Pittsfield Packages (Flight + Hotel)

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Top hotels in Pittsfield

Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

2 out of 5
376 Main Street, Waterville, ME
Fully refundableReserve now, pay when you stay
The price is ฿4,762 per night from 24 Aug to 25 Aug
฿4,762
฿5,191 total
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (999 reviews)
Exceptional
"Everyone was so pleasant and pet friendly specially where I have a Service Dog."

Reviewed on 19 Aug 2025

Fireside Inn & Suites Waterville
The Elmwood

The Elmwood

2.5 out of 5
455 Kennedy Memorial Dr, Waterville, ME
Fully refundableReserve now, pay when you stay
The price is ฿4,852 per night from 28 Aug to 29 Aug
฿4,852
฿5,289 total
28 Aug - 29 Aug
includes taxes & fees
8.4/10 Very Good! (458 reviews)
"Amanda at check in was fantastic! Room recently refurbished, clean, and comfortable."

Reviewed on 16 Aug 2025

The Elmwood
Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

2.5 out of 5
332 Main St, Waterville, ME
Fully refundable
The price is ฿4,409 per night from 4 Sept to 5 Sept
฿4,409
฿4,806 total
4 Sept - 5 Sept
includes taxes & fees
8.6/10 Excellent! (784 reviews)
"The pool was not clean and had an awful smell. The staff was very limited. Asked about lost and found at 7:30pm and was told to check back in the morning because there was no staff with knowledge about lost and found at that time."

Reviewed on 18 Aug 2025

Holiday Inn Express & Suites Waterville - North by IHG
See all 240 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 break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Pittsfield costs.
What are the cheapest months to go to Pittsfield?
Travel in the shoulder or low season and you're likely to score cheap Pittsfield holiday packages. Keep in mind that public holidays and major festivals and events can have an impact on prices, so do your research before booking.
How many days is enough for Pittsfield?
The ideal length of your Pittsfield holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to visit all the major attractions and discover some hidden gems along the way.
How to find the best Pittsfield package deals?
Use Expedia's filters to find some terrific Pittsfield package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Pittsfield package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Pittsfield holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still have the freedom to create a customised Pittsfield holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Pittsfield?
If you have your Pittsfield travel dates finalized, book early to bag some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Pittsfield?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Pittsfield.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and flights. Your accommodation will probably be the largest expense during your trip to Pittsfield.
  3. Decide how long to go for: Now that you're up to speed on Pittsfield, you can figure out the right length of your holiday. Create a rough plan and give yourself enough time to cover everything you want to see.
  4. Combine your airfare and accommodation: After you've nailed down your trip dates and duration, book the ideal 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.