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.
Ann Arbor North Inn
Thurston
Price was CA $1,112, price is now CA $799 per person
CA $799
per person
Aug 24 - Aug 31
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Detroit (DTW)
7.8/10 Good! (1,017 reviews)
Conveniently located. Comfortable bed. Great shower. Excellent staff.
Reviewed on Jul 12, 2026
American Inn & Suites Waterford
Price was CA $1,013, price is now CA $794 per person
CA $794
per person
Aug 24 - Aug 31
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Detroit (DTW)
5.6/10 (1,004 reviews)
In three nights I stayed there no fresh towels room was a little out dated.
Reviewed on Jul 12, 2026
Ann Arbor Regent Hotel & Suites
Price was CA $1,736, price is now CA $1,432 per person
CA $1,432
per person
Aug 24 - Aug 31
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Detroit (DTW)
9/10 Wonderful! (1,470 reviews)
The room was clean, the entire hotel was actually clean indoor and out. The pool is very small, as well as the hot tub. The game area is nice but you have to give your ID in order to play the games and there’s no game play after 10 same for the pool closing at 10. The room service wasn’t great, I would’ve liked our towels changed out and although the shower supplies say “Dove” I’m pretty certain it’s not lol. Overall the stay was good and I’d stay there again. Just a few little things I’d change.
Reviewed on Jul 12, 2026
Pittsfield Hotel Deals
Ann Arbor Regent Hotel & Suites
2455 Carpenter Road Ann Arbor MI
The price is CA $157 per night from Aug 2 to Aug 3
CA $157
CA $175 total
Aug 2 - Aug 3
includes taxes & fees
9/10 Wonderful! (1,503 reviews)
"The room was clean, the entire hotel was actually clean indoor and out. The pool is very small, as well as the hot tub. The game area is nice but you have to give your ID in order to play the games and there’s no game play after 10 same for the pool closing at 10. The room service wasn’t great, I ..."
Reviewed on Jul 12, 2026
Days Inn by Wyndham Ann Arbor
2380 Carpenter Road Ann Arbor MI
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Jul 14 to Jul 15
CA $110
CA $123 total
Jul 14 - Jul 15
includes taxes & fees
5/10 (1,021 reviews)
"Good"
Reviewed on Jul 12, 2026
La Quinta Inn & Suites by Wyndham Detroit Metro Airport
30847 Flynn Drive Romulus MI
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Aug 11 to Aug 12
CA $121
CA $135 total
Aug 11 - Aug 12
includes taxes & fees
8.4/10 Very good! (2,623 reviews)
"The room was clean but they need to deep clean and just buy new sheets for the beds. It’s to many spots on them. Also doors were dirty well the bathroom door was really dirty with spots and the shower needs to be cleaner, like the walls at the top of the ceiling. I had to kill spiders"
Reviewed on Jul 12, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
