Title: Middleburg Vacation Packages & Trips 2026 from CA $569 | Expedia.ca [Hotels in Middleburg](https://expedia.ca/Middleburg-Hotels.d553248635975870542.Travel-Guide-Hotels)[Vacation Rentals in Middleburg](https://expedia.ca/Middleburg-Vacation-Rentals.d553248635975870542.Travel-Guide-VacationRentals)[Middleburg Car Rentals](https://expedia.ca/Car-Rentals-In-Middleburg.d553248635975870542.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Middleburg 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 ## Top Middleburg Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Red Roof Inn Hagerstown - Williamsport, MD](https://images.trvl-media.com/lodging/1000000/430000/426600/426569/fe19f02c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Roof Inn Hagerstown - Williamsport, MD CA $569 per person May 15 - May 17 found 3 hours ago Roundtrip flight included Toronto (YYZ) to Hagerstown (HGR) 7.2/10 Good! (901 reviews) I was in my room and unpacked. When I entered the bathroom the ceiling was leaking badly. I had to switch rooms. Reviewed on Jan 2, 2026 ![Holiday Inn Express & Suites Clear Spring by IHG](https://images.trvl-media.com/lodging/3000000/2720000/2710600/2710513/304b71cc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express & Suites Clear Spring by IHG CA $659 per person May 15 - May 17 found 3 hours ago Roundtrip flight included Toronto (YYZ) to Hagerstown (HGR) 8.4/10 Very Good! (1,000 reviews) Everything was clean in the room, but it was very hot to sleep in (the thermostat was set at 70 degrees when we walked in). We turned the heat off, thinking that would help, but then turned on the A/C and set it at 68, but it remained hot - too hot to sleep. I told the front desk and they said that the 3rd floor is hot. I will remember to request a lower floor next time. All staff are very nice, helpful, and pleasant. Breakfast is a bonus! I wish the pancake machine was working! Its my favorite breakfast item at Holiday Inn Express. Reviewed on Feb 18, 2026 ![](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.ca/deals?rfrr=PKG_SPRING_PROMO_553248635975870542) ## Ready to book your vacation to Middleburg? Choose your dates ## Middleburg Hotel Deals ![Wyndham Gettysburg Hotel & Conference Center](https://images.trvl-media.com/lodging/2000000/1530000/1521500/1521457/b7064677_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wyndham Gettysburg Hotel & Conference Center 95 Presidential Cir Gettysburg PA Fully refundableReserve now, pay when you stay CA $107 CA $119 total Feb 24 - Feb 25 includes taxes & fees 8.6/10 Excellent! (1,566 reviews) Clean room nice staff great price! Reviewed on Feb 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=1521457&PinnedHotelID=1521457&HadPinnedHotel=true®ionId=553248635975870542) ![Remembrance Inn](https://images.trvl-media.com/lodging/1000000/10000/6200/6177/9de81bf4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Remembrance Inn 871 York Rd. Gettysburg PA CA $73 CA $80 total Feb 24 - Feb 25 includes taxes & fees 7.2/10 Good! (1,007 reviews) No breakfast other than that its good. Reviewed on Feb 14, 2026 [](https://expedia.ca/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=6177&PinnedHotelID=6177&HadPinnedHotel=true®ionId=553248635975870542) ![Hotel Gettysburg](https://images.trvl-media.com/lodging/1000000/10000/5700/5647/9883d31c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Gettysburg One Lincoln Square Gettysburg PA Fully refundableReserve now, pay when you stay CA $166 CA $185 total Mar 8 - Mar 9 includes taxes & fees 9.4/10 Exceptional! (1,215 reviews) courteous staff clean room very convenient to walk to town and campus Reviewed on Feb 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=5647&PinnedHotelID=5647&HadPinnedHotel=true®ionId=553248635975870542) [See all 368 properties in Middleburg](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F02%2F2026&endDate=25%2F02%2F2026®ionId=553248635975870542) 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) ## 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