Title: Visit Middletown: Best of Middletown Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d12013.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d12013.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d12013.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d12013.Destination-Travel-Guides) # Middletown ## Travel Guide ![Beautiful drive up to this plantation. You can take a tour of it as well. ](https://images.trvl-media.com/place/6164020/0a9ca11f-dcc0-4ca9-affe-11fe2516dc02.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Beautiful drive up to this plantation. You can take a tour of it as well. ](https://images.trvl-media.com/place/6164020/0a9ca11f-dcc0-4ca9-affe-11fe2516dc02.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Middletown Things to do - Middletown Hotel Deals - Vacation Rentals in Middletown ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike, Route 50 East Winchester VA CA $134 CA $146 total Feb 8 - Feb 9 includes taxes & fees Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ... 9.2/10 Wonderful! (2,259 reviews) Clean, bright, and up-to-date hotel. Friendly staff, warm pool, nice little exercise room. Standard hotel breakfast fare, but it was good, and staff was very kind about the bit of mess our toddlers made while eating (we offered to tidy up, and they said it was no problem!). Great experience. Reviewed on Jan 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=2678524&PinnedHotelID=2678524&HadPinnedHotel=true®ionId=12013) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Travelodge by Wyndham Winchester 160 Front Royal Pike Winchester VA CA $96 CA $104 total Feb 8 - Feb 9 includes taxes & fees Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ... 8.4/10 Very Good! (1,076 reviews) Clean place, breakfast ok, warm and comfy, would stay again Reviewed on Jan 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=9600&PinnedHotelID=9600&HadPinnedHotel=true®ionId=12013) ![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The George Washington Hotel, A Wyndham Grand Hotel 103 E Piccadilly St Winchester VA CA $173 CA $196 total Feb 17 - Feb 18 includes taxes & fees Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ... 9.2/10 Wonderful! (1,000 reviews) Clean nice room Great location for restaurants Reviewed on Jan 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=1364026&PinnedHotelID=1364026&HadPinnedHotel=true®ionId=12013) [See all 631 properties in Middletown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=12013) 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. ![Star view cabin-Riverfront ](https://images.trvl-media.com/lodging/31000000/30790000/30788500/30788475/2cb5e40f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Star view cabin-Riverfront Rileyville VA Stay at this cabin in Rileyville. Enjoy laundry facilities, tennis courts, and patios. Our guests praise the property condition in our reviews. Popular attractions ... 9.6/10 Exceptional! (310 reviews) We came during an unexpected snow storm and still had the best time. She came over to introduce herself to us and was absolutely amazing, welcoming, and accommodating to our needs during the storm and offered us an extra night if we got stuck. The cabin was the perfect size with the best Mountain ... Reviewed on Jan 25, 2026 [](https://expedia.ca/Rileyville-Hotels-Star-View-Cabin-Riverfront.h30788475.Hotel-Information) ![Riverfront🏕A-Frame/HOT TUB/Fire Pit! FAST Wifi](https://images.trvl-media.com/lodging/77000000/76940000/76936100/76936006/8f9a845e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Riverfront🏕A-Frame/HOT TUB/Fire Pit! FAST Wifi Maurertown VA Stay at this cabin in Maurertown. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Shenandoah County Park and Natural Art ... 9.8/10 Exceptional! (80 reviews) No problems with the internet, loved tge temperature in the hit tub, available wood fir the firepit. The game room with nice. The kitchen was well furnanced. If i had a question or problem, the owner was very attentive. Its a drive to get there but its worth it! Reviewed on Jan 17, 2026 [](https://expedia.ca/Maurertown-Hotels-RiverfrontA-Frame-King-Bed-Fire-Pit150mbs-Wifi.h76936006.Hotel-Information) ![Falling Leaf Cabin - Rustic Charm With Modern Decor!](https://images.trvl-media.com/lodging/34000000/33750000/33748300/33748224/e001c092_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Falling Leaf Cabin - Rustic Charm With Modern Decor! Rileyville VA Book a stay at this family-friendly cabin in Rileyville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chalybeate Spring and Fort Valley ... 9.6/10 Exceptional! (281 reviews) Cabin was as described and easy access with great communication with the host. Reviewed on Jan 18, 2026 [](https://expedia.ca/Rileyville-Hotels-Falling-Leaf-Cabin-Secluded-With-Mountain-View.h33748224.Hotel-Information) [See all properties in Middletown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=12013&sort=VACATION_RENTAL) 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. ## Check Middletown hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) ### Popular places to visit ![Beautiful drive up to this plantation. You can take a tour of it as well. ](https://images.trvl-media.com/place/6164020/0a9ca11f-dcc0-4ca9-affe-11fe2516dc02.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Belle Grove Plantation Learn about the local history of Middletown when you spend time at Belle Grove Plantation. Wander the riverfront or discover the mountain views in this vibrant area. [](https://expedia.ca/Belle-Grove-Plantation-Middletown.d6164020.Vacation-Attraction) #### Cedar Creek and Belle Grove National Historical Park Explore the great outdoors at Cedar Creek and Belle Grove National Historical Park, a lovely green space in Middletown. Stroll along the riverfront or experience the area's entertainment venues. [](https://expedia.ca/Cedar-Creek-And-Belle-Grove-National-Historical-Park-Middletown.d6093271.Vacation-Attraction) #### Cedar Creek Battlefield Foundation You can find out about the history of Middletown with a visit to Cedar Creek Battlefield Foundation. Stroll along the riverfront or experience the entertainment venues in this vibrant area. [](https://expedia.ca/Cedar-Creek-Battlefield-Foundation-Middletown.d553248621532661823.Vacation-Attraction) - Cities near Middletown - Places of interest - [Shenandoah National Park ](https://expedia.ca/Shenandoah-National-Park-Virginia.d6025893.Vacation-Attraction) - [Front Royal Entrance Shenandoah National Park ](https://expedia.ca/Front-Royal-Entrance-Shenandoah-National-Park-Front-Royal.d6129961.Vacation-Attraction) - [Skyline Caverns ](https://expedia.ca/Skyline-Caverns-Front-Royal.d6093201.Vacation-Attraction) - [Naked Mountain Winery & Vineyards ](https://expedia.ca/Naked-Mountain-Winery-Vineyards-Delaplane.d553248621532661859.Vacation-Attraction) - [Jim Barnett Park ](https://expedia.ca/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction) ![](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. 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