Best Resorts in Pittsfield

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 4 Resorts in Pittsfield with updated reviews, rates, and availability.

North Woods 12' Teepee Resort
Property grounds

North Woods 12' Teepee Resort

7.6 out of 10, Good, (4)
"It was peaceful "
North Woods 12' Teepee Resort
North Woods 16' Teepee Resort
Property grounds

North Woods 16' Teepee Resort

8.0 out of 10, Very Good, (7)
"We arrived at around 5:30pm on a Saturday and no-one was there so we found our way to the Tepee field through the horse pasture and found our name on the Tepee. We tried to figure out the shower but we couldn't start the pump taking water from the creek. upon leaving the next morning the owner-host mentioned they had all been at a wedding that afternoon. It was a cold night in July and the blankets provided were not enough to keep us warm after 2:00am."
North Woods 16' Teepee Resort
North Woods 12' Teepee Resort
Property grounds

North Woods 12' Teepee Resort

7.8 out of 10, Good, (6)
"Great quick trip. Will definitely be back for a longer stay."
North Woods 12' Teepee Resort
North Woods 18' Teepee Resort
Outdoor dining

North Woods 18' Teepee Resort

8.6 out of 10, Excellent, (4)
"We loved our stay. From the moment we entered the property and saw the horses roaming freely and the beauty of the land, we knew we were in for a unique stay. A lot of thoughtfulness and care went into the accommodations. Owners were wonderful and attentive. Overall, we highly recommend. "
North Woods 18' Teepee Resort
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.
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Other property types in Pittsfield

Family, Friends and Fun for all
Fridge, microwave, oven, stovetop

Family, Friends and Fun for all

2.0 star property
The price is $383
includes taxes & fees
$352 per night
May 3 - May 4
Family, Friends and Fun for all
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
Terrace/patio

Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding

9.8 out of 10, Exceptional, (152)
"We booked this rental for visiting family. Debbie was easy to work with and the accommodations were comfortable. Would book again!"
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
Property grounds

Cabin in scenic woods with hiking trails, firepit, horseback riding nearby

9.8 out of 10, Exceptional, (119)
"The chalet cabin was beautiful and a wonderful place to stay. Debbie was a great host and made sure we had everything we needed for our stay."
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
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

What can I expect from a resort vacation in Pittsfield?
Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you need for your trip from convenient food and drink options to activities and shopping. Browse the resort options in the area and discover the one that’s best for you, whether you envision yourself sipping drinks by a sprawling pool or heading to the spa for a deep-tissue massage.
What's a favorite resort in Pittsfield?
Our highest-rated resorts around Pittsfield: North Woods 12’ Teepee Resort - 16 mi (25.8 km) from Pittsfield. North Woods 16’ Teepee Resort - 16 mi (25.8 km) from Pittsfield. North Woods 18’ Teepee Resort - 16 mi (25.8 km) from Pittsfield. North Woods 12’ Teepee Resort - 16 mi (25.8 km) from Pittsfield.
What can I do in Pittsfield?
JW Parks Golf Course, Sebasticook Lake, and Skowhegan State Fairgrounds are a few interesting places to visit nearby. In the area, other attractions include Sandy Pond and Kennebec River.
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 February, with each month seeing an average of 9 inches of snowfall.
What's the best way to get to and around Pittsfield?
Fly into Waterville, ME (WVL-Robert Lafleur), which is located 22.6 mi (36.3 km) from the city center. Otherwise, look for flights into Bangor Intl. Airport (BGR), which is 27.9 mi (44.8 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.