A lake surrounded by trees with autumn leaves.

Family Hotels & Resorts in Oakland from AU$153

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Check availability on Oakland Family Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Oakland family-friendly hotels

A single-story house with a gray siding exterior, a white front door, and two flower planters on either side of the entrance.
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with wooden chairs and a table.
A modern kitchen with white cabinets, a dark refrigerator, and a dining area with wooden chairs and a table.
A wooden deck with a round table and chairs, surrounded by a wooden railing.

1. Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
AU$364
includes taxes & fees
27 Sept - 28 Sept
Discover Oakland charm near Colby College 10 min
A wooden cabin with a porch, a door, and a green chair.
A cozy attic bedroom with a sloped ceiling, wooden walls, a loft bed, a small desk, and a staircase.
A cozy attic room with wooden walls, a ceiling fan, a window with blinds, a sofa with patterned cushions, and a small table.
A bedroom with a sloped ceiling and a window.

2. Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
AU$368
includes taxes & fees
28 Sept - 29 Sept
Sister A-Frame in Woods B
A bunk bed with a ladder, a patterned bedspread, and a door with a light switch.
A cozy living room with a sectional sofa, a coffee table, and a TV on a stand. There are two doors, a refrigerator, and a ceiling fan.
A covered patio with a bench and chairs, a table, and a grill.
A cozy cabin interior with a dining area, kitchen, and a large sliding glass door leading to a backyard with a view of a lake.

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

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Oakland
AU$403
includes taxes & fees
6 Oct - 7 Oct
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
A hotel lobby with a fireplace, two armchairs, a coffee table, and a wooden shelf above the fireplace.
A two-story building with a covered entrance and a lighthouse sculpture.
An indoor swimming pool with clear lane markings, a lifeguard chair, and a view of the outdoors through large windows.
A hotel room with a large bed, a sofa, two bedside lamps, and a framed picture on the wall.

4. Hampton Inn Waterville

Hampton Inn Waterville
Waterville
  • Family-friendly retreat near skiing with an indoor pool, fitness centre, and free breakfast to make the whole family smile.
AU$202
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Waterville
A hotel room with a bed, a sofa, a desk, and a chair.
A pool area with a hot tub, deck chairs, and a fenced deck.
A living room with a sofa, armchair, TV, fireplace, and a lamp.
A store interior with glass doors leading to a balcony, shelves stocked with jars of honey and maple syrup, and a box of chocolate bars on a table.

5. Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville
Waterville
  • Family fun awaits with a seasonal outdoor pool, kid-friendly dining options, and complimentary breakfast just steps from Colby College.
AU$183
includes taxes & fees
25 Oct - 26 Oct
Fireside Inn & Suites Waterville
A spacious dining area with wooden tables and chairs, large windows, and hanging light fixtures.
A swimming pool with clear water, surrounded by lounge chairs and a reception area.
A hotel entrance with a covered patio, columns, and a sign indicating it is a Best Western Plus location.
A lobby with leather sofas, a reception desk, and patterned flooring.

6. Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel
Waterville
  • Family adventure awaits with indoor pool, premium TV channels, and on-site restaurants for all.
AU$203
includes taxes & fees
25 Oct - 26 Oct
Best Western Plus Waterville Grand Hotel
A reception area with two illuminated reception desks, a wall-mounted digital display, and a shelf with various items.
A hotel room with a large bed, a desk with a chair, a small couch, and a lamp.
A hotel room with a bed, a blue sofa, a desk with a chair, a small table, and a TV.
A coffee station with two coffee machines and a variety of coffee pods and cups.

7. Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG
Waterville
  • Family-friendly waterside hotel offers indoor pool excitement and cosy comfort for all ages at the Holiday Inn Express Waterville.
AU$153
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express & Suites Waterville - North by IHG
A Comfort Inn hotel with a covered entrance, multiple windows, and a brick facade.
A covered parking area with a brick building entrance, potted plants, and a clear view of the surrounding trees and buildings.
A reception area with a red reception desk, a brown carpet, and a clock on the wall.
A hotel room with two beds, a desk, a chair, and a window with curtains.

8. Comfort Inn Augusta

Comfort Inn Augusta
Augusta
  • Family fun in Augusta with indoor pool, fitness centre, and kids' meals awaits.
AU$207
includes taxes & fees
22 Oct - 23 Oct
Comfort Inn Augusta
A hotel entrance with a prominent logo, a covered walkway, and a parking lot with marked spaces.
A bar area with a long counter, multiple stools, and a TV screen displaying a colorful image.
A cozy living room with a fireplace, wooden furniture, and a large window with blinds.
A modern bar area with a long counter, multiple stools, and a seating area with tables and chairs.

9. Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel
Augusta
  • Kid-centered fun at Maine Evergreen awaits, with an outdoor pool, premium TV channels, and evening entertainment for family memories.
AU$211
includes taxes & fees
25 Oct - 26 Oct
Maine Evergreen Hotel, an Ascend Collection Hotel
A pool area with clear views of the outdoors, including trees and a patio with umbrellas.
A wooden-paneled room with a large bed, a chair, a nightstand, and a door with a mirror.
A spacious lobby with a reception desk, leather seating, and a chandelier.
A restaurant with multiple tables set for dining, a bar area, and large windows with a view of trees.

10. Senator Inn & Spa

Senator Inn & Spa
Augusta
  • Family-friendly pools and spa amenities create the perfect getaway for parents and kids at this Augusta wellness retreat.
AU$207
includes taxes & fees
18 Oct - 19 Oct
Senator Inn & Spa
View all properties

Choose what matters most at family-friendly hotels in Oakland

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Oakland Hotel Reviews

Senator Inn & Spa

Senator Inn & Spa

10/10 Excellent
"The staff were amazing and friendly they answered all our questions and treated us kindly, the spa was to die for it was clean and well maintained we didn’t eat breakfast there but we are booking again so we’ll give that a try next time and the cleanliness of the entire property was impressive there wasn’t an inch of that building that wasn’t clean. Also best coffee I’ve had in a WHILE 😃"
Monique 2-night trip
Posted 2 days ago
Senator Inn & Spa
Comfort Inn & Suites Wilton

Comfort Inn & Suites Wilton

10/10 Excellent
"The staff was so nice"
Sydney 1-night trip
Posted 3 days ago
Comfort Inn & Suites Wilton
Homewood Suites by Hilton Augusta

Homewood Suites by Hilton Augusta

10/10 Excellent
"Hotel felt new only negative was the bed pillows were really small. About half the size of a regular pillow. Other than that breakfast was good and fire pit area was nice to sit after a long day."
Nick 1-night trip
Posted 4 days ago
Homewood Suites by Hilton Augusta

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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