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Family Hotels & Resorts in Oakland from AU$141

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Best Oakland Family Hotels

Discover Oakland charm near Colby College 10 min

2.0 star property
Oakland
10.0 out of 10, Exceptional, (6)
"New, clean and had everything we needed. "
United States
Lara B.
The price is AU$410
includes taxes & fees
22 Dec - 23 Dec
Discover Oakland charm near Colby College 10 min

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 AU$416
includes taxes & fees
9 Dec - 10 Dec
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

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 AU$348
includes taxes & fees
9 Dec - 10 Dec
Sister A-Frame in Woods B

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 AU$200
includes taxes & fees
9 Dec - 10 Dec
Canaan Motel

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 AU$141
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Express & Suites Waterville - North by IHG

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 AU$202
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn Waterville

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 AU$320
includes taxes & fees
9 Dec - 10 Dec
The Cabin Skowhegan

Minutes to Colby

Waterville
8.8 out of 10, Excellent, (22)
"Close to our event, great communication, clean, comfortable & cozy"
United States
Shelly B.
The price is AU$289
includes taxes & fees
15 Dec - 16 Dec
Minutes to Colby

Wilson Lake Inn

3.0 star property
Wilton
9.2 out of 10, Wonderful, (203)
"Beautiful lake setting, friendly courteous staff!"
United States
Janice
The price is AU$229
includes taxes & fees
1 Jan - 2 Jan 2026
Wilson Lake Inn

Comfort Inn & Suites Wilton

2.5 star property
Wilton
9.4 out of 10, Exceptional, (867)
"No complaints about our stay, 10/10 in all aspects "
United States
Emily
The price is AU$294
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Wilton
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 Oakland Hotel Reviews

Frequently asked questions

What's Oakland like for family-friendly holidays?
The destination of Oakland is a good option if you've been considering a getaway with the children. The famous monuments and restaurants are just a couple of things that make this the ideal place for a family holiday. Arrange a flight into Waterville, ME (WVL-Robert Lafleur), which is the closest airport, or Augusta, ME (AUG-Augusta State), which is located 15.8 mi (25.4 km) from the city centre.
When's the best time to book a family-friendly holiday in Oakland?
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 Oakland are January, March, December and February, with each month seeing an average of 23 cm of snowfall.
What's there to see and do with your family in Oakland?
While you and your family are visiting Oakland, you may want to explore some child-friendly attractions such as Waterville Opera House and Quarry Road Trails. Make sure that you have lots of time for activities such as Common Street Arts and Belgrade Lakes Chain.

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