Pittsfield Vacation Packages 2026 from $637

Pittsfield flight + hotel vacation packages

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

Country Inn at The Mall

$637

per person

Sep 21 - Sep 25

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) 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

$1,242

per person

Aug 8 - Aug 15

found 1 day ago

Roundtrip non-stop flight included

Akron (CAK) 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.

Hollywood Casino Bangor

$664

per person

Sep 21 - Sep 25

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Bangor (BGR)

A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and free airport shuttle. You'll appreciate the gym, bar/lounge, and laundry facilities.

3Bedroom2Bath CarriageHouse Pet Friendly

$2,583

per person

Sep 4 - Sep 7

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Bangor (BGR)

This vacation home includes a garden and barbecue grills. Take advantage of the free self parking.

Eden Village Motel & Cottages

$1,632

per person

Aug 22 - Aug 27

found 18 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Top Pittsfield hotels deals

Angel Mist Retreat Garage Apartment

Pittsfield ME

$285 nightly

$311 total

Jul 1 - Jul 2

Total with taxes and fees

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

Kitchen

Washer

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

Pittsfield ME

$211 nightly

$230 total

Jul 6 - Jul 7

Total with taxes and fees

This vacation home features laundry facilities.

Kitchen

Washer

Fireside Inn & Suites Waterville

376 Main Street Waterville ME

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$120 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

Holiday Inn Express & Suites Waterville - North by IHG

332 Main St Waterville ME

Free Cancellation

$110 nightly

$120 total

Jul 5 - Jul 6

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

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.

Breakfast included

Parking included

Best Western Plus Waterville Grand Hotel

375 Main Street Waterville ME

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$130 total

Jul 3 - Jul 4

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.

Popular places to visit

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 $637. 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.