Islesboro Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Colleen Johnson

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Islesboro Vacation Packages

Islesboro Hotel Deals

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 NT$6,457 per night from Aug 17 to Aug 18
NT$6,457
NT$7,038 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (865 reviews)
"The grounds were lovely with beautiful flowers, lawn games and an ocean view. The location is convenient to Belfast and points north or south on route one. Dogs are frequent guests at the inn, so bear that in mind. The manager was responsive and thorough with an issue that arose. I was pleased with ..."

Reviewed on 2025/8/14

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 NT$5,969 per night from Sep 4 to Sep 5
NT$5,969
NT$6,506 total
Sep 4 - Sep 5
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"Very friendly staff. The indoor pool was nice - good size with towels, shower, hot tub, etc. We stayed in one of the little cabins in back and it was great for our family of 5. Included breakfast was nice and had a variety of options. We would stay here again."

Reviewed on 2025/8/15

The Country Inn at Camden Rockport
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is NT$4,397 per night from Aug 19 to Aug 20
NT$4,397
NT$5,092 total
Aug 19 - Aug 20
includes taxes & fees
7.6/10 Good! (107 reviews)
"This was near the marina and rhe view was beautiful. Bed was comfortable and rhe room spacious."

Reviewed on 2025/8/12

Harborline Hotel
See all 1,332 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.