Title: Visit Middletown: 2026 Travel Guide for Middletown, Virginia | Expedia.com

[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d12013.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.com/Middletown-Vacation-Rentals.d12013.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d12013.Travel-Guide-Flights)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d12013.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d12013.Destination-Travel-Guides)

# Middletown, VA

## 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

Reviews

- 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

$98 nightly

$107 total

Feb 15 - Feb 16

Total with taxes and 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! (2,261 reviews)

Clean and neat. Staff excellent 👍👍.First rate pool.

Reviewed on Feb 8, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&selected=2678524&PinnedHotelID=2678524&HadPinnedHotel=true&regionId=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

$70 nightly

$76 total

Feb 11 - Feb 12

Total with taxes and 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! (1,080 reviews)

Room was good for the price, staff was friendly and helpful

Reviewed on Feb 4, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F11%2F2026&endDate=2%2F12%2F2026&selected=9600&PinnedHotelID=9600&HadPinnedHotel=true&regionId=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

$127 nightly

$143 total

Feb 16 - Feb 17

Total with taxes and 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! (1,001 reviews)

Clean nice room Great location for restaurants

Reviewed on Jan 28, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=1364026&PinnedHotelID=1364026&HadPinnedHotel=true&regionId=12013)

[See all 631 properties in Middletown](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F11%2F2026&endDate=2%2F12%2F2026&regionId=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!](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! (282 reviews)

Cabin was as described and easy access with great communication with the host.

Reviewed on Jan 18, 2026

[](https://expedia.com/Rileyville-Hotels-Falling-Leaf-Cabin-Secluded-With-Mountain-View.h33748224.Hotel-Information)

![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! (313 reviews)

The host was exceptional and quick to respond to questions. Loved the cabin, it was in great condition, clean and very nicely set up. The views to the river and the mountains beyond were breath taking with the snow and ice from a recent storm.

Reviewed on Feb 5, 2026

[](https://expedia.com/Rileyville-Hotels-Star-View-Cabin-Riverfront.h30788475.Hotel-Information)

![Endless Skies & Spectacular Views!!!
](https://images.trvl-media.com/lodging/79000000/78090000/78083300/78083220/6f2df554_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Endless Skies & Spectacular Views!!! 

 Rileyville VA

Stay at this cabin in Rileyville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Yogi Bear's Jellystone Park and Elkwallow Picnic Area ...

10/10 Exceptional! (86 reviews)

Jackie was very timely in response to the few questions we had. Very professional.The house was in great shape and very clean. We enjoyed the hot tub and the wood-burning fireplace in the living space. Very magical. We lounged a lot, took a great hike and cooked big meals.

Reviewed on Jan 28, 2026

[](https://expedia.com/Rileyville-Hotels-Endless-Skies-Spectacular-Views.h78083220.Hotel-Information)

[See all properties in Middletown](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&regionId=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.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=12013&startDate=2026-02-10&endDate=2026-02-11)[Feb 10 - Feb 11](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=12013&startDate=2026-02-10&endDate=2026-02-11)

[Tomorrow night

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=12013&startDate=2026-02-11&endDate=2026-02-12)[Feb 11 - Feb 12](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=12013&startDate=2026-02-11&endDate=2026-02-12)

[This weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=12013&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=12013&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)

[Next weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=12013&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026)[Feb 20 - Feb 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=12013&startDate=2%2F20%2F2026&endDate=2%2F22%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.com/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.com/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.com/Cedar-Creek-Battlefield-Foundation-Middletown.d553248621532661823.Vacation-Attraction)

## Reviews of Middletown

4

Top Destination

5 - Excellent

5

4 - Good

13

3 - Okay

5

2 - Disappointing

0

1 - Terrible

0

### 4/5 - Good

Verified traveler

Cute historic town!

### 4/5 - Good

M.

Not a lot to do but a good base to visit the park and wineries.

### 4/5 - Good

Verified traveler

Very nice Irish Pub (Nana's) near the Inn

### 4/5 - Good

Verified traveler

Didn’t spend much time in Middletown other than when we were at the inn

## Cities near Middletown

![Spectacular views along Skyline Drive... There are views for the city and the valleys. Absolutely breathtaking, this area is filled with Hiking trails with Waterfalls, horse back riding and cabins to stay in as well as campgrounds. Enjoy ](https://images.trvl-media.com/place/7312/493496f4-9b80-4db9-82b2-83326416743f.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Front Royal

![Sunrise in Shenandoah National Park](https://images.trvl-media.com/place/12076/44755a2b-1105-46ba-bd69-9edb9351f673.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Stephens City

