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Check Pittsfield hotel prices

Tonight
May 29 - May 30
Tomorrow night
May 30 - May 31
This weekend
May 31 - Jun 2
Next weekend
Jun 7 - Jun 9

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Compare 185 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Exterior
The Mill Inn
3.0 star property
8.4 out of 10, Very Good, (85)
"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 AED 758
AED 827 total
includes taxes & fees
1 Jun - 2 Jun
The Mill Inn
Living area
Taylor Edes Inn
3.0 star property
9.6 out of 10, Exceptional, (240)
"We picked the room with a king bed, but could have chosen the room with the queen and a porch. Sleep was comfy cozy. Shower was great! A little pool, hot tub, fire pit and bluetooth wifi to the tv was a great bonus. We were able to pull up with our trailer and side by side...Trails were a short ride the down the road. The owner Dave was helpful and kind. "
The price is AED 474
AED 516 total
includes taxes & fees
30 May - 31 May
Taylor Edes Inn
Room
Freedom House B&B
3.0 star property
9.8 out of 10, Exceptional, (116)
"It felt like home "
The price is AED 547
AED 597 total
includes taxes & fees
6 Jun - 7 Jun
Freedom House B&B
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Reception
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."
Guilford Bed and Breakfast
Chalet Cabin
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
9.8 out of 10, Exceptional, (103)
"Debbie is amazing and her the family are extremely kind and absolutely thoughtful. I hope I let the cabin in good condition it served me perfectly."
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
Exterior
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 AED 613
AED 668 total
includes taxes & fees
30 May - 31 May
Brewster Inn
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
9.8 out of 10, Exceptional, (134)
"Beautiful property, plenty of room, wonderful amenities. A place you can go to unplug and spend quality time with loved ones. The owners were friendly, and willing to help with anything we needed. We had an amazing time and wished we could stay longer, my kids didn't want to leave. I 100% recommend and we will be booking again."
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
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 AED 516
AED 1,131 total
includes taxes & fees
30 May - 31 May
Angel Mist Retreat Garage Apartment
new patio
Rustic intown country apartment on the Moosehead trail
9.6 out of 10, Exceptional, (31)
"The owner was very friendly and accommodating. The space she offered was very clean and thoughtfully appointed with all the dishes, cookware, towels and other things one might need. I would stay here again."
The price is AED 239
AED 440 total
includes taxes & fees
2 Jun - 3 Jun
Rustic intown country apartment on the Moosehead trail
Property grounds
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
Kayaks, canoe and paddleboat
Waterfront Lakehouse
9.8 out of 10, Exceptional, (46)
"Wonderful place to stay! Our family loves coming here."
Waterfront Lakehouse
Maine Cottage of a Quilt Maker
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
Main house patio and fire place.
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
Exterior
Cozy Apt by ITS 85 Trail, ½ Mi to Lake Wassookeag!
3.5 star property
Cozy Apt by ITS 85 Trail, ½ Mi to Lake Wassookeag!
Living area
Chic & Central Apartment ~ 6 Mi to Sebec Lake!
3.0 star property
Chic & Central Apartment ~ 6 Mi to Sebec Lake!
Harmony Vacation Rental | 3BR | 1BA | 1,600 Sq Ft | Stairs Required
Secluded Harmony Cabin w/ Deck, Dock, Boats!
7.8 out of 10, Good, (6)
"We did not enjoy our stay at all! We had no idea how far it was off the main road and had to call the property manager and she assured us we were on the right road. We finally found the chain link fence but could not locate the mailbox for the keys. I thought a mailbox would be beside the road. We called the property manager a second time and she did not answer. I finally found the mailbox on the fence behind a branch. We arrived after dark and quickly found out that the end of the right railing...
Secluded Harmony Cabin w/ Deck, Dock, Boats!
The private guest suite has a key-code entrance and dedicated parking space.
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
Exterior
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!
Living area
Palmyra Cottage w/ Deck on Whites Pond!
3.5 star property
Palmyra Cottage w/ Deck on Whites Pond!
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.

Stay near popular Pittsfield attractions

Image for Northern Light Sebasticook Valley Hospital

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.

See properties
Northern Light Sebasticook Valley Hospital
Image for JW Parks Golf Course

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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JW Parks Golf Course

Frequently asked questions

Where can I learn more about changing or cancelling my trip to Pittsfield?

For more details about updating your trip to Pittsfield or cancelling it, head over to our customer service page.

What's the weather like in Pittsfield?

The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Pittsfield are January, March, December, and April, with each month seeing an average of 10 inches of snowfall.

Recent reviews of Pittsfield hotels
Expedia verified reviews

Taylor Edes Inn

Taylor Edes Inn

5/5 Excellent
Our 1 night stay
"We picked the room with a king bed, but could have chosen the room with the queen and a porch. Sleep was comfy cozy. Shower was great! A little pool, hot tub, fire pit and bluetooth wifi to the tv was a great bonus. We were able to pull up with our trailer and side by side...Trails were a short ride the down the road. The owner Dave was helpful and kind. "
A verified traveler stayed at Taylor Edes Inn
Posted 3 days ago
Taylor Edes Inn