Search Pittsfield hotels

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Filter by

Popular filters
Popular filters
Total price
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top hotels and accommodation in Pittsfield

Property grounds
Angel Mist Retreat Garage Apartment
10.0 out of 10, Exceptional, (6)
"This beautiful apartment was even better than represented. It had everything we wanted and more. Beautiful windows on both sides bring in sunlight and starlight. The balcony provides a space to enjoy the stars. The kitchen is well equipped, and stocked with coffee, tra and accouterments. The bedrooms are lovely and cozy. The bathroom was homey, airy and beautifully stocked. And we began and ended each day in the comfy, lovely livingroom, reading, chatting and enjoying a glass of wine with...
The price is NZ$510
per night
27 May - 28 May
Angel Mist Retreat Garage Apartment
Lake
10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug
10.0 out of 10, Exceptional, (96)
"Great"
10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug
1 bedroom, in-room safe, free WiFi, bed sheets
Cozy home great for large families and groups of friends!
10.0 out of 10, Exceptional, (3)
"This property is incredible. It's relaxing, it's clean, its beyond comfortable and cozy. Carrie, the property manager is AMAZING to work with! We even utilized candid photography. Everyone there is so pleasant and kind and totally non intrusive at all. We're deciding to do it annually now!"
Cozy home great for large families and groups of friends!
Save an average of 15% on thousands of hotels when you're signed in
Pool
Sugarmaple Lakehouse; Cozy 2.6 Acre Lakefront Retreat
10.0 out of 10, Exceptional, (19)
"This perfect house on Sebasticook Lake was everything the pictures present. We stayed for almost a week and will definitely book another week next year. One disappointing part of our trip was that the town of Newport had already drained the lake for the season on September 11 and there was not enough water to launch the boat. If you are staying here to boat and fish please call the town before booking. The property manager was very helpful and shared some lakes nearby so not was all lost."
Sugarmaple Lakehouse; Cozy 2.6 Acre Lakefront Retreat
Fridge, microwave, oven, stovetop
Peaceful, Spacious Lodge with Golf & Sunset Views
10.0 out of 10, Exceptional, (8)
"First time staying at a VRBO. Place is very nice and located in a very nice resort type location. Would definitely stay here again."
Peaceful, Spacious Lodge with Golf & Sunset Views
Smart TV, fireplace, DVD player, books
King & queen en-suite, vacation home
10.0 out of 10, Exceptional, (4)
"My husband and I absolutely loved this location. The view is spectacular and the property is immaculate. I would caution anyone traveling with older adults or very young children, there are a lot of stairs—in the house and down to the water. My father in-law claimed climbing up from the lake to the house was equivalent to climbing the Eiffel Tower. (It’s not, but you get his point.) We would stay again in a heartbeat!"
King & queen en-suite, vacation home
Beach
The modern comforts of home with easy access to Maine's natural beauty
10.0 out of 10, Exceptional, (55)
"This property was absolutely wonderful. It was so very clean and well stocked with everything you can think of that you would need or want! The location was great, so very peaceful and quiet. It was back a dirt road about 2.2 miles but that is one of the things my husband and I loved about it!!!! Fishing was awesome for us, we caught over 80 bass, most were from 3 1/2 pound to 5 pound#!!! The resident eagles LOVED to follow us around the pond as we fished! We traveled to Bangor, Greenville,...
The modern comforts of home with easy access to Maine's natural beauty
Double Room, 1 King Bed, Non Smoking
Freedom House B&B
3.0 star property
9.8 out of 10, Exceptional, (115)
"Elizabeth and her husband have created an idyllic home-away-from home in the heart of Dover-Foxcroft. Their attention to detail is impeccable, from the well-written area guide to the bedside fresh-baked chocolate chip cookies. They are the consummate hosts and I feel blessed to have had the opportunity to stay there."
The price is NZ$252
per night
19 May - 20 May
Freedom House B&B
Hiking
Guilford Bed and Breakfast
3.0 star property
9.8 out of 10, Exceptional, (25)
"What a fantastic place to stay. The owners clearly put their heart and soul into this place. The entire house is well appointed with period furnishings. The bed in the Isabella room was one of the most comfortable I of which I have had the pleasure of sleeping. Breakfast was outstanding, as well. I would stay here again without hesitation."
The price is NZ$379
per night
15 May - 16 May
Guilford Bed and Breakfast
Property grounds
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
9.8 out of 10, Exceptional, (102)
