Pittsfield Holidays

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Pittsfield Holiday

Our pick of the best 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 NZ$219 per night from 31 Aug to 1 Sept
NZ$219
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (1,159 reviews)
"Very polite and professional staff."

Reviewed on 18 Aug. 2025

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 NZ$176 per night from 1 Sept to 2 Sept
NZ$176
1 Sept - 2 Sept
includes taxes & fees
4.4/10 (1,010 reviews)
"We had great service the staff was very friendly and helpful. I would like to say one the that would be help is a handicap ramp into the pool area. it was a little hard getting into with a wheelchair and walker"

Reviewed on 15 Aug. 2025

Days Inn by Wyndham Ann Arbor
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
Fully refundableReserve now, pay when you stay
The price is NZ$185 per night from 24 Aug to 25 Aug
NZ$185
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (2,190 reviews)
"Excellent facility for layovers at DTW airport. Nice breakfast, shuttle to and from airport."

Reviewed on 16 Aug. 2025

La Quinta Inn & Suites by Wyndham Detroit Metro Airport
See all 775 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.

Frequently asked questions

How much does a Pittsfield holiday package cost?
You'll find cheap prices on Expedia for your Pittsfield getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your holiday to Pittsfield costs.
What are the cheapest months to go to Pittsfield?
If you're hoping to score a cheap Pittsfield holiday package, consider travelling in December, January and February. You'll usually find lower prices on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Pittsfield?
With a well-planned schedule, you can easily visit the most popular Pittsfield sights in a few days. But if you'd like to explore off the beaten track or go on day tours, think about booking your Pittsfield holiday for longer.
How to find the best Pittsfield package deals?
Begin your search for a Pittsfield package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Pittsfield package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Pittsfield escape underway.
Is it cheaper to book a Pittsfield holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Pittsfield holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Pittsfield?
If you're considering an impromptu Pittsfield adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Pittsfield?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Pittsfield.
  2. Set a budget: Consider costs such as flights, food and transportation when working out how much to save for your trip to Pittsfield. Then, pick a hotel that matches your budget, whether that's a low-cost stay or a swankier getaway.
  3. Decide how long to go away for: Now that you're more familiar with Pittsfield, you can work out the right length of your holiday. Create a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customised Pittsfield holiday package.

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