Deals on vacations and trips to Pittsfield
Save when you book Pittsfield package deals
Pittsfield flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Pine Tree Trail Lodge
Price was $1,013, price is now $857 per person
$857
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Hotel Ursa
Price was $969, price is now $945 per person
$945
per person
Jan 22 - Jan 26
found 5 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Bangor (BGR)
A gym, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a library are also on offer.
Top Pittsfield hotels deals
Pine Tree Trail Lodge
Pittsfield Maine
$271 nightly
The price is $273 total per night
$273 total
Dec 16 - Dec 17
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Angel Mist Retreat Garage Apartment
Pittsfield ME
$283 nightly
The price is $309 total per night
$309 total
Dec 16 - Dec 17
Total with taxes and fees
This condo features free WiFi in public areas, a garden, and laundry facilities.
Kitchen
Washer
Fireside Inn & Suites Waterville
376 Main Street Waterville ME
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $108 total per night
$108 total
Dec 28 - Dec 29
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
$106 nightly
The price is $116 total per night
$116 total
Dec 18 - Dec 19
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 Skowhegan By Kasa
7 Island Ave Skowhegan ME
$132 nightly
The price is $144 total per night
$144 total
Jan 2 - Jan 3, 2026
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, barbecue grills, and a virtual front desk are also on offer.
Pet friendly
Parking included
Best Western Plus Waterville Grand Hotel
375 Main Street Waterville ME
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $114 total per night
$114 total
Dec 17 - Dec 18
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
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.
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