Islesboro Holidays

Photo by Colleen Johnson

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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 S$216 per night from 3 Jul to 4 Jul
S$216
3 Jul - 4 Jul
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Location and value
"Awesome value for the area. Would stay here again for sure!!!"

Reviewed on 7 Jun, 2025

Colonial Gables Oceanfront Village
The Country Inn at Camden Rockport
The Country Inn at Camden Rockport
2.5 out of 5
8 Country Inn Way, Rockport, ME
The price is S$264 per night from 24 Jun to 25 Jun
S$264
24 Jun - 25 Jun
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Clean and cozy with friendly staff. Nice pool and hot tub. Fire pit to enjoy in the evenings. Excellent breakfast options. Would definitely stay here again"

Reviewed on 12 Jun, 2025

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 S$211 per night from 25 Jun to 26 Jun
S$211
25 Jun - 26 Jun
includes taxes & fees
8.4/10 Very Good! (34 reviews)
"Clean room. Great location."

Reviewed on 16 Jun, 2025

Harborline Hotel
See all 1,336 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 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.