Pittsfield Vacation Packages 2026 from $500

Pittsfield flight + hotel vacation packages

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

Country Inn at The Mall

$500

per person

Sep 19 - Sep 23

found 1 day ago

Roundtrip non-stop flight included

Columbus (CMH) to Bangor (BGR)

A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A 24-hour business center, a lobby fireplace, and a picnic area are also on offer.

Mount Battie Inn

Save 100% on your flight

$769

per person

Sep 16 - Sep 22

found 1 day ago

Roundtrip flight included

Columbus (CMH) 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.

Belfast Harbor Inn

$818

per person

Sep 3 - Sep 7

found 1 day 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.

Days Inn Bar Harbor

$801

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Bangor (BGR)

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Moseley Cottage Inn & Town Motel

Downtown Bar Harbor

$976

per person

Aug 28 - Aug 31

just found

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.

Top Pittsfield hotels deals

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

Pittsfield ME

$208 nightly

$227 total

Jul 15 - Jul 16

Total with taxes and fees

This vacation home features laundry facilities.

Angel Mist Retreat Garage Apartment

Pittsfield ME

$282 nightly

$308 total

Jul 11 - Jul 12

Total with taxes and fees

This condo features free WiFi in public areas, a garden, and laundry facilities.

Fireside Inn & Suites Waterville

376 Main Street Waterville ME

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$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.

The Elmwood

455 Kennedy Memorial Dr Waterville ME

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$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.

Holiday Inn Express & Suites Waterville - North by IHG

332 Main St Waterville ME

Free Cancellation

$118 nightly

$129 total

Jul 12 - Jul 13

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.

Best Western Plus Waterville Grand Hotel

375 Main Street Waterville ME

Free Cancellation

Reserve now, pay when you stay

$103 nightly

$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.

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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.

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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 $500. 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.