![Aerial View of Train Yard Waiting for Thomas](https://images.trvl-media.com/place/55195/f2bb0afc-1224-4dd7-9a80-eb713e0793b8.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Strasburg

![Winchester](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Winchester

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- [Wayside Theater ](https://www.expedia.com/Wayside-Theater-Middletown.d6164044.Vacation-Attraction)
- [Cedar Creek and Belle Grove National Historical Park ](https://www.expedia.com/Cedar-Creek-And-Belle-Grove-National-Historical-Park-Middletown.d6093271.Vacation-Attraction)
- [Cedar Creek Battlefield Foundation ](https://www.expedia.com/Cedar-Creek-Battlefield-Foundation-Middletown.d553248621532661823.Vacation-Attraction)
- [Belle Grove Plantation ](https://www.expedia.com/Belle-Grove-Plantation-Middletown.d6164020.Vacation-Attraction)
- [Hupp's Hill Civil War Park ](https://www.expedia.com/Hupps-Hill-Civil-War-Park-Strasburg.d553248621532661822.Vacation-Attraction)
- [Valerie Hill Winery ](https://www.expedia.com/Valerie-Hill-Winery-Stephens-City.d553248621532661834.Vacation-Attraction)
- [Visit Strasburg ](https://www.expedia.com/Strasburg.dx55195)
- [Visit Stephens City ](https://www.expedia.com/Stephens-City.dx12076)
- [Strasburg Vacations ](https://www.expedia.com/Strasburg.d55195.Destination-Travel-Guides)
- [Stephens City Vacations ](https://www.expedia.com/Stephens-City.d12076.Destination-Travel-Guides)
- [Appleland Sports Center ](https://www.expedia.com/Appleland-Sports-Center-Stephens-City.d553248621587477489.Vacation-Attraction)
- [Shenandoah River ](https://www.expedia.com/Shenandoah-River-Virginia.d681974697590321152.Vacation-Attraction)

- [Car rentals near Strasburg ](https://www.expedia.com/Car-Rentals-In-Strasburg.d55195.Car-Rental-Guide)
- [Enterprise Rental Cars in Strasburg ](https://www.expedia.com/Enterprise-Car-Rentals-In-Strasburg.d55195-c15.Car-Rental-Guide-Suppliers)
- [Avis Rental Cars in Strasburg ](https://www.expedia.com/Avis-Car-Rentals-In-Strasburg.d55195-c41.Car-Rental-Guide-Suppliers)
- [Van Car Rentals in Strasburg ](https://www.expedia.com/Van-Car-Rentals-In-Strasburg.d55195-tVan.Car-Rental-Guide-Class)
- [Car rentals near Stephens City ](https://www.expedia.com/Car-Rentals-In-Stephens-City.d12076.Car-Rental-Guide)
- [Enterprise Rental Cars in Stephens City ](https://www.expedia.com/Enterprise-Car-Rentals-In-Stephens-City.d12076-c15.Car-Rental-Guide-Suppliers)
- [Alamo Rent A Car Rental Cars in Stephens City ](https://www.expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Stephens-City.d12076-c6.Car-Rental-Guide-Suppliers)
- [Budget Rental Cars in Stephens City ](https://www.expedia.com/Budget-Car-Rentals-In-Stephens-City.d12076-c39.Car-Rental-Guide-Suppliers)
- [Car rentals near Canterburg ](https://www.expedia.com/Car-Rentals-In-Canterburg.d553248635975871690.Car-Rental-Guide)
- [Car rentals near Blue Ridge Shadows Golf Club ](https://www.expedia.com/Car-Rentals-In-Blue-Ridge-Shadows-Golf-Club.d553248621532661832.Car-Rental-Guide)
- [Car rentals near Riverton ](https://www.expedia.com/Car-Rentals-In-Riverton.d553248635975849884.Car-Rental-Guide)

- [Strasburg Vacation Rentals ](https://www.expedia.com/Strasburg-Vacation-Rentals.d55195.Travel-Guide-VacationRentals)
- [Stephens City Vacation Rentals ](https://www.expedia.com/Stephens-City-Vacation-Rentals.d12076.Travel-Guide-VacationRentals)

- Cities near Middletown
- Places of interest

[Front Royal](https://expedia.com/Front-Royal.dx7312)[Stephens City](https://expedia.com/Stephens-City.dx12076)[Strasburg](https://expedia.com/Strasburg.dx55195)[Winchester](https://expedia.com/Winchester.dx6056879)

