Title: Middletown Vacation Packages & Trips 2026 from CA $729 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d6351200.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d6351200.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d6351200.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6351200/c824f6fe-887c-4c10-9f1a-99abbb2720b8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middletown 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 Middletown Vacation Say goodbye to the stress of planning and hello to a Middletown vacation package. With everything organized before you leave, you can focus on discovering this city, starting with Downtown Frederick, which is great for cafes, bars and pubs and culture. Make your trip to Middletown even more fulfilling by going sightseeing. [Musket Ridge Golf Course](https://www.expedia.ca/Musket-Ridge-Golf-Course-Myersville.d6127324.Vacation-Attraction), [Maryland National Golf Club](https://www.expedia.ca/Maryland-National-Golf-Club-Middletown.d553248621532662573.Vacation-Attraction) and [Washington Monument State Park](https://www.expedia.ca/Washington-Monument-State-Park-Maryland.d553248621532662508.Vacation-Attraction) are among the popular attractions you'll want to explore. Stop daydreaming and start doing. Browse the wide range of options on Expedia today and finally put your Middletown vacation plans in motion! ## Top Middletown Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Omni Shoreham Hotel](https://images.trvl-media.com/lodging/1000000/30000/25300/25292/fbe8fc58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni Shoreham Hotel Northwest CA $729 per person May 8 - May 11 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Washington (DCA) 8.8/10 Excellent! (2,220 reviews) Unfortunately, my bathroom was dirty. There was no hand soap, and there was hair everywhere--behind the door, in front of the toilet, in front of the tub, etc. I had already unpacked for a 2 week stay in town, or I'd have moved. The hotel did call and offer to clean for me and to move me. I declined again, I had too much to repack. Reviewed on Mar 18, 2026 ![Eurostars Saint Gregory Dupont Circle Georgetown](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/9d56ef4f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Saint Gregory Dupont Circle Georgetown Downtown Washington D.C. CA $874 per person May 30 - Jun 3 found 1 day ago Roundtrip flight included Toronto (YYZ) to Washington (DCA) 8.6/10 Excellent! (1,008 reviews) Cleaning staff amazing Reviewed on Mar 20, 2026 ![Placemakr Buzzard Point](https://images.trvl-media.com/lodging/114000000/113170000/113163000/113162985/4d19de4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Placemakr Buzzard Point Southwest CA $1,129 per person May 8 - May 11 found 10 hours ago Roundtrip flight included Montreal (YUL) to Washington (DCA) 9.2/10 Wonderful! (157 reviews) I loved my stay there. The staff was so nice and helpful. I would definitely stay again. Reviewed on Mar 5, 2026 ![Riggs Washington DC](https://images.trvl-media.com/lodging/38000000/37200000/37192100/37192042/5bbd818e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Riggs Washington DC Downtown Washington D.C. CA $1,295 per person May 30 - Jun 3 found 1 day ago Roundtrip flight included Toronto (YYZ) to Washington (DCA) 9.4/10 Exceptional! (1,427 reviews) Exceeded expectations!! Reviewed on Mar 17, 2026 ![The Jefferson, Washington, DC](https://images.trvl-media.com/lodging/1000000/30000/26400/26349/2d8e2556_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Jefferson, Washington, DC Downtown Washington D.C. CA $1,770 per person May 30 - Jun 3 found 1 day ago Roundtrip flight included Toronto (YYZ) to Washington (DCA) 9.8/10 Exceptional! (1,000 reviews) Very friendly and professional staff Reviewed on Mar 18, 2026 ## Ready to book your vacation to Middletown? Choose your dates ## Middletown Hotel Deals ![Countryside Cabin with Mountain Views near Surreybrooke Gardens](https://images.trvl-media.com/lodging/81000000/80240000/80238900/80238842/dc116b78_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Countryside Cabin with Mountain Views near Surreybrooke Gardens Middletown MD 10/10 Exceptional! (133 reviews) We absolutely loved our stay & hope to return! So charming & peaceful. Close enough to dining, shopping, & historic sites. Reviewed on Feb 19, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=80238842&PinnedHotelID=80238842&HadPinnedHotel=true®ionId=6351200) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=80238842&PinnedHotelID=80238842&HadPinnedHotel=true®ionId=6351200) ![Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/72598aee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location. Middletown MD CA $172 CA $348 total Apr 1 - Apr 2 includes taxes & fees 9.6/10 Exceptional! (111 reviews) Good stay. Would visit again. Reviewed on Jan 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=36380283&PinnedHotelID=36380283&HadPinnedHotel=true®ionId=6351200) ![Country Inn & Suites by Radisson, Frederick, MD](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/1aff68d6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Country Inn & Suites by Radisson, Frederick, MD 5579 Spectrum Dr Frederick MD Fully refundable CA $115 CA $128 total Apr 15 - Apr 16 includes taxes & fees 8.2/10 Very Good! (1,276 reviews) Breakfast was very good. Cleanliness superb. Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=59588&PinnedHotelID=59588&HadPinnedHotel=true®ionId=6351200) [See all 813 properties in Middletown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%2F2026®ionId=6351200) 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