Title: O'Leary Vacation Packages 2026 from $789 | Expedia.com [O'Leary Travel Guide](https://expedia.com/OLeary.dx59292)[Hotels in O'Leary](https://expedia.com/OLeary-Hotels.d59292.Travel-Guide-Hotels)[Vacation Rentals in O'Leary](https://expedia.com/OLeary-Vacation-Rentals.d59292.Travel-Guide-VacationRentals)[Flights to O'Leary](https://expedia.com/Cheap-Flights-To-OLeary.d59292.Travel-Guide-Flights)[Car Rentals in O'Leary](https://expedia.com/Car-Rentals-In-OLeary.d59292.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # O'Leary Vacations from $789 ## Book a Hotel + Flight or Car together to unlock savings - ## 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 OLeary Vacation The small-town feel and friendly locals are just the start of the things OLeary has on offer. Experience the very best of this city the way you want with a customized OLeary vacation package. Want to start exploring your surroundings? [Mill River Golf Course](https://www.expedia.com/Mill-River-Golf-Course-Prince-Edward-Island.d6311500.Vacation-Attraction), [Prince Edward Island Potato Museum](https://www.expedia.com/Prince-Edward-Island-Potato-Museum-Prince-Edward-Island.d6300361.Vacation-Attraction) and [Bloomfield Provincial Park](https://www.expedia.com/Bloomfield-Provincial-Park-Prince-Edward-Island.d627230625342734336.Vacation-Attraction) are a few of the top-rated places to visit during a trip to OLeary. Check out Expedia's extensive range of travel options and start organizing your ultimate vacation to OLeary today. ## The Latest O'Leary vacation packages Price found within the past 48 hours. Click for updated prices. ![Rodd Royalty](https://images.trvl-media.com/lodging/1000000/10000/8100/8001/0ea8196d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rodd Royalty $789 per person May 2 - May 8 found 1 day ago Roundtrip non-stop flight included Los Angeles (LAX) to Charlottetown (YYG) 8.2/10 Very Good! (1,224 reviews) Staff were great, clean rooms altough not a fan of carpet in the rooms. Reviewed on Feb 3, 2026 ![The Hotel on Pownal](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759011/ad0f52e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Hotel on Pownal Downtown Charlottetown $906 per person May 2 - May 8 found 1 day ago Roundtrip non-stop flight included Los Angeles (LAX) to Charlottetown (YYG) 8.6/10 Excellent! (1,002 reviews) Rooms very nice warm and clean , all though the up stairs out side access needs to be fixed, if you forget you key card ya gotta go to your room to get it , or if ya loose it your stuck up stairs … aside from that very good spot . Reviewed on Feb 3, 2026 ![The Harbour House](https://images.trvl-media.com/lodging/2000000/1200000/1197600/1197590/a3366ac1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Harbour House Downtown Charlottetown $814 per person May 2 - May 8 found 1 day ago Roundtrip non-stop flight included Los Angeles (LAX) to Charlottetown (YYG) 9.4/10 Exceptional! (1,000 reviews) Great location, close to downtown and we felt safe walking at night. Breakfast was outstanding and rooms were quite pleasant. Our bathroom was small, but we understood there were other rooms with much larger bathrooms. Reviewed on Jan 24, 2026 ![Rodd Charlottetown](https://images.trvl-media.com/lodging/1000000/900000/896800/896735/5c0eebc3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rodd Charlottetown Downtown Charlottetown $905 per person May 2 - May 8 found 1 day ago Roundtrip non-stop flight included Los Angeles (LAX) to Charlottetown (YYG) 8.8/10 Excellent! (1,001 reviews) Everything was great Reviewed on Jan 25, 2026 ![The Great George](https://images.trvl-media.com/lodging/1000000/80000/74700/74682/ee970ccc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Great George Downtown Charlottetown $1,054 per person May 2 - May 8 found 1 day ago Roundtrip non-stop flight included Los Angeles (LAX) to Charlottetown (YYG) 9.6/10 Exceptional! (1,001 reviews) Expedia is the best Reviewed on Feb 6, 2026 Don't see what you're looking for? See all available trips from Columbus to O'Leary [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=YYG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in O'Leary #### Prince Edward Island Potato Museum 5/5(3 reviews) You can spend an afternoon browsing the exhibits at Prince Edward Island Potato Museum during your travels in O'Leary. Discover the restaurants in this family-friendly area, or seek out the golf courses. [](https://expedia.com/Prince-Edward-Island-Potato-Museum-OLeary.d6300361.Vacation-Attraction) ## O'Leary Hotel Deals ![Mill River Resort](https://images.trvl-media.com/lodging/1000000/30000/28700/28635/13ff5671_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mill River Resort 180 Mill River Resort Road, Route 136 Woodstock PE Fully refundableReserve now, pay when you stay 8.6/10 Excellent! (767 reviews) Great spot. Restaurant service wasn't great. Food was gd. Short staffed probably Reviewed on Jan 18, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=28635&PinnedHotelID=28635&HadPinnedHotel=true®ionId=59292) [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=28635&PinnedHotelID=28635&HadPinnedHotel=true®ionId=59292) ![Crooked Cottage on Kildare Capes](https://images.trvl-media.com/lodging/49000000/48310000/48308800/48308787/cce67b8d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Crooked Cottage on Kildare Capes Tignish PE 9.6/10 Exceptional! (39 reviews) A wonderful piece of heaven—so quiet and relaxing. All the amenities anyone could ask for. We enjoyed a delicious homemade lobster dinner because everything was provided that we’d need. Will definitely come back to stay! Reviewed on Oct 7, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=48308787&PinnedHotelID=48308787&HadPinnedHotel=true®ionId=59292) [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=48308787&PinnedHotelID=48308787&HadPinnedHotel=true®ionId=59292) ![Beachfront Retreat with sunset views](https://images.trvl-media.com/lodging/69000000/68520000/68516800/68516737/77b8a5b0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beachfront Retreat with sunset views Cape Wolfe PE 9.8/10 Exceptional! (48 reviews) Peace and quiet with the sound of waves ever present. Beautiful seaside view. Reviewed on Oct 26, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=68516737&PinnedHotelID=68516737&HadPinnedHotel=true®ionId=59292) [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=68516737&PinnedHotelID=68516737&HadPinnedHotel=true®ionId=59292) [See all 49 properties in O'Leary](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F8%2F2026&endDate=2%2F9%2F2026®ionId=59292) 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 O'Leary Vacation Packages ## OLeary Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | Canadian dollars | | Max Temp Winter | 25ºF | | Max Temp Summer | 70ºF | | Top Sights | [Cedar Dunes Provincial Park](https://www.expedia.com/Cedar-Dunes-Provincial-Park-Prince-Edward-Island.d553248621562270806.Vacation-Attraction), [West Point Lighthouse](https://www.expedia.com/West-Point-Lighthouse-Prince-Edward-Island.d553248621562270807.Vacation-Attraction) and [Mill River Golf Course](https://www.expedia.com/Mill-River-Golf-Course-Prince-Edward-Island.d6311500.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) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](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 O'Leary vacation package cost? ### What are the cheapest months to go to O'Leary? ### How many days is enough for O'Leary? ### How to find the best O'Leary package deals? ### Is it cheaper to book an O'Leary vacation as a package? ### When to book a vacation package to O'Leary? ### Does Expedia offer Book Now, Pay Later O'Leary vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app