- [Belle Grove Plantation ](https://expedia.com/Belle-Grove-Plantation-Middletown.d6164020.Vacation-Attraction)
- [Cedar Creek and Belle Grove National Historical Park ](https://expedia.com/Cedar-Creek-And-Belle-Grove-National-Historical-Park-Middletown.d6093271.Vacation-Attraction)
- [Cedar Creek Battlefield Foundation ](https://expedia.com/Cedar-Creek-Battlefield-Foundation-Middletown.d553248621532661823.Vacation-Attraction)
- [Jackson's Chase Golf Course ](https://expedia.com/Jacksons-Chase-Golf-Course-Middletown.d553248621532661831.Vacation-Attraction)
- [Shenandoah National Park ](https://expedia.com/Shenandoah-National-Park-Virginia.d6025893.Vacation-Attraction)
- [Front Royal Entrance Shenandoah National Park ](https://expedia.com/Front-Royal-Entrance-Shenandoah-National-Park-Front-Royal.d6129961.Vacation-Attraction)
- [George Washington National Forest ](https://expedia.com/George-Washington-National-Forest-United-States-of-America.d6160906.Vacation-Attraction)
- [ValleyHealth Winchester Medical Center ](https://expedia.com/ValleyHealth-Winchester-Medical-Center-Winchester.d6164057.Vacation-Attraction)
- [Shenandoah River ](https://expedia.com/Shenandoah-River-Virginia.d681974697590321152.Vacation-Attraction)
- [Shenandoah University ](https://expedia.com/Shenandoah-University-Winchester.d6127311.Vacation-Attraction)
- [Skyline Caverns ](https://expedia.com/Skyline-Caverns-Front-Royal.d6093201.Vacation-Attraction)
- [Shenandoah River State Park ](https://expedia.com/Shenandoah-River-State-Park-Bentonville.d553248621532661809.Vacation-Attraction)
- [Patsy Cline Historic House ](https://expedia.com/Patsy-Cline-Historic-House-Winchester.d553248621532661841.Vacation-Attraction)
- [Museum of the Shenandoah Valley ](https://expedia.com/Museum-Of-The-Shenandoah-Valley-Winchester.d6127313.Vacation-Attraction)
- [Apple Blossom Mall ](https://expedia.com/Apple-Blossom-Mall-Winchester.d6164018.Vacation-Attraction)
- [Shenandoah Valley Discovery Museum ](https://expedia.com/Shenandoah-Valley-Discovery-Museum-Old-Town-Winchester.d553248621587527659.Vacation-Attraction)
- [Shenandoah County Fairgrounds ](https://expedia.com/Shenandoah-County-Fairgrounds-Woodstock.d6219478.Vacation-Attraction)
- [Dinosaur Land ](https://expedia.com/Dinosaur-Land-White-Post.d553248621532661835.Vacation-Attraction)
- [Bright Box Theater ](https://expedia.com/Bright-Box-Theater-Old-Town-Winchester.d553248621561864843.Vacation-Attraction)
- [Sky Meadows State Park ](https://expedia.com/Sky-Meadows-State-Park-Virginia.d553248621532661864.Vacation-Attraction)
- [Rock Harbor Golf Course ](https://expedia.com/Rock-Harbor-Golf-Course-Winchester.d553248621561864838.Vacation-Attraction)
- [Mackintosh Fruit Farm ](https://expedia.com/Mackintosh-Fruit-Farm-Berryville.d553248621532661930.Vacation-Attraction)
- [Front Royal Visitor's Center ](https://expedia.com/Front-Royal-Visitors-Center-Front-Royal.d553248621532661829.Vacation-Attraction)
- [Naked Mountain Winery & Vineyards ](https://expedia.com/Naked-Mountain-Winery-Vineyards-Delaplane.d553248621532661859.Vacation-Attraction)
- [Linden Vineyards ](https://expedia.com/Linden-Vineyards-Linden.d553248621532661830.Vacation-Attraction)
- [RdV Vineyards ](https://expedia.com/RdV-Vineyards-Delaplane.d553248621532661862.Vacation-Attraction)
- [Lost River ](https://expedia.com/Lost-River-West-Virginia.d681980627922190336.Vacation-Attraction)
- [Jim Barnett Park ](https://expedia.com/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction)
- [Glen Manor Vineyards ](https://expedia.com/Glen-Manor-Vineyards-Front-Royal.d553248621587527610.Vacation-Attraction)
- [Delaplane Cellars ](https://expedia.com/Delaplane-Cellars-Delaplane.d553248621532661863.Vacation-Attraction)

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