Pittsfield Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    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 S$159 per night from 17 Jun to 18 Jun
S$159
17 Jun - 18 Jun
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"It was great"

Reviewed on 12 Jun, 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
9/10 Wonderful! (1,069 reviews)
"Staff was very nice, room was clean and looked exactly like the pictures."

Reviewed on 8 Jun, 2025

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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 S$104 per night from 22 Jun to 23 Jun
S$104
22 Jun - 23 Jun
includes taxes & fees
7.8/10 Good! (999 reviews)
"Our stay was just OK. The property and the room photos on Expedia must have an amazing filter applied to them because in real life they were dark and out dated. The property could use some updating inside and out. Breakfast was good and filling. Clerks were nice. Housekeeping forgot to put towels ..."

Reviewed on 8 Jun, 2025

Hawthorn Extended Stay by Wyndham Green Bay
See all 642 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.