Deals on vacations and trips to Pittsfield

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Pittsfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Belfast Harbor Inn

Belfast Harbor Inn

3.5 out of 5
Price was $963, price is now $776 per person
$776
per person
Sep 3 - Sep 7
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Bangor (BGR)
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Eden Village Motel & Cottages

Eden Village Motel & Cottages

2.5 out of 5
Save 100% on your flight
Price was $1,520, price is now $1,147 per person
$1,147
per person
Aug 12 - Aug 16
found 11 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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.
Moseley Cottage Inn & Town Motel

Moseley Cottage Inn & Town Motel

3 out of 5
Downtown Bar Harbor
Price was $1,219, price is now $976 per person
$976
per person
Aug 28 - Aug 31
found 22 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Bangor (BGR)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a lobby fireplace, and a computer station are also on offer.
Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages

3 out of 5
Price was $1,255, price is now $1,007 per person
$1,007
per person
Aug 12 - Aug 16
found 11 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Bangor (BGR)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Bar Harbor Condos

Bar Harbor Condos

2.5 out of 5
Price was $1,956, price is now $1,648 per person
$1,648
per person
Sep 3 - Sep 7
found 24 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Bangor (BGR)
This aparthotel includes luggage storage and laundry facilities. Take advantage of the free self parking.

Top Pittsfield hotels deals

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome

Pittsfield ME
$208 nightly
The price is $227 total per night
$227 total
Jul 15 - Jul 16
Total with taxes and fees
This vacation home features laundry facilities.
Kitchen
Washer
Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment

Pittsfield ME
$282 nightly
The price is $308 total per night
$308 total
Jul 11 - Jul 12
Total with taxes and fees
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
$120 nightly
The price is $131 total per night
$131 total
Jul 12 - Jul 13
Total with taxes and fees
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.
Pool
Hot Tub
The Elmwood

The Elmwood

2.5 out of 5
455 Kennedy Memorial Dr Waterville ME
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $130 total per night
$130 total
Jul 12 - Jul 13
Total with taxes and fees
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
Parking included
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
$118 nightly
The price is $129 total per night
$129 total
Aug 9 - Aug 10
Total with taxes and fees
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
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
$103 nightly
The price is $112 total per night
$112 total
Jul 12 - Jul 13
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Pet friendly
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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.

Stay near popular Pittsfield attractions

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.
See properties

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 $776. 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

An aerial view of a town with autumn-colored trees, a central green field, and surrounding residential areas.
An aerial view of a town with autumn foliage, a river, and a sports field.
A grassy field with a white house and trees with autumn foliage.