Pittsfield Holidays

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    Save up to S$134 when you book a flight and hotel together*
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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$184 per night from 9 Sept to 10 Sept
S$184
9 Sept - 10 Sept
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
"Perfect for what we needed and the room was really nice and accommodating"

Reviewed on 13 Aug, 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
7/10 Good! (1,001 reviews)
"Had a short stay to visit the museums and attractions in Cooperstown. The hotel was about a half hour from Cooperstown and away from the crowds. The pool was closed. The hotel smelled a bit musty and some fixtures need to be updated but it was clean and comfortable. Plenty of places to eat within ..."

Reviewed on 9 Aug, 2025

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The Marx Hotel
The Baseball Hotel

The Baseball Hotel

2 out of 5
10 Gould Avenue, Richfield Springs, NY
7.4/10 Good! (514 reviews)
"It was convenient, location"

Reviewed on 14 Aug, 2025

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The Baseball Hotel
See all 987 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.

Popular places to visit

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 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.

* 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.