Find Family Hotels in Pittsfield, ME

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Top Pittsfield Family Hotels

Holiday Inn Express & Suites Waterville - North by IHG

2.5 star property
Waterville
8.6 out of 10, Excellent, (860)
"Room was Clean.hot coffee served and good. Breakfast was good too. 2nd time we stayed will return again"
United States
Clinton
The price is SAR 323
SAR 352 total
includes taxes & fees
5 Jan - 6 January 2026
Holiday Inn Express & Suites Waterville - North by IHG

Fireside Inn & Suites Waterville

2.0 star property
Waterville
8.8 out of 10, Excellent, (1002)
"Clean room and friendly staff. "
United States
Julie
The price is SAR 375
SAR 409 total
includes taxes & fees
24 Dec - 25 Dec
Fireside Inn & Suites Waterville

Hampton Inn Waterville

2.5 star property
Waterville
9.2 out of 10, Wonderful, (590)
"Amazing breakfast, quiet and easy parking. "
United States
Samantha
The price is SAR 462
SAR 504 total
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn Waterville

Best Western Plus Waterville Grand Hotel

3.0 star property
Waterville
7.4 out of 10, Good, (1000)
"Very helpful staff and a wonderful breakfast included."
United States
Pat
The price is SAR 393
SAR 428 total
includes taxes & fees
10 Dec - 11 Dec
Best Western Plus Waterville Grand Hotel

Canaan Motel

2.5 star property
Canaan
9.8 out of 10, Exceptional, (51)
"Room was very clean and the beds were extremely comfortable. "
United States
John
The price is SAR 458
SAR 499 total
includes taxes & fees
9 Dec - 10 Dec
Canaan Motel

The Cabin Skowhegan

Skowhegan
9.8 out of 10, Exceptional, (50)
"Great place to stay. Highly recommend. Owner was very kind and helpful. Cabin was worth the money."
United States
Sue
The price is SAR 375
SAR 790 total
includes taxes & fees
9 Dec - 10 Dec
The Cabin Skowhegan

Sister A-Frame in Woods B

Oakland
10.0 out of 10, Exceptional, (8)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is SAR 453
SAR 857 total
includes taxes & fees
9 Dec - 10 Dec
Sister A-Frame in Woods B

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

2.0 star property
Oakland
10.0 out of 10, Exceptional, (15)
"Diane was amazing and accommodating! Our stay was an amazing success!"
United States
Livia S.
The price is SAR 531
SAR 1,025 total
includes taxes & fees
9 Dec - 10 Dec
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Private cabin on 30 acres, close to skiing, snowmobile & amenities

Madison
10.0 out of 10, Exceptional, (42)
"The cabin amd property were fantastic! Secluded location, loved the fire pit. Great central location for out door activities. "
United States
Susan Appt E.
The price is SAR 469
SAR 1,276 total
includes taxes & fees
16 Dec - 17 Dec
Private cabin on 30 acres, close to skiing, snowmobile & amenities

Pretty old house in Newport with WiFi

2.0 star property
Newport
The price is SAR 450
SAR 1,015 total
includes taxes & fees
10 Dec - 11 Dec
Pretty old house in Newport with WiFi
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.

Top Pittsfield Hotel Reviews

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Frequently asked questions

What's Pittsfield like for family-friendly vacations?
The welcoming destination of Pittsfield is a good choice if you've been considering a getaway with your kids. The golfing and restaurants are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Waterville, ME (WVL-Robert Lafleur), which is located 22.6 mi (36.3 km) from the city center.
When's the best time to book a family-friendly vacation 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 there to see and do with your family in Pittsfield?
While you and the family are vacationing in Pittsfield, you might want to check out some of the attractions here such as Eaton Mountain, Sebasticook Lake, and Sandy Pond. Make sure you have lots of time for activities like Kennebec River and Great Moose Lake.