Pittsfield Trips (flight + hotel)

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Top hotels in Pittsfield

Best Western Cooperstown Inn & Suites
Best Western Cooperstown Inn & Suites
2.5 out of 5
50 Commons Drive, Cooperstown, NY
Fully refundableReserve now, pay when you stay
The price is P13,661 per night from Jul 28 to Jul 29
P13,661
P15,574 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Convenient to dreams park"

Reviewed on Jul 3, 2025

Best Western Cooperstown Inn & Suites
Red Roof Inn Norwich
Red Roof Inn Norwich
2 out of 5
75 N Broad St, Norwich, NY
Fully refundableReserve now, pay when you stay
The price is P5,360 per night from Jul 13 to Jul 14
P5,360
P6,003 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (272 reviews)
Clean but malodorous
"The room was excellent, clean and comfortable. The only issue was due to renovations they were doing. There was a noxious odor throughout the building. Once renovation is complete it will be a great place."

Reviewed on Jul 2, 2025

Red Roof Inn Norwich
Lake View Motel
Lake View Motel
2 out of 5
6805 State Highway 80, Cooperstown, NY
The price is P9,875 per night from Jul 7 to Jul 8
P9,875
P11,454 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (989 reviews)
"This motel was on a lake and the views were beautiful!"

Reviewed on Jul 1, 2025

Lake View Motel
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.

Popular places to visit

Frequently asked questions

How much does a Pittsfield vacation package cost?
You'll find cheap prices on Expedia for your Pittsfield escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Pittsfield costs.
What are the cheapest months to go to Pittsfield?
To score cheap Pittsfield vacation packages, organize your trip outside of peak periods such as public holidays. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Pittsfield?
With a well-organized itinerary, you can easily hit the top Pittsfield attractions in a few days. But if you prefer to discover hidden gems or go on day trips, think about booking your Pittsfield vacation for longer.
How to find the best Pittsfield package deals?
Begin your search for a Pittsfield package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Pittsfield package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pittsfield getaway off to a flying start.
Is it cheaper to book a Pittsfield vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can tailor your Pittsfield escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Pittsfield?
If you're planning a spur-of-the-moment Pittsfield getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Pittsfield?

  1. Choose your travel dates: What you'd like to do in Pittsfield and your preferred season will help you decide when to go.
  2. Plan your budget wisely: Besides the cost of your stay, you should consider other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Pittsfield.
  3. Determine how many days away: Start by compiling a list of the activities and sights you want to experience in Pittsfield. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodations: After you've settled on your dates and duration, book the perfect 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.