Pittsfield Vacations

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Find the Best Pittsfield Vacation Packages

Pittsfield Hotel Deals

Oneida Casino Hotel

Oneida Casino Hotel

3.5 out of 5
2040 Airport Dr, Green Bay, WI
Fully refundableReserve now, pay when you stay
The price is ₩148,817 per night from Aug 28 to Aug 29
₩148,817
₩171,883 total
Aug 28 - Aug 29
includes taxes & fees
8.6/10 Excellent! (1,114 reviews)
Beware of the rooms adjacent to housekeeping stora
"We asked for a suite that was not close to the elevator and instead we’re giving a suite where the elevator is actually directly adjacent to the bedroom wall. This was a service elevator and that particular room is next to housekeeping storage. Beginning at 8 AM there is a constant in and out of ..."

Reviewed on Aug 21, 2025

Oneida Casino Hotel
Hyatt Regency Green Bay

Hyatt Regency Green Bay

3.5 out of 5
333 Main St, Green Bay, WI
The price is ₩132,003 per night from Sep 14 to Sep 15
₩132,003
₩152,464 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Convenient location"

Reviewed on Aug 22, 2025

Hyatt Regency Green Bay
Tundra Lodge

Tundra Lodge

3.5 out of 5
865 Lombardi Ave, Green Bay, WI
The price is ₩135,010 per night from Sep 17 to Sep 18
₩135,010
₩193,982 total
Sep 17 - Sep 18
includes taxes & fees
7.4/10 Good! (1,346 reviews)
"Enjoyed it"

Reviewed on Aug 25, 2025

Tundra Lodge
See all 609 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 vacation package cost?
You can pick up a vacation package to this destination on Expedia. However, how much your vacation to Pittsfield costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Pittsfield?
January, February and April are great times to look for cheap Pittsfield vacation packages. Traveling in less busy periods means you can usually find better prices on accommodations and flights.
How many days is enough for Pittsfield?
Generally, a handful of days is enough to go to the main sights during your Pittsfield vacation. But if you prefer to have time to kick back or take day tours, consider extending your trip.
How to find the best Pittsfield package deals?
Use Expedia's filter tool to find some terrific Pittsfield package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Pittsfield package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Pittsfield vacation as a package?
You can enjoy significant savings on your next Pittsfield getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Pittsfield?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Pittsfield escape.
How to plan a trip to Pittsfield?

  1. Pick your dates: What you plan to do in Pittsfield and your favorite season will help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to flights and activities. Your hotel will probably be the largest expense during your trip to Pittsfield.
  3. Decide your trip length: Think about how much time you want to spend discovering Pittsfield. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, book the right Pittsfield vacation package for you.

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