Title: Highland County Vacation Packages & Trips 2025 from CA $929 | Expedia.ca [Highland County Hotels](https://expedia.ca/Destinations-In-Highland-County.d553248635976433277.Hotel-Destinations)[Vacation Rentals in Highland County](https://expedia.ca/Destinations-In-Highland-County.d553248635976433277.Vacation-Rental-Destinations)[Highland County Car Rentals](https://expedia.ca/Destinations-In-Highland-County.d553248635976433277.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/3000452274/ccb6eec1-f8fb-412d-a1e7-9429c1f54a89.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Highland County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by throwingsofas - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 Highland County Vacation Reserve a vacation package to Highland County and make travel planning a breeze. With all the details organized before you leave, you can focus on enjoying every second in this amazing destination. A trip to Highland County offers so much to see and do. Not sure where to kick off your itinerary? [Hillsboro](https://www.expedia.ca/Hillsboro.d6141415.Destination-Travel-Guides) is a leading place to stay here. Expedia has flights, hotels, car rentals and more to help you organize your own customized Highland County vacation today. ## Top Highland County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hilton Cincinnati Netherland Plaza](https://images.trvl-media.com/lodging/1000000/10000/5900/5818/3a03c8ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Cincinnati Netherland Plaza Downtown Cincinnati CA $929 per person Dec 18 - Dec 21 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Cincinnati (CVG) 8/10 Very Good! (1,242 reviews) It was quite the process to park at Valet. Only cash or a link to pay by card. Not convenient when your phone is dead. Not enough staff at the bar in the evening. Multiple weddings and events in the area. Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-21/?FromAirport=YYZ&Destination=CVG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5818&paandie=true&dealMarker=12yv9CccbaW7db2uDmEm4lIlI_JWD3zbQYoUf64W_GYLbQsIg43yBE9anHc1A9Sk) ![voco The Clair Cincinnati Downtown by IHG](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399685/28577935_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### voco The Clair Cincinnati Downtown by IHG Downtown Cincinnati CA $956 per person Dec 18 - Dec 21 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Cincinnati (CVG) 9.2/10 Wonderful! (1,027 reviews) Stayed for 2 nights. Safe and clean property. Reviewed on Nov 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-21/?FromAirport=YYZ&Destination=CVG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399685&paandie=true&dealMarker=JK4E-Ijd6tydOkT7LUTueuYk1TVdFy6_WEEhE5djxPkyL1d_aYA0MX7oYbaFWwvg) ![Hyatt Regency Cincinnati](https://images.trvl-media.com/lodging/1000000/20000/18700/18646/1ec5d305_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Cincinnati Downtown Cincinnati CA $933 per person Dec 18 - Dec 21 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Cincinnati (CVG) 9/10 Wonderful! (1,562 reviews) Location was great easy access to everything we were in the city for Reviewed on Nov 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-21/?FromAirport=YYZ&Destination=CVG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18646&paandie=true&dealMarker=JK4E-Ijd6tydOkT7LUTueuYk1TVdFy6_WEEhE5djxPk3I-Ze1S_y4CI6b-JqFxjc) ![The Lytle Park Hotel, Autograph Collection](https://images.trvl-media.com/lodging/39000000/38510000/38507700/38507672/fbd647d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Lytle Park Hotel, Autograph Collection Downtown Cincinnati CA $1,298 per person Dec 18 - Dec 21 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Cincinnati (CVG) 9.6/10 Exceptional! (248 reviews) The hotel and staff were very nice Reviewed on Nov 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-21/?FromAirport=YYZ&Destination=CVG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=38507672&paandie=true&dealMarker=12yv9CccbaW7db2uDmEm4lIlI_JWD3zbQYoUf64W_Gb4W9b8aouyWBvOSW7Vji_o) ![The Cincinnatian Hotel Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12500/12411/90dd12e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cincinnatian Hotel Curio Collection by Hilton Downtown Cincinnati CA $938 per person Dec 18 - Dec 21 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Cincinnati (CVG) 7.6/10 Good! (1,006 reviews) This was one of the best hotels in Downtown Cincinnati I have stayed at. The hotel is a bit dated and the room needed some repairs but there were tile floors vs carpet, they kept it clean, and the staff was friendly and helpful. Reviewed on Oct 31, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-21/?FromAirport=YYZ&Destination=CVG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12411&paandie=true&dealMarker=12yv9CccbaW7db2uDmEm4lIlI_JWD3zbQYoUf64W_GZ_cjhXL_umgYuv-R73ZM5w) ## Highland County Hotel Deals ![Days Inn by Wyndham Hillsboro](https://images.trvl-media.com/lodging/1000000/50000/42800/42776/0ea60812_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Days Inn by