Title: Highland County Vacations & Trips 2026 from CA $796 | Expedia.ca [Highland County Hotels](https://expedia.ca/Destinations-In-Highland-County.d553248635976430568.Hotel-Destinations)[Vacation Rentals in Highland County](https://expedia.ca/Destinations-In-Highland-County.d553248635976430568.Vacation-Rental-Destinations)[Highland County Car Rentals](https://expedia.ca/Destinations-In-Highland-County.d553248635976430568.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/553248635976430568/847a9f9b-6586-4c89-9916-af4de1709ae9.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Highland County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Leave all the planning to us with a Highland County vacation package. With everything organized before you leave home, the only thing you'll need to do is relax and experience this destination's many wonders. Get your trip to Highland County off to an unforgettable start by making [Monterey](https://www.expedia.ca/Monterey.d184102.Destination-Travel-Guides) your first stop. This is a popular city with visitors from all over. From the instant you book your Highland County vacation to the second you come back home, Expedia has your back every step of the way. ## Top Highland County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Extended Stay America Premier Suites - Harrisonburg](https://images.trvl-media.com/lodging/107000000/106240000/106238300/106238285/3a11a073_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Extended Stay America Premier Suites - Harrisonburg CA $796 per person May 2 - May 9 found 1 day ago Roundtrip flight included Toronto (YTO) to Weyers Cave (SHD) 8.8/10 Excellent! (910 reviews) Didnt go to the gym. Had to get clean towels and wash rags every day Reviewed on Mar 15, 2026 ![Hotel 24 South](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel 24 South CA $942 per person May 2 - May 9 found 1 day ago Roundtrip flight included Toronto (YTO) to Weyers Cave (SHD) 9.6/10 Exceptional! (1,095 reviews) Clean room. Nice and professional staff. Business friendly. Reviewed on Mar 19, 2026 ## Highland County Hotel Deals ![Simple. Rustic. Luxury.](https://images.trvl-media.com/lodging/34000000/33710000/33707900/33707889/4938f099_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Simple. Rustic. Luxury. Monterey VA 10/10 Exceptional! (188 reviews) Great cabin in the hills of Virginia. The place was well cleaned and assessible. The hosts were friendly and helpful. Very pleased with my stay. Reviewed on Mar 8, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=33707889&PinnedHotelID=33707889&HadPinnedHotel=true®ionId=553248635976430568) [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=33707889&PinnedHotelID=33707889&HadPinnedHotel=true®ionId=553248635976430568) ![Monterey Inn](https://images.trvl-media.com/lodging/94000000/93260000/93250200/93250178/560db505_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Monterey Inn 32 W Main St Monterey VA CA $258 CA $285 total Mar 23 - Mar 24 includes taxes & fees 9.4/10 Exceptional! (43 reviews) The room was nice and clean. there were flies comming in upstairs but that is truely typical of a house of this age. The owner had asked us to pay a couple of taxes that were not listed in the price (not sure it is ethical/legal/moral) - they close by 9 or you have to pay a $50 late fee A fee - no ... Reviewed on Feb 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F03%2F2026&endDate=24%2F03%2F2026&selected=93250178&PinnedHotelID=93250178&HadPinnedHotel=true®ionId=553248635976430568) ![Games Galore! Riverfront Group Retreat in McDowell](https://images.trvl-media.com/lodging/124000000/123360000/123352900/123352818/5c2e87b6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Games Galore! Riverfront Group Retreat in McDowell McDowell VA 10/10 Exceptional! (5 reviews) Amazing! Our group had the most incredible time at this stunning riverfront retreat! From the moment we arrived, we were blown away by how spacious, welcoming, and beautifully appointed the home is. With 10 bedrooms and plenty of room for everyone, it was perfect for our multi-family getaway — and the views ... Reviewed on Feb 19, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=123352818&PinnedHotelID=123352818&HadPinnedHotel=true®ionId=553248635976430568) [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=123352818&PinnedHotelID=123352818&HadPinnedHotel=true®ionId=553248635976430568) [See all 1,371 properties in Highland County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=553248635976430568) 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? ### How do I get a cheap travel package to Highland County? ### What are the top hotels in Highland County? ### How far in advance should I book my Highland County vacation? ### What does an Expedia Highland County travel package include? ### What should I know before booking a Highland County travel package? ### Can I choose my airline with a Highland County Expedia vacation package? ### If I'm not able to travel, can I cancel my Highland County vacation package? \* 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