Pittsfield Vacations from $416

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Your Pittsfield Vacation

Our Pittsfield vacation packages give you the power to create your own adventure. Tailor your getaway to your needs and interests and make every moment count in this wonderful city. JW Parks Golf Course is among the popular attractions to add to your sightseeing agenda during a trip to Pittsfield. Stop daydreaming and start adventuring. Browse the wide range of options on Expedia today and put your Pittsfield vacation plans in motion!

The Latest Pittsfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Queen City Inn

Queen City Inn

3 out of 5
Price was $517, price is now $416 per person
$416
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bangor (BGR)
6.6/10 (1,003 reviews)
Just on the outskirts.

Reviewed on Jan 9, 2026

Country Inn at The Mall

Country Inn at The Mall

2 out of 5
Price was $751, price is now $573 per person
$573
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bangor (BGR)
9.4/10 Exceptional! (2,448 reviews)
The staff was great. It was a traditional breakfast and a nice room.

Reviewed on Jan 17, 2026

The Pathmaker Hotel

The Pathmaker Hotel

2 out of 5
Price was $648, price is now $517 per person
$517
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bangor (BGR)
9.8/10 Exceptional! (332 reviews)
Absolutely in LOVE with this hotel, rooms and restaurant! Very chic, clean, amazing customer service checking in and out! Cant say enough great things about the included breakfast 😋 so delicious! Definitely going back for a summer stay in Bar Harbor!

Reviewed on Jan 17, 2026

Quality Inn at Bangor Mall

Quality Inn at Bangor Mall

2.5 out of 5
Price was $632, price is now $512 per person
$512
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bangor (BGR)
8.2/10 Very Good! (1,003 reviews)
Room was clean but had a vague smell of cigarette smoke.

Reviewed on Jan 11, 2026

Quality Inn Bangor Airport

Quality Inn Bangor Airport

3.5 out of 5
Price was $599, price is now $495 per person
$495
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bangor (BGR)
6.8/10 (1,060 reviews)
Staff was nice. Cleaniness was fine. Just a bit felt" low grade"

Reviewed on Jan 10, 2026

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Discover the most popular places to visit in Pittsfield

JW Parks Golf Course

Enjoy a round of golf in Pittsfield at JW Parks Golf Course. Make some time to visit the shops while you're in the area.

JW Parks Golf Course

Pittsfield Hotel Deals

Pine Tree Trail Lodge

Pine Tree Trail Lodge

3 out of 5
129 Morrill St Pittsfield ME
Get rates
Pine Tree Trail Lodge
The Cozy Home- New, Comfortable, Centrally located

The Cozy Home- New, Comfortable, Centrally located

2 out of 5
Pittsfield ME
$223 nightly
The price is $243 total per night from Jan 22 to Jan 23
$243 total
Jan 22 - Jan 23
Total with taxes and fees
Great host great stay

Reviewed on Nov 24, 2025

The Cozy Home- New, Comfortable, Centrally located
Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

2 out of 5
376 Main Street Waterville ME
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $118 total per night from Jan 21 to Jan 22
$118 total
Jan 21 - Jan 22
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Nice hotel

Reviewed on Jan 13, 2026

Fireside Inn & Suites Waterville
See all 234 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.

Find the Best Pittsfield Vacation Packages

Pittsfield Essential Information

Language
English
Currency
U.S dollars
Population
3,200
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Eaton Mountain, Great Moose Lake and JW Parks Golf Course

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Frequently asked questions

How much does a Pittsfield vacation package cost?
You'll find cheap prices from $416 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 vacation to Pittsfield costs.
What are the cheapest months to go to Pittsfield?
You're likely to find reduced prices and better availability in September, November and December. Explore our cheap Pittsfield vacation packages and you could get some great off-season discounts.
How many days is enough for Pittsfield?
Generally, a handful of days is enough to see the main sights during your Pittsfield vacation. But if you prefer to have some time to unwind or take day trips, consider extending your itinerary.
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 vacation package well in advance.
Is it cheaper to book a Pittsfield vacation as a package?
Expedia vacation 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 customized Pittsfield vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Pittsfield vacation packages?
Jet off on your ideal getaway to Pittsfield with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or wait for the next payday — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snap up travel deals before they sell out.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.