Pittsfield Holidays

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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 S$394 per night from 18 Jun to 19 Jun
S$394
18 Jun - 19 Jun
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"It was great, airport shuttle was convenient"

Reviewed on 11 Jun, 2025

Best Western Cooperstown Inn & Suites
The Marx Hotel
The Marx Hotel
2.5 out of 5
55 Market St, Oneonta, NY
Fully refundableReserve now, pay when you stay
7.2/10 Good! (1,004 reviews)
"Front desk clerk worked with me to find a room that would suit our needs! And she did that all with a smile."

Reviewed on 10 Jun, 2025

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The Marx Hotel
Super 8 by Wyndham Oneonta/Cooperstown
Super 8 by Wyndham Oneonta/Cooperstown
2.5 out of 5
4973 St Hwy 23, Oneonta, NY
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 6 Jul to 7 Jul
S$148
6 Jul - 7 Jul
includes taxes & fees
7.8/10 Good! (1,006 reviews)
OK stay
"The stay was a little disappointing. Our bed had some "Low" spots in it. There was a dog in the next room that would bark every so often. And my Wife had found Ants in the Bathroom the day that we were checking out. The Low spots in the bed was a bit annoying, but not the end of the world. The Dog ..."

Reviewed on 27 May, 2025

Super 8 by Wyndham Oneonta/Cooperstown
See all 966 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’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 holiday to Pittsfield costs.
What are the cheapest months to go to Pittsfield?
To score cheap Pittsfield holiday packages, organise 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-organised 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 holiday 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 holiday as a package?
An Expedia holiday package could land you great savings when compared to booking accommodation 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 holiday 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 accommodation: After you’ve settled on your dates and duration, book the perfect Pittsfield holiday package for you.

Popular places to visit

Unadilla Motocross

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

Unadilla Motocross

* 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.