Title: Pittsfield Vacation Packages 2026 from $628 | Expedia.com [Pittsfield Travel Guide](https://expedia.com/Pittsfield.dx6053891)[Hotels in Pittsfield](https://expedia.com/Pittsfield-Hotels.d6053891.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.com/Pittsfield-Vacation-Rentals.d6053891.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.com/Cheap-Flights-To-Pittsfield.d6053891.Travel-Guide-Flights)[Car Rentals in Pittsfield](https://expedia.com/Car-Rentals-In-Pittsfield.d6053891.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6053891/e124ee8c-ae83-4b84-a855-aa1b84989f74.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pittsfield Vacations from $628 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Pittsfield Vacation Our Pittsfield vacation packages give you the power to create your own adventure. Tailor your getaway to your needs and interests and make every moment count in this wonderful city. [JW Parks Golf Course](https://www.expedia.com/JW-Parks-Golf-Course-Pittsfield.d6334477.Vacation-Attraction) is among the popular attractions to add to your sightseeing agenda during a trip to Pittsfield. Stop daydreaming and start adventuring. Browse the wide range of options on Expedia today and put your Pittsfield vacation plans in motion! ## The Latest Pittsfield vacation packages Price found within the past 48 hours. Click for updated prices. ![Mount Battie Inn](https://images.trvl-media.com/lodging/2000000/1080000/1075700/1075611/3804e559_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mount Battie Inn $628 per person May 21 - May 24 found 8 hours ago Roundtrip non-stop flight included Detroit (DTW) to Bangor (BGR) 8.8/10 Excellent! (323 reviews) The room was very nice and comfortable and was a real convenient location for us. The area is gorgeous and owners were absolutely wonderful and kind. Reviewed on Oct 19, 2025 ![Hotel Ursa](https://images.trvl-media.com/lodging/99000000/98490000/98480500/98480473/376e42c0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Ursa $704 per person May 16 - May 20 found 9 hours ago Roundtrip non-stop flight included Dallas (DFW) to Bangor (BGR) 9.6/10 Exceptional! (657 reviews) Great place to stay on campus Reviewed on Mar 3, 2026 ![Homeport Inn and Tavern](https://images.trvl-media.com/lodging/11000000/10920000/10917600/10917561/82f5d727_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Homeport Inn and Tavern $846 per person May 21 - May 24 found 9 hours ago Roundtrip non-stop flight included Detroit (DTW) to Bangor (BGR) 9.6/10 Exceptional! (291 reviews) We absolutely loved our stay here. Dinner at the tavern was wonderful, and the breakfast was delicious and healthy. The room was cozy and clean and the decor and design of the entire inn was lovely. We would absolutely stay again! Reviewed on Mar 4, 2026 ![Moseley Cottage Inn & Town Motel](https://images.trvl-media.com/lodging/12000000/11460000/11460000/11459943/7abfa5c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Moseley Cottage Inn & Town Motel Downtown Bar Harbor $752 per person May 16 - May 20 found 9 hours ago Roundtrip non-stop flight included Dallas (DFW) to Bangor (BGR) 9.4/10 Exceptional! (560 reviews) Great value for location. Clean rooms, easy check in/out. Reviewed on Oct 30, 2025 ![Historic 2 Cats Inn](https://images.trvl-media.com/lodging/95000000/94870000/94869200/94869126/3bbd726a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Historic 2 Cats Inn $1,030 per person May 7 - May 12 found 7 hours ago Roundtrip non-stop flight included Detroit (DTW) to Bangor (BGR) 8.4/10 Very Good! (5 reviews) Staff was excellent both the Inn and the Restaurant. Responsive to our messages and very helpful. Can’t wait to go back in the future. Reviewed on Sep 30, 2025 Don't see what you're looking for? See all available trips from Columbus to Pittsfield [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-20/2026-04-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=AUG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Pittsfield #### 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. [](https://expedia.com/JW-Parks-Golf-Course-Pittsfield.d6334477.Vacation-Attraction) ## Pittsfield Hotel Deals ![Pine Tree Trail Lodge](https://images.trvl-media.com/lodging/122000000/121380000/121376400/121376376/da86440d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pine Tree Trail Lodge 129 Morrill St Pittsfield ME [Get rates](https://expedia.com/Hotel-Search?startDate=4%2F3%2F2026&endDate=4%2F4%2F2026&selected=121376376&PinnedHotelID=121376376&HadPinnedHotel=true®ionId=6053891) [](https://expedia.com/Hotel-Search?startDate=4%2F3%2F2026&endDate=4%2F4%2F2026&selected=121376376&PinnedHotelID=121376376&HadPinnedHotel=true®ionId=6053891) ![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/0b519be7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express & Suites Waterville - North by IHG 332 Main St Waterville ME Fully refundable $86 nightly $94 total Mar 22 - Mar 23 Total with taxes and fees 8.6/10 Excellent! (888 reviews) Staf are friendly and fast but the room it self could use better up keep there was a stain right next to the bed on the floor the wall paper was falling off the walls and bathroom could of used cocked for the corners looked moldy Reviewed on Mar 15, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=802109&PinnedHotelID=802109&HadPinnedHotel=true®ionId=6053891) ![Best Western Plus Waterville Grand Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Waterville Grand Hotel 375 Main Street Waterville ME Fully refundableReserve now, pay when you stay $105 nightly $114 total Mar 23 - Mar 24 Total with taxes and fees 7.6/10 Good! (1,001 reviews) Clean room , friendly staff, good breakfast Reviewed on Mar 20, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F23%2F2026&endDate=3%2F24%2F2026&selected=22003&PinnedHotelID=22003&HadPinnedHotel=true®ionId=6053891) [See all 245 properties in Pittsfield](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F21%2F2026&endDate=3%2F22%2F2026®ionId=6053891) 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. ## Find the Best Pittsfield Vacation Packages ## Pittsfield Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 3,200 | | Max Temp Winter | 30ºF | | Max Temp Summer | 75ºF | | Top Sights | [Eaton Mountain](https://www.expedia.com/Eaton-Mountain-Skowhegan.d553248621532668287.Vacation-Attraction), [Great Moose Lake](https://www.expedia.com/Great-Moose-Lake-Maine.d553248635976195096.Vacation-Attraction) and [JW Parks Golf Course](https://www.expedia.com/JW-Parks-Golf-Course-Pittsfield.d6334477.Vacation-Attraction) | ## More vacations you might like 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