Deals on vacations and trips to Pittsfield

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Pittsfield flight + hotel vacation packages

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Mount Battie Inn

Mount Battie Inn

2.5 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 22
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Bangor (BGR)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A terrace, a garden, and a picnic area are also on offer.
Eden Village Motel & Cottages

Eden Village Motel & Cottages

2.5 out of 5
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Bangor (BGR)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls, an off-leash area, and pet-sitting services. A terrace, a picnic area, and express check-out are also on offer.
Bar Harbor Main Street Apartments

Bar Harbor Main Street Apartments

3.5 out of 5
Downtown Bar Harbor
Save 100% on your flight
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Bangor (BGR)
The apartment doesn't skimp on freebies - guests receive free continental breakfast and free self parking.
3BedroomApt Pool CampFire PlayArea

3BedroomApt Pool CampFire PlayArea

3 out of 5
Save 100% on your flight
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Bangor (BGR)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this apartment. A garden is also provided.
Cottage Street Downtown New Apartment

Cottage Street Downtown New Apartment

2 out of 5
Downtown Bar Harbor
Save 100% on your flight
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Bangor (BGR)
This apartment features laundry facilities.

Top Pittsfield hotels deals

Family, Friends and Fun for all

Family, Friends and Fun for all

2 out of 5
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This vacation home features a garden, laundry facilities, and barbecue grills.
Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment

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This condo features free WiFi in public areas, a garden, and laundry facilities.
Kitchen
Washer
Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

2 out of 5
376 Main Street, Waterville, ME
Free Cancellation
Reserve now, pay when you stay
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This hotel features a hot tub, a gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. Free parking, a business center, and free WiFi in public areas are also offered.
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
Free Cancellation
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This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
The Elmwood

The Elmwood

2.5 out of 5
455 Kennedy Memorial Dr, Waterville, ME
Free Cancellation
Reserve now, pay when you stay
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This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Pet friendly
Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel

3 out of 5
375 Main Street, Waterville, ME
Free Cancellation
Reserve now, pay when you stay
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This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
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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

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

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

Frequently asked questions

How much are vacation packages to Pittsfield?
Travelocity offers great package deals to Pittsfield, as well as flights and hotels, starting from an impressive $816. With all that extra cash, you could purchase some cool tours or maybe even tack on a few extra days to your exciting adventure.
Where can I get the best vacation package deals for Pittsfield?
Travelocity can help you snag an awesome Pittsfield package deal. With as many as 400 air carriers and 1,000,000 properties worldwide, we’re sure you’ll be able to craft the perfect itinerary.
Why should I book my Pittsfield vacation bundle with Travelocity?
From our 24/7 customer support to our range of amazing destinations, we’re dedicated to giving you the most unforgettable escape. All you have to do is to click and book — our Price Match Guarantee will make sure you get the best price.
Can I save money on my Pittsfield car rental if I bundle it with a hotel or flight?
With a Pittsfield vacation package, you can combine your flight, car and hotel bookings and save a tidy sum. If you want to uncover the best of this wonderful area, why not make tracks to Franconia Notch State Park? This must-see sight is 120 mi from Pittsfield. With a rental car, you’ll be there in a flash.
Which airport is best for Pittsfield?
Bangor Intl. Airport (BGR) (30 mi away from the downtown area), Hancock County - Bar Harbor Airport (BHB) (55 mi away from central Pittsfield) and Knox County Regional Airport (RKD) (50 mi away from central Pittsfield) are all great options for Pittsfield.
Where should I stay when visiting Pittsfield?
The The OverNight Library ~ 1/2 mile off I-95 is popular with many visitors. Book soon before it’s too late.

Photos of local treasures

Browse Pittsfield vacation photos for more inspiration