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Check availability on Bailey Island Family-Friendly Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Bailey Island Family-Friendly Hotels

Restaurant
Germaine Inn South Portland

Germaine Inn South Portland

2.0 star property
Thorton Heights
7.6 out of 10, Good, (401)
"Amazing price, clean comfortable room, heated pool, free breakfast. "
United States
Sue
The price is 2.136.213 ₫
2.328.472 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Germaine Inn South Portland
Tasting room
Casco Bay Inn

Casco Bay Inn

2.0 star property
Freeport
8.0 out of 10, Very good, (1009)
"Good room, great breakfast options"
United States
Brooke
Casco Bay Inn
Exterior
Comfort Inn Brunswick

Comfort Inn Brunswick

2.5 star property
Brunswick
9.0 out of 10, Wonderful, (1000)
"Third time I have stayed here and has been great every time"
United States
Michael
The price is 2.353.790 ₫
2.565.631 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Comfort Inn Brunswick
Exterior
Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath

2.5 star property
Brunswick
8.2 out of 10, Very good, (1000)
"The staff were very professional. The breakfast was great. The beds were quite comfortable and the rooms were well appointed."
United States
Douglas
The price is 2.353.790 ₫
2.565.631 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Best Western Plus Brunswick Bath
Honeymoon Suite, 1 King Bed | Premium bedding, desk, blackout curtains, iron/ironing board
Portland Harbor Hotel

Portland Harbor Hotel

4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1709)
"The location is perfect and the rooms are so comfortable. We enjoyed our stay! "
United States
Lisa
The price is 2.750.912 ₫
4.049.816 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Portland Harbor Hotel
Lounge
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1283)
"Room was great, awesome location!"
United States
Erick
The price is 2.874.657 ₫
3.180.520 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hyatt Place Portland Downtown - Old Port Square
Aerial view
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1020)
"Beautiful hotel"
United States
Lauren
The price is 2.608.276 ₫
2.885.797 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Hilton Garden Inn Portland Downtown Waterfront
Garden
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

3.5 star property
Freeport
9.4 out of 10, Exceptional, (869)
"Afternoon tea was exceptional so was the breakfast"
United States
Gilda
The price is 2.873.338 ₫
3.132.057 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Harraseeket Inn & Event House Freeport Downtown
Dinner served
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 star property
Portland
9.4 out of 10, Exceptional, (1126)
"Hotel was great."
United States
Joshua
The price is 2.468.700 ₫
2.731.369 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Embassy Suites by Hilton Portland Maine
Standard Room, 1 King Bed, Non Smoking | In-room safe, desk, laptop workspace, blackout curtains
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3.0 star property
East Bayside
9.4 out of 10, Exceptional, (1136)
"Excellent room and accommodations in nice location near so much of downtown Portland’s charms"
United States
NEWELL
The price is 2.616.202 ₫
3.613.230 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Cambria Hotel Portland Downtown-Old Port
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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Top Bailey Island Hotel Reviews

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Frequently asked questions

What's Bailey Island like for family-friendly holidays?
The destination of Bailey Island is a good option if you've been considering a getaway with the children. The island setting, local tours and famous monuments are just a few things that make this an attractive place for families. Arrange a flight into Portland, ME (PWM-Portland Intl. Jetport), which is located 17 mi (27.3 km) from the city centre.
When's the best time to book a family-friendly holiday in Bailey Island?
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 -1°C. The snowiest months in Bailey Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What's there to see and do with your family in Bailey Island?
While you are visiting Bailey Island, you may want to round up the youngsters and make time to see interesting attractions such as Land's End Gift Shop, LL Bean Flagship Store and Maine Street. Make sure that you have lots of time for activities such as Casco Bay Lines Ferry Terminal and Fore Street Gallery.