Pittsfield Vacations from $482

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Your Pittsfield Vacation

Enjoy unforgettable adventures when you lock in a Pittsfield vacation package. Whether you're a history buff, foodie or just a traveler who loves to discover new places, there's something for everyone in this exciting city. Like some inspiration on what to do or see first during your trip to Pittsfield? Check out leading attractions like JW Parks Golf Course. Whoever you're taking a break with and whether your budget is big or small, your dream Pittsfield vacation is just a few clicks away with Expedia.

The Latest Pittsfield Vacation Packages

Prices and availability subject to change. Additional terms may apply.
Hotel Ursa

Hotel Ursa

2.5 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Orlando (MCO) to Bangor (BGR)
9.8/10 Exceptional! (10 reviews)
Sparkling new property inaugurated during my stay. On campus of University of Maine. Cordial staff. Good value.

Reviewed on Apr 24, 2024

3BedroomApt Pool CampFire PlayArea

3BedroomApt Pool CampFire PlayArea

3.5 out of 5
per person
Jul 1 - Jul 6
Roundtrip non-stop flight included
Charlotte (CLT) to Bangor (BGR)
No reviews
Cedar Crest Inn

Cedar Crest Inn

2.5 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Tampa (TPA) to Bangor (BGR)
8.8/10 Excellent! (397 reviews)
This is not really in Camden ptoper. It is on the border with Rockport. It really an old motel.

Reviewed on Oct 29, 2023

Taylor Edes Inn

Taylor Edes Inn

3 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Tampa (TPA) to Bangor (BGR)
9.6/10 Exceptional! (234 reviews)
Would have loved more of a breakfast.

Reviewed on Apr 9, 2024

Bangor Suites Airport Hotel

Bangor Suites Airport Hotel

3.5 out of 5
per person
May 25 - Jun 1
Roundtrip non-stop flight included
Orlando (MCO) to Bangor (BGR)
6.6/10 (491 reviews)
The heat was on which we really appreciate, and the staff were excellent

Reviewed on Apr 22, 2024

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

Pittsfield Hotel Deals

Holiday Inn Express & Suites Waterville - North, an IHG Hotel
Holiday Inn Express & Suites Waterville - North, an IHG Hotel
2.5 out of 5
332 Main St, Waterville, ME
Fully refundable
The price is $153 per night from May 1 to May 2
$153
$167 total
includes taxes & fees
May 1 - May 2
8.6/10 Excellent! (583 reviews)
"Good value for the price we paid."

Reviewed on Apr 16, 2024

Holiday Inn Express & Suites Waterville - North, an IHG Hotel
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 $139 per night from Apr 26 to Apr 27
$139
$152 total
includes taxes & fees
Apr 26 - Apr 27
8.8/10 Excellent! (249 reviews)
Do it! Worth it
"The staff was friendly, helpful, great attitudes and “not foreign” which isn’t the best way to say it."

Reviewed on Apr 22, 2024

The Elmwood
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 $160 per night from Apr 28 to Apr 29
$160
$175 total
includes taxes & fees
Apr 28 - Apr 29
8.8/10 Excellent! (1,000 reviews)
"Very nice staff. Clean and comfortable rooms. Convenient location."

Reviewed on Apr 21, 2024

Fireside Inn & Suites Waterville
See all 175 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Pittsfield vacation package cost?
Starting from just $482, a vacation package is your ticket to cheaper travel. Create your own Pittsfield trip by selecting from our great range of hotels, flights and rental cars.
How do I get a cheap travel package to Pittsfield?
Our Pittsfield vacation packages offer plenty of savings for the savvy traveler. For the best deal, simply combine your hotel, flights and extras (such as activities) into a budget-friendly package. But bargain prices are just the beginning of your next awesome adventure. Book with Expedia and you’ll have more than 550 air carriers and 1,000,000 hotel options around the world to select from. No matter your budget, there’s a package here just for you.
Where should I stay in Pittsfield?
Pittsfield has several wonderful places to discover, such as Northern Light Sebasticook Valley Hospital. Spend your nights in a hotel close by and make sightseeing a breeze.
How far in advance should I book my Pittsfield vacation?
Travelers are generally able to compare international flights on Expedia within 12 months of the departure date. Booking last minute? With a stroke of luck, it’s still possible to nab an affordable ticket just weeks before your flight.
What does an Expedia Pittsfield travel package include?
Flights, rental cars and hotels — we’ve got them all. With Expedia, you can create your Pittsfield package the way you want. All you have to do is decide what you need. Once you’ve made your booking, you can add on fun things like activities and tours. The more you bundle, the bigger your savings!
What should I know before booking a Pittsfield travel package?
You can save a tidy sum by bundling your hotels, flights and rental cars. Once you’ve created your package, you can add on sightseeing tours or experiences. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Pittsfield Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation package. You’re in charge! We have access to more than 550 airline partners around the world, so you have loads of choice when creating your Pittsfield trip.
If I'm not able to travel, can I cancel my Pittsfield vacation package?
If your vacation plans in Pittsfield have been upended, it’s a relief to know that it is possible to cancel your booking. If you booked in the last 24 hours, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge fees. To learn more, visit our Customer Service Portal.

Discover the most popular places to visit in Pittsfield

Image for Northern Light Sebasticook Valley Hospital

Northern Light Sebasticook Valley Hospital

Though Northern Light Sebasticook Valley Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Pittsfield while you are here.

Northern Light Sebasticook Valley Hospital
Image for JW Parks Golf Course

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

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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.