Title: Pittsfield Vacation Packages 2026 from $655 | 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 $655 ## 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. ![Seascape Motel & Cottages](https://images.trvl-media.com/lodging/97000000/96020000/96018700/96018650/dbda7691_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Seascape Motel & Cottages $655 per person May 17 - May 21 found 1 day ago Roundtrip flight included New York (NYC) to Bangor (BGR) 9.6/10 Exceptional! (142 reviews) An unbelievably cute and recently renovated road-side stay! Our host was extremely attentive, communicative, and courteous with travel amenities. The room came stocked with recommended brochures and scrutinies, coffee and tea, bathroom cotton products, and much more. The pool was closed at the time of our visit, but there was a on-sight fire pit with plenty of seating. We loved our night in this motel and will absolutely come back! Reviewed on Oct 22, 2025 ![Whitehall](https://images.trvl-media.com/lodging/2000000/1530000/1524700/1524689/fc9d4831_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Whitehall $663 per person May 17 - May 21 found 1 day ago Roundtrip flight included New York (NYC) to Bangor (BGR) 9.2/10 Wonderful! (606 reviews) An excellent mid coast option! Quiet, comfortable, and walkable to downtown Camden & the ocean. Reviewed on Oct 30, 2025 ![Fireside Inn & Suites - Belfast](https://images.trvl-media.com/lodging/1000000/50000/42600/42579/aca803ee_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fireside Inn & Suites - Belfast $841 per person May 27 - Jun 3 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to Bangor (BGR) 9/10 Wonderful! (1,002 reviews) I book a room based on a heated indoor pool. And though this establishment did in fact have a beautiful indoor pool. The pool itself was not heated. The room surrounding the pool was heated but not the pool water itself. Actually it was pretty chilly. The room was clean enough but the bed was very uncomfortable. And; finally; most establishments offer a free continental breakfast with your stay. Not here! There was a charge for everything in the cafeteria area. My thoughts on this were that if I was going to pay over $4 for a muffin I was going to go to a restaurant and pay for a muffin where I could at least have it grilled. Other than that; everything was acceptable Reviewed on Mar 9, 2026 ![The Belmont Inn](https://images.trvl-media.com/lodging/34000000/33390000/33387800/33387796/3de12652_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Belmont Inn $842 per person May 17 - May 21 found 1 day ago Roundtrip flight included New York (NYC) to Bangor (BGR) 9.8/10 Exceptional! (49 reviews) This is a beautiful B & B with lovely gardens all around the property. The rooms were unique and well furnished and very clean. Breakfasts were amazing! Kim, the owner, is very kind and recommended restaurants in the area for us to try. The Inn is also very walkable into town for shopping and meals. Highly recommend this place! Reviewed on Sep 21, 2025 ![Elms of Camden](https://images.trvl-media.com/lodging/3000000/2320000/2319000/2318982/b29882e9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Elms of Camden $833 per person May 17 - May 21 found 1 day ago Roundtrip flight included New York (NYC) to Bangor (BGR) 9.6/10 Exceptional! (171 reviews) James and Gary were amazing hosts and we really enjoyed our stay with them. Reviewed on Oct 18, 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/2026-04-11/2026-04-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=AUG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6053891) ### 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=3%2F25%2F2026&endDate=3%2F26%2F2026&selected=121376376&PinnedHotelID=121376376&HadPinnedHotel=true®ionId=6053891) [](https://expedia.com/Hotel-Search?startDate=3%2F25%2F2026&endDate=3%2F26%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 $94 nightly $102 total Mar 22 - Mar 23 Total with taxes and fees 8.6/10 Excellent! (884 reviews) Very impressed, the price was great, the cleanliness, and the breakfast was exceptional. Reviewed on Mar 10, 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 $95 nightly $104 total Mar 12 - Mar 13 Total with taxes and fees 7.6/10 Good! (1,000 reviews) Love it Reviewed on Mar 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=22003&PinnedHotelID=22003&HadPinnedHotel=true®ionId=6053891) [See all 240 properties in Pittsfield](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F12%2F2026&endDate=3%2F13%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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