Title: Islesboro Vacation Packages 2026 from $736 | Expedia.com [Islesboro Travel Guide](https://expedia.com/Islesboro.dx6339925)[Hotels in Islesboro](https://expedia.com/Islesboro-Hotels.d6339925.Travel-Guide-Hotels)[Vacation Rentals in Islesboro](https://expedia.com/Islesboro-Vacation-Rentals.d6339925.Travel-Guide-VacationRentals)[Flights to Islesboro](https://expedia.com/Cheap-Flights-To-Islesboro.d6339925.Travel-Guide-Flights)[Car Rentals in Islesboro](https://expedia.com/Car-Rentals-In-Islesboro.d6339925.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6339925/09d4e36c-169f-4ff4-a573-9f2becf5ef64.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Islesboro Vacations from $736 ## Book a Hotel + Flight or Car together to unlock savings Photo by Colleen Johnson - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Islesboro Vacation When you organize a vacation 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 neighborhood 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](https://www.expedia.com/Windsor-Chairmakers-Lincolnville.d553248633992553803.Vacation-Attraction), [Schoolhouse Museum](https://www.expedia.com/Schoolhouse-Museum-Lincolnville.d553248621532668344.Vacation-Attraction) and [Warren Island State Park](https://www.expedia.com/Warren-Island-State-Park-Maine.d637213991769526272.Vacation-Attraction). A few quick clicks is all it takes to build your ideal Islesboro vacation on Expedia. ## The Latest Islesboro vacation packages Price found within the past 48 hours. Click for updated prices. ![Fireside Inn & Suites - Belfast](https://images.trvl-media.com/lodging/1000000/50000/42600/42579/aca803ee_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fireside Inn & Suites - Belfast $736 per person May 18 - May 22 found 3 hours ago Roundtrip non-stop flight included Greensboro (GSO) to Bangor (BGR) 9/10 Wonderful! (1,002 reviews) I book a room based on a heated indoor pool. And though this establishment did in fact have a beautiful indoor pool. The pool itself was not heated. The room surrounding the pool was heated but not the pool water itself. Actually it was pretty chilly. The room was clean enough but the bed was very uncomfortable. And; finally; most establishments offer a free continental breakfast with your stay. Not here! There was a charge for everything in the cafeteria area. My thoughts on this were that if I was going to pay over $4 for a muffin I was going to go to a restaurant and pay for a muffin where I could at least have it grilled. Other than that; everything was acceptable Reviewed on Mar 9, 2026 ![Hotel Ursa](https://images.trvl-media.com/lodging/99000000/98490000/98480500/98480473/376e42c0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Ursa $854 per person May 26 - Jun 1 found 1 day ago Roundtrip non-stop flight included Charleston (CHS) to Bangor (BGR) 9.6/10 Exceptional! (657 reviews) Great place to stay on campus Reviewed on Mar 3, 2026 ![3Bedroom2Bath CarriageHouse Pet Friendly](https://images.trvl-media.com/lodging/97000000/96710000/96702000/96701980/7a6637c0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 3Bedroom2Bath CarriageHouse Pet Friendly $1,229 per person May 3 - May 8 found 6 hours ago Roundtrip non-stop flight included Minneapolis (MSP) to Bangor (BGR) 8/10 Very Good! (4 reviews) It was beautiful inside and out. Would recommend 10/10\. Very quiet location beds slept great and close to Bar Harbor Reviewed on Sep 30, 2025 ![The Pathmaker Hotel](https://images.trvl-media.com/lodging/100000000/99750000/99746100/99746097/2c694395_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Pathmaker Hotel $802 per person Apr 30 - May 3 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Bangor (BGR) 9.8/10 Exceptional! (376 reviews) Staff was super nice and helpful. Cookies were delicious! The room was very clean and the bed was super comfortable. Breakfast is in the attached restaurant, not buffet style. Would absolutely stay here again! Reviewed on Mar 1, 2026 ![Hearthside Inn](https://images.trvl-media.com/lodging/72000000/71470000/71460200/71460106/38ae89da_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hearthside Inn $737 per person May 3 - May 8 found 6 hours ago Roundtrip non-stop flight included Minneapolis (MSP) to Bangor (BGR) 9.8/10 Exceptional! (213 reviews) The owner was very friendly and kind. The room was beautiful but we were surprised to not have any parking options nearby or a bathroom in the room. The breakfast was delicious, but was definitely small portions and didn’t fill my husband. Overall though nice place. Just unfortunate the things that are challenging most likely can’t be changed other than the food. Reviewed on Dec 25, 2025 Don't see what you're looking for? See all available trips from Columbus to Islesboro [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-12/2026-04-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BGR&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6339925) ## Islesboro Hotel Deals ![Island log home in Maine with ocean views](https://images.trvl-media.com/lodging/36000000/35170000/35164700/35164619/02a0c0f9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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 Dec 12, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F26%2F2026&endDate=3%2F27%2F2026&selected=35164619&PinnedHotelID=35164619&HadPinnedHotel=true®ionId=6339925) [](https://expedia.com/Hotel-Search?startDate=3%2F26%2F2026&endDate=3%2F27%2F2026&selected=35164619&PinnedHotelID=35164619&HadPinnedHotel=true®ionId=6339925) ![Fireside Inn & Suites - Belfast](https://images.trvl-media.com/lodging/1000000/50000/42600/42579/aca803ee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fireside Inn & Suites - Belfast 159 Searsport Avenue Belfast ME Fully refundableReserve now, pay when you stay $122 nightly $133 total Mar 17 - Mar 18 Total with taxes and fees 9/10 Wonderful! (1,001 reviews) I book a room based on a heated indoor pool. And though this establishment did in fact have a beautiful indoor pool. The pool itself was not heated. The room surrounding the pool was heated but not the pool water itself. Actually it was pretty chilly. The room was clean enough but the bed was very ... Reviewed on Mar 9, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F17%2F2026&endDate=3%2F18%2F2026&selected=42579&PinnedHotelID=42579&HadPinnedHotel=true®ionId=6339925) ![Trade Winds on the Bay](https://images.trvl-media.com/lodging/96000000/95450000/95445100/95445009/2e12e11e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Trade Winds on the Bay 2 Park Dr Rockland ME Fully refundableReserve now, pay when you stay $99 nightly $108 total Mar 22 - Mar 23 Total with taxes and fees 8.6/10 Excellent! (356 reviews) Trade Winds has undergone an impressive facelift. The room had been tastefully renovated, furnishings updated and upgraded, the room was clean and comfortable. The king bed was comfy with high quality bedding, the suite included a separate sitting space with pullout couch, table/chairs, coffee bar, ... Reviewed on Mar 9, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=95445009&PinnedHotelID=95445009&HadPinnedHotel=true®ionId=6339925) [See all 1,357 properties in Islesboro](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F13%2F2026&endDate=3%2F14%2F2026®ionId=6339925) 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. ## Find the Best Islesboro Vacation Packages ## Islesboro Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Closest Airport | Knox County Regional Airport (RKD) | | Population | 630 | | Max Temp Winter | 30ºF | | Max Temp Summer | 75ºF | | Top Sights | [Moose Point State Park](https://www.expedia.com/Moose-Point-State-Park-Searsport.d6186345.Vacation-Attraction), [Cellardoor Winery](https://www.expedia.com/Cellardoor-Winery-Lincolnville.d553248621532668342.Vacation-Attraction) and [Belfast Historical Society and Museum](https://www.expedia.com/Belfast-Historical-Society-And-Museum-Belfast.d6186327.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does an Islesboro vacation package cost? ### What are the cheapest months to go to Islesboro? ### How many days is enough for Islesboro? ### How to find the best Islesboro package deals? ### Is it cheaper to book an Islesboro vacation as a package? ### When to book a vacation package to Islesboro? ### Does Expedia offer Book Now, Pay Later Islesboro vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - 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