Islesboro Vacations

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Find the Best Islesboro Vacation Packages

Islesboro Hotel Deals

Island log home in Maine with ocean views

Island log home in Maine with ocean views

Islesboro
9.8/10 Exceptional! (77 reviews)
"We had a great stay! Easy to check in. Easy to communicate with the host. House had every thing we needed. Wifi available, TV available. House very comfortable. Air conditioning available as well , though I doubt it’s usually needed. We were there for a hot weekend. Great location. Easy to get to ..."

Reviewed on Aug 1, 2025

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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 ￥29,569 per night from Sep 2 to Sep 3
￥29,569
￥32,231 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (852 reviews)
"Great Location. Near Young's Lobster Pound and Perry's Nut House. Within a few minutes to downtown Belfast. Incredible view of the Bay. You can walk down to the water . You can't swim there, but can look at the rocks and shoreline."

Reviewed on Aug 6, 2025

Fireside Inn & Suites - Belfast
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 ￥29,297 per night from Sep 2 to Sep 3
￥29,297
￥31,934 total
Sep 2 - Sep 3
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Sweet hotel with a wonderful breakfast!"

Reviewed on Aug 5, 2025

The Country Inn at Camden Rockport
See all 1,350 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.

Frequently asked questions

How much does an Islesboro vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation 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 vacation 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 vacation 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 vacation as a package?
You can enjoy significant savings on your Islesboro getaway by booking a tailored vacation 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 vacation 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 traveling 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 accommodations: Once you've settled on your travel dates and duration, book the ideal Islesboro vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.