Islesboro Holidays

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Photo by Colleen Johnson

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    Save up to Rp16.000.000 when you book a flight and hotel together*

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Top hotels in Islesboro

Colonial Gables Oceanfront Village

Colonial Gables Oceanfront Village

2.5 out of 5
7 Eagle Avenue Belfast ME
Fully refundableReserve now, pay when you stay
The price is Rp3.035.747 per night from 7 Jul to 8 Jul
Rp3.035.747
Rp3.308.964 total
7 Jul - 8 Jul
includes taxes & fees
9.6/10 Exceptional! (1,005 reviews)
"Another great stay! Amazing place as always"

Reviewed on 5 Jul 2026

Colonial Gables Oceanfront Village
Belfast Harbor Inn

Belfast Harbor Inn

3.5 out of 5
91 Searsport Ave Belfast ME
Fully refundableReserve now, pay when you stay
The price is Rp3.395.007 per night from 7 Jul to 8 Jul
Rp3.395.007
Rp3.700.558 total
7 Jul - 8 Jul
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
"Given the stellar review on Orbitz, I was slightly disappointed because ,y expectation was too high. One thing that did hold up is that the property is indeed very clean. They do not allow dogs on their property, so there is nothing infectious in the small amount of dirt that does remain. This is ..."

Reviewed on 5 Jul 2026

Belfast Harbor Inn
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
8 Country Inn Way Rockport ME
Fully refundableReserve now, pay when you stay
The price is Rp3.574.637 per night from 7 Jul to 8 Jul
Rp3.574.637
Rp3.896.354 total
7 Jul - 8 Jul
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"Clean room, friendly front desk staff that even called us to let us know we left something behind and the free breakfast was better than most continental breakfast options! Would definitely stay again!"

Reviewed on 3 Jul 2026

The Country Inn at Camden Rockport
See all 1,538 properties in Islesboro
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.

Stay near popular Islesboro attractions

Warren Island State Park

This secluded 70-acre Maine island offers primitive camping accessible only by private boat. Hike coastal trails, spot wildlife, and experience the tranquility of a car-free, electricity-free retreat in Penobscot Bay.
See properties

Frequently asked questions

How much does an Islesboro holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Islesboro costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Islesboro?
Plan your trip for the shoulder or low season and you're likely to find cheap Islesboro holiday packages. Bear in mind that public holidays and major festivals and events can impact prices, so do a little research before you go.
How many days is enough for Islesboro?
The ideal duration of your Islesboro holiday depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to go to all the top sights and discover some hidden treasures along the way.
How to find the best Islesboro package deals?
Finding a cheap Islesboro package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Islesboro package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Islesboro holiday as a package?
You can enjoy significant savings on your Islesboro getaway by booking a tailored holiday package. Click on the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Islesboro?
If you've got your Islesboro travel dates finalized, book early to snap up some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Islesboro?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Islesboro.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Islesboro.
  3. Decide how long to go for: Now that you're up to speed on Islesboro, you can figure out the perfect length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your airfare and accommodation: Once you've settled on your travel dates and duration, book the ideal Islesboro holiday package for you.

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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.