Pittsfield Trips (flight + hotel)

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Top hotels in Pittsfield

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 P6,014 per night from Jul 6 to Jul 7
P6,014
P6,946 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (1,022 reviews)
"I have been here many times for business and professional conventions. I especially love the cultural heritage-based atmosphere and cuisine. You will not be disappointed staying here."

Reviewed on Jun 26, 2025

Oneida Casino Hotel
Hotel J Green Bay
Hotel J Green Bay
2 out of 5
2620 S. Packerland Dr, Green Bay, WI
Fully refundableReserve now, pay when you stay
The price is P9,049 per night from Jul 23 to Jul 24
P9,049
P10,452 total
Jul 23 - Jul 24
includes taxes & fees
9/10 Wonderful! (1,091 reviews)
Green Bay One Night Stay
"We stayed for one night and everything was excellent. Check-in was a breeze and the guy checking us in was very nice. The pool and hot tub were very nice. The breakfast was the best I have ever seen! The beds were comfortable and the room was clean. If we are ever in the Green Bay area again, we ..."

Reviewed on Jun 26, 2025

Hotel J Green Bay
Hawthorn Extended Stay by Wyndham Green Bay
Hawthorn Extended Stay by Wyndham Green Bay
3 out of 5
335 W Saint Joseph Street, Green Bay, WI
Fully refundableReserve now, pay when you stay
The price is P4,181 per night from Jul 8 to Jul 9
P4,181
P4,829 total
Jul 8 - Jul 9
includes taxes & fees
7.8/10 Good! (999 reviews)
"Spacious studio suites… are stay was very quiet 👍 Could have used some dish soap! Friendly staff and helpful offering choices for dinner! Breakfast was also good!"

Reviewed on Jun 22, 2025

Hawthorn Extended Stay by Wyndham Green Bay
See all 644 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.