Pittsfield Vacation Packages

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Top Pittsfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers

3 out of 5
Price was CA $1,301, price is now CA $1,064 per person
CA $1,064
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Green Bay (GRB)
8.6/10 Excellent! (711 reviews)
The property was clean and the complimentary breakfast was good both days as they had varied hot options between the two mornings we stayed. The room accommodations with a separate seating area was essential to our stay with small children along with a newborn for a little separation during late night wake ups.

Reviewed on Aug. 18, 2025

Sleep Inn & Suites Green Bay South

Sleep Inn & Suites Green Bay South

2.5 out of 5
Price was CA $1,603, price is now CA $1,268 per person
CA $1,268
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Green Bay (GRB)
8.6/10 Excellent! (913 reviews)
Thebhotel was convenient to everything I needed, and easily accessible from the highway. The layout of the room was unique I would say. Not crazy about the pocket door for the bathroom and no fan to turn on in the bathroom when showering. The water was very hard and the faucet for the sink not easy to control. Decent pool that looked nice.

Reviewed on Aug. 18, 2025

Hampton Inn Appleton-Fox River Mall Area

Hampton Inn Appleton-Fox River Mall Area

2.5 out of 5
Price was CA $1,603, price is now CA $1,273 per person
CA $1,273
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Appleton (ATW)
9.4/10 Exceptional! (1,000 reviews)
Everything was clean. The employees, especially the front desk and the housekeeper on the 2nd floor was awesome. They were friendly, welcoming and helpful. I will recommend this place and stay here again.

Reviewed on Aug. 18, 2025

Cobblestone Hotel & Suites-Little Chute

Cobblestone Hotel & Suites-Little Chute

3 out of 5
Price was CA $1,522, price is now CA $1,228 per person
CA $1,228
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Appleton (ATW)
9.4/10 Exceptional! (570 reviews)
very clean and comfortable. Nice hot breakfast. Welcoming lobby. Very nice place would stay there again.

Reviewed on Aug. 17, 2025

Hyatt Regency Green Bay

Hyatt Regency Green Bay

3.5 out of 5
Downtown
Price was CA $2,317, price is now CA $1,912 per person
CA $1,912
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Green Bay (GRB)
8.8/10 Excellent! (1,006 reviews)
It has laundry facilities, a pool, restaurant and it is convenient to the freeway. The rooms are spacious and comfortable.

Reviewed on Aug. 19, 2025

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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 CA $147 per night from Aug 25 to Aug 26
CA $147
CA $170 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (1,114 reviews)
"Clean and cozy"

Reviewed on Aug. 18, 2025

Oneida Casino Hotel
Tundra Lodge

Tundra Lodge

3.5 out of 5
865 Lombardi Ave, Green Bay, WI
The price is CA $135 per night from Sep 17 to Sep 18
CA $135
CA $194 total
Sep 17 - Sep 18
includes taxes & fees
7.4/10 Good! (1,336 reviews)
"N/a"

Reviewed on Aug. 19, 2025

Tundra Lodge
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 CA $98 per night from Aug 25 to Aug 26
CA $98
CA $114 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (1,168 reviews)
"Great stay and close to pickup for packer games!"

Reviewed on Aug. 18, 2025

Hotel J Green Bay
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.
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Frequently asked questions

How much does a Pittsfield vacation package cost?
You can grab a vacation package to this popular destination from CA $1,064 on Expedia. But how much your vacation to Pittsfield costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Pittsfield?
If you're looking to book a cheap Pittsfield vacation package, consider planning a trip in January, February and April. You'll usually find better rates on flights and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Pittsfield?
Usually, a handful of days is enough to see the top attractions during your Pittsfield vacation. But if you'd like to have some time to kick back or go on day trips, think about extending your itinerary.
How to find the best Pittsfield package deals?
Bagging a cheap Pittsfield package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Pittsfield package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Pittsfield vacation as a package?
You can enjoy significant savings on your Pittsfield getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pittsfield?
If you have your Pittsfield vacation dates confirmed, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Pittsfield?

  1. Choose when to travel: Check your diary and get your bags packed. Your favourite season and the activities available will also help you decide when to escape to Pittsfield.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and airfares. Your accommodations will likely be the largest expense during your trip to Pittsfield.
  3. Decide your trip length: Consider how long you'd like to spend discovering Pittsfield. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Pittsfield vacation package that brings all your bookings together.

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