"This is a great place to stay if you're looking to enjoy peace and quiet in a true countryside environment. Debbie is super friendly and accommodating; she already had a lot of the things we were worried about needing to bring. You'll have the opportunity to enjoy wildlife, stargazing, and nature in an area with rich history."
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
Terrace/patio
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
9.8 out of 10, Exceptional, (132)
"This cabin is perfect to host a small gathering in. Parking is a bit tight but we literally fell in love! Clean, roomy, great yard and just a beautiful view. Get up early, sit on the deck and enjoy the view, there are so many deer out there! The host, Debbie, is kind and thoughtful, she answers every call immediatly! The google gps will take you to a private road, gratefully the neighbors had a utv and guided my son to the Cabins, so he wasnt lost in the dark! If you use Apple maps it will get...
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
Sun-loungers
Waterfront Lakehouse
9.8 out of 10, Exceptional, (46)
"Wonderful place to stay! Our family loves coming here."
Waterfront Lakehouse
Front of property
Taylor Edes Inn
3.0 star property
9.6 out of 10, Exceptional, (236)
"Iit is all wonderful "
The price is NZ$234
per night
15 May - 16 May
Taylor Edes Inn
Interior
Rustic intown country apartment on the Moosehead trail
9.6 out of 10, Exceptional, (29)
"The owners were comunicative and open with us. Stay was clean and kind. Great time!"
The price is NZ$176
per night
15 May - 16 May
Rustic intown country apartment on the Moosehead trail
Exterior
Cozy cabin with 200’ of waterfront on Whites Pond
9.6 out of 10, Exceptional, (25)
"It was a great cabin and a great view!"
Cozy cabin with 200’ of waterfront on Whites Pond
Property grounds
Central Maine Waterfront
9.6 out of 10, Exceptional, (4)
"Great place went hunting Dailey Clean quiet. Washer and dryer is a big plus for 2 guys hunting."
Central Maine Waterfront
Exterior
Maine Retreat for Family, Friends, & Celebrations
9.6 out of 10, Exceptional, (8)
"We had a great time at Dragonwood. The property is amazingly beautiful. Great activities for the kiddos with a relaxing environment for the adults. By far one of the greatest assets to this property was the staff. Carrie and her crew were accomodating to every request and need we had with utmost speed. You can't beat the taste of fresh Maine blueberries right off the bush. We were so lucky to be there right at the beginning of picking season."
Maine Retreat for Family, Friends, & Celebrations
Fridge, microwave, oven, stovetop
Golfer's Getaway - Luxury Studio Next to 1st Tee
9.6 out of 10, Exceptional, (4)
"Great place to stay if you just want a place to sleep. Not really suitable to eating in as there is no kitchen table or chairs and, as I discovered, no toaster for breakfast. I was there only to sleep, not eat, so it was ok for me."
Golfer's Getaway - Luxury Studio Next to 1st Tee
Front of property - evening/night
Brewster Inn
3.5 star property
9.0 out of 10, Wonderful, (57)
"It was very comfortable, you get greet by the owners and they take pride of their place and their service. Very quiet I was able to work their wi-fi service is very good, and I was able to rest too. If I go again to that area I will definitely stay there again."
The price is NZ$302
per night
15 May - 16 May
Brewster Inn
Room 5
The Mill Inn
3.0 star property
8.4 out of 10, Very good, (84)
"Nice boutique hotel in the middle of nowhere, loved the room and the self service check in and check out, I would certainly come back if I had business in the area."
The price is NZ$353
per night
15 May - 16 May
The Mill Inn
Don't see what you're looking for?
See all available properties in Pittsfield
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.

Frequently asked questions

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes! Most room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

What are some accommodation options with pools in Pittsfield?

Fireside Inn & Suites Waterville: Provides daily, a seasonal outdoor pool and free self parking. Best Western Plus Waterville Grand Hotel and Holiday Inn Express & Suites Waterville - North, an IHG Hotel are two additional hotels with an on-site pool. View all hotels with pools in Pittsfield.

What's it like to stay in Pittsfield?

Visitors can enjoy all that Pittsfield has to offer, including the restaurants, shopping and golf courses. This city also attracts tourists with its welcoming locals. In Pittsfield, there are 3 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What should I do while I'm visiting Pittsfield?

A favourite place to visit is JW Parks Golf Course. You'll also find Sebasticook Lake and Skowhegan State Fairgrounds in the area. Take a look at what more there is to see and do in Expedia's Pittsfield guide.

What's the seasonal weather in Pittsfield?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Pittsfield are January, March, December and April, with each month seeing an average of 25 cm of snowfall.