Pittsfield Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to ฿4,531 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

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 ฿3,217 per night from 13 Jul to 14 Jul
฿3,217
฿3,716 total
13 Jul - 14 Jul
includes taxes & fees
8.6/10 Excellent! (1,025 reviews)
"Economical and up to date. Great value and lots of amenities."

Reviewed on 12 Jul 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 ฿5,216 per night from 21 Jul to 22 Jul
฿5,216
฿6,025 total
21 Jul - 22 Jul
includes taxes & fees
9/10 Wonderful! (1,113 reviews)
"Breakfast included, great!"

Reviewed on 10 Jul 2025

Hotel J Green Bay
Hyatt Regency Green Bay
Hyatt Regency Green Bay
3.5 out of 5
333 Main St, Green Bay, WI
Fully refundableReserve now, pay when you stay
The price is ฿3,088 per night from 20 Jul to 21 Jul
฿3,088
฿3,567 total
20 Jul - 21 Jul
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"I like this hotel, second time staying here. Disappointed they don't do the breakfast buffet anymore. Attempted to take an evening swim in the pool after a long day of driving. There was what appeared to be an entire baseball team of boys who took over the pool, eventually there was hardly anywhere ..."

Reviewed on 6 Jul 2025

Hyatt Regency Green Bay
See all 638 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 can pick up a holiday package to this destination on Expedia. However, how much your holiday 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 holiday packages. Travelling in less busy periods means you can usually find better prices on accommodation 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 holiday. 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 holiday package well in advance.
Is it cheaper to book a Pittsfield holiday as a package?
You can enjoy significant savings on your next Pittsfield getaway by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday 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 favourite 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 accommodation: After you've settled on your trip dates and duration, book the right Pittsfield holiday package for you.

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