Title: Middletown Travel Guide: Best of Middletown, Virginia Travel 2026 | Expedia.co.uk [Hotels in Middletown](https://expedia.co.uk/Middletown-Hotels.d12013.Travel-Guide-Hotels)[Holiday Rentals in Middletown](https://expedia.co.uk/Middletown-Holiday-Rentals.d12013.Travel-Guide-HolidayRentals)[Middletown Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Middletown.d12013.Car-Hire-Guide)[Middletown Holidays](https://expedia.co.uk/Middletown.d12013.Holidays-City-Breaks) # Middletown Travel Guide ## Tourist Guide ![Middletown](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 - Top hotels in Middletown - Top Holiday Rentals in Middletown ![Wayside Inn](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/a3d72fc4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wayside Inn 7783 Main St Middletown VA £107 12 Apr - 13 Apr includes taxes & fees Stay at this hotel in Middletown. Enjoy free Wi-Fi, free parking and a garden. Our guests praise the helpful staff in their reviews. Popular attractions Cedar ... 9.2/10 Wonderful! (426 reviews) Nostalgia and history are prime attractions of this lovely inn. The barkeep Justin was friendly and helpful Reviewed on 16 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=34467&PinnedHotelID=34467&HadPinnedHotel=true®ionId=12013) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Winchester Se-Historic Gateway by IHG 333 Front Royal Pike Winchester VA £77 19 Apr - 20 Apr includes taxes & fees Stay at this business-friendly hotel in Winchester. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful ... 9/10 Wonderful! (999 reviews) Couldn't hook up to WiFi. Had to use our hotspot. Outside litered with beer bottles and trash. Carpets on 2nd floor ripped, filthy, and bunched up. Staff not impressive. Reviewed on 7 Apr 2026 [](https://expedia.co.uk/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=1889084&PinnedHotelID=1889084&HadPinnedHotel=true®ionId=12013) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike, Route 50 East Winchester VA £89 12 Apr - 13 Apr includes taxes & fees Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ... 9.2/10 Wonderful! (2,266 reviews) The hotel is very noisy. running water, showers (?) kept us safe up all night. Next morning, no eggs, no bacon, no sausage for breakfast. Allegedly, they did not receive their shipment. Only cold cereals…. Will no go back to La Quinta.. Reviewed on 7 Apr 2026 [](https://expedia.co.uk/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=2678524&PinnedHotelID=2678524&HadPinnedHotel=true®ionId=12013) [See all 633 properties in Middletown](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=10%2F04%2F2026&endDate=11%2F04%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. ![Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!](https://images.trvl-media.com/lodging/34000000/33750000/33748300/33748224/4a09aa4b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen! Rileyville VA Stay at this family-friendly cabin in Rileyville. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Chalybeate Spring and Fort Valley Public ... 9.8/10 Exceptional! (308 reviews) The cabin was cozy and warm in this wintry weather. The host was easy to communicate with and everything went smoothly. Reviewed on 18 Feb 2026 [](https://expedia.co.uk/Rileyville-Hotels-Falling-Leaf-Cabin-Secluded-With-Mountain-View.h33748224.Hotel-Information) !["Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/f116a78a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### "Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA. Rileyville VA Stay at this cabin in Rileyville. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Chalybeate Spring and Fort Valley Public Library are ... 10/10 Exceptional! (351 reviews) Everything was absolutely amazing! Thank you! Reviewed on 3 Apr 2026 [](https://expedia.co.uk/Rileyville-Hotels-Solitude-Spectacular-1-BR-Cabin-W-Hot-Tub-Near-Luray.h22255620.Hotel-Information) ![Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo](https://images.trvl-media.com/lodging/27000000/26970000/26968400/26968349/88605fc6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo Front Royal VA Stay at this cabin in Front Royal. Enjoy a garden, patios and an in-room coffee maker. Popular attractions Glen Manor Vineyards and Shenandoah River State Park ... 9.6/10 Exceptional! (344 reviews) Amazing views! Comfortable and clean. Excellent communications with host. Great location. Highly recommend! Reviewed on 2 Apr 2026 [](https://expedia.co.uk/Winchester-Hotels-Log-Cabin-With-A-Spectacular-View-Of-The-Shenandoah-River-And-The-Massanutten-Mo.h26968349.Hotel-Information) [See all properties in Middletown](https://expedia.co.uk/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.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=2026-04-09&endDate=2026-04-10)[9 Apr - 10 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=2026-04-09&endDate=2026-04-10) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=2026-04-10&endDate=2026-04-11)[10 Apr - 11 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=2026-04-10&endDate=2026-04-11) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026)[10 Apr - 12 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=17%2F04%2F2026&endDate=19%2F04%2F2026)[17 Apr - 19 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=12013&startDate=17%2F04%2F2026&endDate=19%2F04%2F2026) ### Popular places to visit ![Belle Grove Plantation](https://images.trvl-media.com/place/6164020/0a9ca11f-dcc0-4ca9-affe-11fe2516dc02.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Belle Grove Plantation Find out about the 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.co.uk/Belle-Grove-Plantation-Middletown.d6164020.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.co.uk/Cedar-Creek-And-Belle-Grove-National-Historical-Park-Middletown.d6093271.Attraction) #### Jackson's Chase Golf Course Enjoy a round of golf in Middletown at Jackson's Chase Golf Course. Amble around this vibrant area's riverfront or seek out the hiking trails. [](https://expedia.co.uk/Jacksons-Chase-Golf-Course-Middletown.d553248621532661831.Attraction) ## Cities near Middletown ![Trees - Bear Church Rock Trail, Shenandoah National Park, Virginia](https://images.trvl-media.com/place/7312/1e808d74-e702-47a6-a388-ce77751dfd04.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Front Royal - Cities near Middletown - Places of interest [Front Royal](https://expedia.co.uk/Front-Royal.dx7312) - [Shenandoah National Park ](https://expedia.co.uk/Shenandoah-National-Park-Virginia.d6025893.Attraction) - [ValleyHealth Winchester Medical Center ](https://expedia.co.uk/ValleyHealth-Winchester-Medical-Center-Winchester.d6164057.Attraction) - [Shenandoah Valley Discovery Museum ](https://expedia.co.uk/Shenandoah-Valley-Discovery-Museum-Old-Town-Winchester.d553248621587527659.Attraction) - [Apple Blossom Mall ](https://expedia.co.uk/Apple-Blossom-Mall-Winchester.d6164018.Attraction) - [Dinosaur Land ](https://expedia.co.uk/Dinosaur-Land-White-Post.d553248621532661835.Attraction) - [Bright Box Theater ](https://expedia.co.uk/Bright-Box-Theater-Old-Town-Winchester.d553248621561864843.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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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