Pittsfield Vacation Packages

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Your Pittsfield Vacation

Say bye-bye to planning hassles and hello to a Pittsfield vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Main Street, which is great for bars and pubs, culture and dining. You'll want to do some exploring during your trip to Pittsfield. Don't miss major attractions such as University of Michigan, Michigan Stadium and University of Michigan Museum of Art. Browse Expedia's wide range of travel options and start organizing your dream vacation to Pittsfield today.

Top Pittsfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Detroit/Auburn Hills

Hyatt Place Detroit/Auburn Hills

3 out of 5
per person
Jul. 20 - Jul. 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Detroit (DTW)
7.8/10 Good! (1,000 reviews)
Close to shopping outlet

Reviewed on May 20, 2024

Royal Park Hotel

Royal Park Hotel

4 out of 5
per person
Jul. 20 - Jul. 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Detroit (DTW)
9.4/10 Exceptional! (1,003 reviews)
Nice place to stay, big rooms and food good. I think I had bad luck where something was going on in bar downstairs and I had to ask for music to be stopped 4am. No event, so unsure what was happening

Reviewed on May 19, 2024

Hollywood Casino at Greektown

Hollywood Casino at Greektown

4 out of 5
Downtown Detroit
per person
Jul. 20 - Jul. 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Detroit (DTW)
8.6/10 Excellent! (1,397 reviews)
I like it’s connected to casino

Reviewed on May 22, 2024

MotorCity Casino Hotel

MotorCity Casino Hotel

4.5 out of 5
North Corktown
per person
Jul. 20 - Jul. 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Detroit (DTW)
8.6/10 Excellent! (3,182 reviews)
We stayed for two nights for a quick visit. The hotel was good for our short stay.

Reviewed on May 20, 2024

Hyatt Place Detroit/Livonia

Hyatt Place Detroit/Livonia

3 out of 5
per person
Jul. 20 - Jul. 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Detroit (DTW)
8.6/10 Excellent! (1,001 reviews)
clean and quiet and the Front desk clerk Ms ELLOUT WAS AMAZINGLY NICE GREAT JOB

Reviewed on May 23, 2024

Pittsfield Hotel Deals

Ann Arbor Regent Hotel & Suites
Ann Arbor Regent Hotel & Suites
3 out of 5
2455 Carpenter Road, Ann Arbor, MI
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from May 27 to May 28
CA $154
CA $171 total
includes taxes & fees
May 27 - May 28
8.8/10 Excellent! (1,000 reviews)
"The property was dated but very clean and comfortable. The only negative is that breakfast was terrible. You can do better. the space is very small for a hotel of this size too."

Reviewed on May 17, 2024

Ann Arbor Regent Hotel & Suites
Days Inn by Wyndham Ann Arbor
Days Inn by Wyndham Ann Arbor
2 out of 5
2380 Carpenter Road, US 23 & Washtenaw Ave, Ann Arbor, MI
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from May 30 to May 31
CA $93
CA $103 total
includes taxes & fees
May 30 - May 31
4/10 (1,001 reviews)
"The free breakfast was good, but there are no fast food shops nearby."

Reviewed on May 9, 2024

Days Inn by Wyndham Ann Arbor
Quality Inn & Suites Ann Arbor Hwy 23
Quality Inn & Suites Ann Arbor Hwy 23
2.5 out of 5
2376 Carpenter Rd., Ann Arbor, MI
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Jun. 16 to Jun. 17
CA $119
CA $132 total
includes taxes & fees
Jun 16 - Jun 17
5.2/10 (999 reviews)
"In the afternoon & evening there was never anyone at the reception area to answer any question. Very poor breakfast for the extraordinary high daily rate. We requested an extra hour to check out even offered to pay, but the answer was a flat “no”"

Reviewed on May 6, 2024

Quality Inn & Suites Ann Arbor Hwy 23
See all 664 properties in Pittsfield
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Pittsfield vacation package cost?
Go from wondering to wandering with our Pittsfield vacation packages, which start from only CA $679. Pick the hotels and flights that suit your travel plans. Then, add on a few tours or experiences for an incredible getaway.
How do I get a cheap travel package to Pittsfield?
Combine your hotel and flight bookings, toss in extras such as tours, and save with a Pittsfield vacation package. You won’t just score big discounts on your adventure — you’ll have lots of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 air carriers and 1,000,000 hotels globally. Your next grand adventure begins right here, right now!
How far in advance should I book my Pittsfield vacation?
It’s hard to pick the best time for airfares, but we generally suggest the earlier, the better. Most international flights on Expedia become available up to 12 months in advance. If you’re booking at the last minute, fear not. Bargain prices appear from time to time within a few weeks of departure dates.
What does an Expedia Pittsfield travel package include?
Travel packages include rental cars, hotels and flights, but you can combine any of them to create your dream Pittsfield vacation. You can also add on some activities and experiences once you’ve made your booking. You’re in the driver’s seat! When you combine your bookings with Expedia, you’ll enjoy discounts you won’t find anywhere else.
What should I know before booking a Pittsfield travel package?
Whether it’s relaxation or adventure you’re seeking, a Pittsfield vacation package lets you plan your escape your way. Plus, you’ll get access to great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Pittsfield Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation package. You can pick and choose your flights, hotels and more. We have access to more than 550 partner airlines worldwide, so you have lots of choice when arranging your Pittsfield getaway.
If I'm not able to travel, can I cancel my Pittsfield vacation package?
We get it — life sometimes gets in the way of your plans. If you’ve booked a Pittsfield vacation package and need to change or cancel it, we can help. We recommend taking a look at our Customer Service Portal first for information. But in general, if you’ve taken out your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it’s more than 24 hours, your airline, hotel or car rental company may impose a fee.

Discover the most popular places to visit in Pittsfield

Image for University of Michigan

University of Michigan

4.5/5(61 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.

University of Michigan
Image for Michigan Stadium

Michigan Stadium

4.5/5(33 reviews)

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

Michigan Stadium
Image for Exhibit Museum of Natural History at the University Of Michigan

Exhibit Museum of Natural History at the University Of Michigan

Science and history are fun to explore at this family-friendly museum. Exhibits are geared to appeal to students, community members and visitors.

Exhibit Museum of Natural History at the University Of Michigan

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.