Islesboro Holidays

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Your Islesboro Holiday

When you organise a holiday package to Islesboro, you can relax and enjoy your getaway knowing your travel plans are in order. Discover the many charms of this amazing city from your base in a neighbourhood like Bayside, which is great for history. If sightseeing is on the agenda during your trip to Islesboro, stop by major attractions like Windsor Chairmakers, Schoolhouse Museum and Warren Island State Park. A few quick clicks is all it takes to build your ideal Islesboro holiday on Expedia.

Islesboro Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Knox County Regional Airport (RKD)
Population
630
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Moose Point State Park, Cellardoor Winery and Belfast Historical Society and Museum

Top hotels in Islesboro

Island log home in Maine with ocean views

Island log home in Maine with ocean views

Islesboro ME
10/10 Exceptional! (88 reviews)
Everything was perfect! The downside was that the stay was cut short as our work finished early1

Reviewed on 12 Dec 2025

Island log home in Maine with ocean views
Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

3 out of 5
159 Searsport Avenue Belfast ME
Fully refundableReserve now, pay when you stay
The price is £97 per night from 23 Apr to 24 Apr
£97
23 Apr - 24 Apr
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
A gem of a spot, friendly staff, quiet big rooms with a nice porch and beach access, great pool/hot tub/sauna. The free coffee was even decent. Excellent experience we’ll be back!

Reviewed on 29 Mar 2026

Fireside Inn & Suites - Belfast
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
2 Park Dr Rockland ME
Fully refundableReserve now, pay when you stay
The price is £70 per night from 27 Apr to 28 Apr
£70
27 Apr - 28 Apr
includes taxes & fees
8.6/10 Excellent! (370 reviews)
This is short walking distance (across the street or a few blocks away) from restaurants and coffee shops. Our room was large (two queens and a sleeper sofa in a separate sitting area) and was clearly recently upgraded. We enjoyed the small indoor salt water pool, hot tub, and sauna. The property ...

Reviewed on 4 Apr 2026

Trade Winds on the Bay
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.