Wyndham Hillsboro 103 Harry Sauner Rd, Hillsboro, OH Fully refundableReserve now, pay when you stay CA $136 CA $150 total Dec 4 - Dec 5 includes taxes & fees 7/10 Good! (272 reviews) Clean room Reviewed on Oct 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F12%2F2025&endDate=05%2F12%2F2025&selected=42776&PinnedHotelID=42776&HadPinnedHotel=true®ionId=553248635976433277) ![Paragon Inn Hillsboro](https://images.trvl-media.com/lodging/3000000/2980000/2974700/2974636/925e0f2f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Paragon Inn Hillsboro 883 W Main St, Hillsboro, OH Fully refundableReserve now, pay when you stay CA $100 CA $111 total Nov 4 - Nov 5 includes taxes & fees 7.6/10 Good! (188 reviews) Staff very friendly and gave me a room with a walk in shower I really liked that. Reviewed on Aug 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&selected=2974636&PinnedHotelID=2974636&HadPinnedHotel=true®ionId=553248635976433277) ![Hillsboro Inn & Suites](https://images.trvl-media.com/lodging/12000000/11270000/11268300/11268211/c5befd8c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hillsboro Inn & Suites 838 West Main Street, Hillsboro, OH Fully refundableReserve now, pay when you stay CA $101 CA $111 total Nov 4 - Nov 5 includes taxes & fees 6.2/10 (38 reviews) Very nice room for the price Reviewed on Sep 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&selected=11268211&PinnedHotelID=11268211&HadPinnedHotel=true®ionId=553248635976433277) [See all 235 properties in Highland County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F11%2F2025&endDate=05%2F11%2F2025®ionId=553248635976433277) 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. ![](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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Highland County vacation package cost? > The most affordable Highland County vacation package is CA $929, so the trip of your dreams can become a reality — without spending a fortune. Combine flights, hotels and car rentals to tailor a package that fits you. ### How do I get a cheap travel package to Highland County? > Book everything in one place with our Highland County vacation packages. You'll find deals on hotels, flights and more that'll keep your pocket happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels worldwide to choose from, you'll have the flexibility to mix and match your own way. ### What are the top hotels in Highland County? > For hotels in Hillsboro with comfy beds and friendly service, look up [Days Inn by Wyndham Hillsboro](https://www.expedia.ca/Hillsboro-Hotels-Days-Inn-By-Wyndham-Hillsboro.h42776.Hotel-Information) and [Greystone Motel](https://www.expedia.ca/Hillsboro-Hotels-Greystone-Motel.h12312815.Hotel-Information). If you're visiting Leesburg as well, you can look forward to a solid night's sleep at [Paragon Inn Hillsboro](https://www.expedia.ca/Hillsboro-Hotels-Paragon-Inn-Hillsboro.h2974636.Hotel-Information) or [Cedar Hill Motel](https://www.expedia.ca/Hillsboro-Hotels-Cedar-Hill-Motel.h11268211.Hotel-Information). ### How far in advance should I book my Highland County vacation? > To score discount prices, book nice and early. Airlines usually release flights, along with some of the lowest fares, nearly 12 months in advance. Hotels, experiences and car rental should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway to Highland County, there are always lots of great deals on Expedia. Book something in today! ### What does an Expedia Highland County travel package include? > That's up to you. You can choose from a variety of Highland County packages, such as a hotel, rental car and flight. You can also book a hotel and a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your Highland County getaway looks like, get ready to save! ### What should I know before booking a Highland County travel package? > Bundling your bookings into a Highland County vacation package is the easiest way to organize your trip. Not only that, you'll get great discounts when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity? ### Can I choose my airline with a Highland County Expedia vacation package? > Yes — that's one of the best things about an Expedia vacation package. You get to decide. We have access to more than 550 airline partners throughout the world, so you have lots of choice when planning your Highland County escape. ### If I'm not able to travel, can I cancel my Highland County vacation package? > Yes, you can. We get that things don't always go to plan, so we're happy to help if you need to make changes to your Highland County vacation package. It may be possible to change or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Look up our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) for further information. Also, check your itinerary for the nitty-gritty on change fees. ## Explore a world of travel with Expedia \* 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 on select hotels and earn double points 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 ![QR code to download the app](data:image/png;base64,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)