Pittsfield Vacation Packages 2026 from $646

Pittsfield flight + hotel vacation packages

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

Homeport Inn and Tavern

$646

per person

Apr 16 - Apr 19

found 1 day ago

Roundtrip non-stop flight included

Kansas City (MCI) to Bangor (BGR)

A restaurant and a bar/lounge are featured at this inn. A terrace, a garden, and a library are also on offer.

The Pathmaker Hotel

$1,006

per person

Apr 28 - May 4

found 16 hours ago

Roundtrip non-stop flight included

Columbus (CMH) to Bangor (BGR)

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

Hearthside Inn

$929

per person

Apr 28 - May 4

found 16 hours ago

Roundtrip non-stop flight included

Columbus (CMH) to Bangor (BGR)

This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a lobby fireplace, and a communal living room are also on offer.

The Inn on Mount Desert

$989

per person

Apr 28 - May 4

found 16 hours ago

Roundtrip non-stop flight included

Columbus (CMH) to Bangor (BGR)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Families will appreciate the arcade/game room and onsite laundry facilities. Business travelers can take advantage of the express check-in.

Fireside Inn & Suites - Belfast

$1,006

per person

Apr 28 - May 4

found 16 hours ago

Roundtrip non-stop flight included

Columbus (CMH) to Bangor (BGR)

This hotel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. There's a sauna on site, and a 24-hour front desk and a terrace are also provided.

Top Pittsfield hotels deals

The Cozy Home- New, Comfortable, Centrally located

Pittsfield ME

$273 nightly

$298 total

Mar 22 - Mar 23

Total with taxes and fees

This vacation home features laundry facilities.

Pine Tree Trail Lodge

129 Morrill St Pittsfield ME

Get rates

This bed & breakfast 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 and an off-leash area. Enjoy the a full-service spa and conveniences like a garden and barbecue grills.

Fireside Inn & Suites Waterville

376 Main Street Waterville ME

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$117 total

Mar 1 - Mar 2

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.

Holiday Inn Express & Suites Waterville - North by IHG

332 Main St Waterville ME

Free Cancellation

$91 nightly

$99 total

Feb 22 - Feb 23

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.

The Skowhegan By Kasa

7 Island Ave Skowhegan ME

$138 nightly

$151 total

Mar 17 - Mar 18

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A communal living room and a virtual front desk are also provided.

Lockwood Hotel

9 Main St Waterville ME

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$217 total

Feb 24 - Feb 25

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking is offered and the front desk is staffed around-the-clock.

Pet friendly

Parking included

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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.

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.

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 $646. 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.