort

4 out of 5
Price was $1,560, price is now $730 per person
$730
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
Executive Downtown Retreat

Executive Downtown Retreat

4 out of 5
Downtown Detroit
Save 100% on your flight
Price was $888, price is now $703 per person
$703
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Detroit (DTW)
This apartment features a virtual front desk. Take advantage of the self parking.
Graduate by Hilton Ann Arbor

Graduate by Hilton Ann Arbor

4 out of 5
Kerrytown
Save 100% on your flight
Price was $1,713, price is now $1,373 per person
$1,373
per person
Oct 16 - Oct 19
found 3 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Holiday Inn Express & Suites Rochester Hill - Detroit Area by IHG

Holiday Inn Express & Suites Rochester Hill - Detroit Area by IHG

2.5 out of 5
Rochester Hills
Price was $614, price is now $495 per person
$495
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Detroit (DTW)
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. Guests will appreciate freebies like continental breakfast and free self parking.

Top Pittsfield hotels deals

Ann Arbor Regent Hotel & Suites

Ann Arbor Regent Hotel & Suites

3 out of 5
2455 Carpenter Road Ann Arbor MI
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $127 total per night
$127 total
Sep 2 - Sep 3
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

Days Inn by Wyndham Ann Arbor

2 out of 5
2380 Carpenter Road Ann Arbor MI
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $87 total per night
$87 total
Sep 1 - Sep 2
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 on-the-go breakfast and free self parking.
Pool
Hot Tub
Ann Arbor North Inn

Ann Arbor North Inn

2.5 out of 5
2300 Green Road Ann Arbor MI
Get rates
Free self parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. Express check-out and luggage storage are also provided.
Pet friendly
Parking included
Splash Universe Resort

Splash Universe Resort

3 out of 5
100 Whitetail Drive Dundee MI
$81 nightly
The price is $88 total per night
$88 total
Sep 21 - Sep 22
Total with taxes and fees
A water park and an indoor pool are featured at this smoke-free hotel. Enjoy the hot tub and perks like free self parking and free WiFi. A lobby fireplace, a computer station, and laundry facilities are also on offer.
Pool
Hot Tub
La Quinta Inn & Suites by Wyndham Detroit Metro Airport

La Quinta Inn & Suites by Wyndham Detroit Metro Airport

3 out of 5
30847 Flynn Drive Romulus MI
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $106 total per night
$106 total
Sep 8 - Sep 9
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
Weber's Hotel & Restaurant

Weber's Hotel & Restaurant

4 out of 5
3050 Jackson Road Ann Arbor MI
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $188 total per night
$188 total
Aug 31 - Sep 1
Total with taxes and fees
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.
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.

Stay near popular Pittsfield attractions

Briarwood Mall

8.4/10 (1,001 reviews)
You can enjoy retail therapy at Briarwood Mall during your trip to Ann Arbor. You can attend a sporting event while in the area.
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Frequently asked questions

How much are vacation packages to Pittsfield?
You'll find an amazing flight and hotel bundle from just $434. 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.

Photos of local treasures

Browse Pittsfield vacation photos for more inspiration

An aerial view of a town with a prominent church featuring a red and white steeple, surrounded by green spaces and intersecting roads.
A modern building with vertical wooden slats and a traditional brick tower with arched windows.
A historic building with green trees in front.
A modern building with a brick facade and a glass structure.
A modern building with vertical wooden panels and large glass windows.