Pittsfield Vacations

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Find the Best Pittsfield Vacation Packages

Pittsfield Hotel Deals

The Marx Hotel

The Marx Hotel

2.5 out of 5
55 Market St, Oneonta, NY
Fully refundableReserve now, pay when you stay
The price is ₩264,403 per night from Jul 20 to Jul 21
₩264,403
₩304,196 total
Jul 20 - Jul 21
includes taxes & fees
7/10 Good! (1,008 reviews)
"Excellent downtown location, walkable to restaurants, shops, and bars. Also easily walkable to college campuses. Price was high for the amenities, but it was all about the location."

Reviewed on Jun 30, 2025

The Marx Hotel
Best Western Cooperstown Inn & Suites

Best Western Cooperstown Inn & Suites

2.5 out of 5
50 Commons Drive, Cooperstown, NY
The price is ₩312,297 per night from Aug 17 to Aug 18
₩312,297
₩356,019 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Exceeded expectations. Very friendly staff. Very clean room. I will stay again when I return to the area."

Reviewed on Jul 14, 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 ₩145,038 per night from Aug 3 to Aug 4
₩145,038
₩162,442 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (277 reviews)
Pleasant stay
"Easy check in/out. Clean. Informative and helpful front desk👍👍 My only 2 criticisms would be that the bathroom sink water would not get hot and the shower water temps were great but water pressure was weak."

Reviewed on Jul 13, 2025

Red Roof Inn Norwich
See all 980 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.

Discover the most popular places to visit in Pittsfield

Unadilla Motocross

You can take time to visit Unadilla Motocross during your travels to New Berlin.

Unadilla Motocross

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.