Deals on vacations and trips to Pittsfield

Save when you book Pittsfield package deals

Choose two or more items and save on your trip:

Pittsfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Country Inn at The Mall

Country Inn at The Mall

2 out of 5
Price was $763, price is now $673 per person
$673
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Eden Village Motel & Cottages

Eden Village Motel & Cottages

2.5 out of 5
Price was $1,182, price is now $895 per person
$895
per person
Dec 3 - Dec 6
found 18 hours ago
Roundtrip non-stop flight included
Houston (IAH) 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.
The Pathmaker Hotel

The Pathmaker Hotel

2 out of 5
Price was $909, price is now $793 per person
$793
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Pine Tree Trail Lodge

Pine Tree Trail Lodge

3 out of 5
Price was $1,784, price is now $1,562 per person
$1,562
per person
Nov 15 - Nov 21
found 5 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Bangor (BGR)
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.
Hearthside Inn

Hearthside Inn

2.5 out of 5
Price was $915, price is now $816 per person
$816
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.

Top Pittsfield hotels deals

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95

Pittsfield ME
$208 nightly
The price is $227 total per night
$227 total
Oct 19 - Oct 20
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
Oct 18 - Oct 19
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
$111 nightly
The price is $121 total per night
$121 total
Nov 1 - Nov 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.
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
$105 nightly
The price is $115 total per night
$115 total
Nov 15 - Nov 16
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
Lockwood Hotel

Lockwood Hotel

4 out of 5
9 Main St Waterville ME
Free Cancellation
Reserve now, pay when you stay
$194 nightly
The price is $211 total per night
$211 total
Nov 4 - Nov 5
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
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
$114 nightly
The price is $124 total per night
$124 total
Nov 1 - Nov 2
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
Don't see what you're looking for?
See all available properties in Pittsfield
View all properties
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 $673. 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.