A large house in a field with a cloudy sky.

Find Romantic Hotels in Middletown, VA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Romantic Hotels

Our top choices for Middletown romantic hotels

Cookware/dishes/utensils

The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond
Linden
10.0 out of 10, Exceptional, (35 reviews)
"We always love staying here. We have stayed at The Pond Cabin multiple times and will continue doing so as long as it is available!"
United States
Mary S.
The price is AED 878
AED 1,916 total
includes taxes & fees
21 Jul - 22 Jul
The Pond Cabin: Hot Tub & Stocked Pond
Dining

Entire Colonial Private 3BR House Beside The Inn.Fast WiFi,tub,queen size bed

Entire Colonial Private 3BR House Beside The Inn.Fast WiFi,tub,queen size bed
Washington
10.0 out of 10, Exceptional, (127 reviews)
"We loved this accomodation! In a great little town and near the skyline drive. It was so peaceful and comfortable - only wish we had stayed longer!"
United Kingdom
Lily P.
The price is AED 617
AED 1,018 total
includes taxes & fees
18 Aug - 19 Aug
Entire Colonial Private 3BR House Beside The Inn.Fast WiFi,tub,queen size bed
Interior

ANS Inn has clean, spacious rooms located on 5 acres with little traffic.

ANS Inn has clean, spacious rooms located on 5 acres with little traffic.
Winchester
The price is AED 221
AED 588 total
includes taxes & fees
21 Jul - 22 Jul
ANS Inn has clean, spacious rooms located on 5 acres with little traffic.
Fireplace, DVD player

Clouds Mountain Cabin

Clouds Mountain Cabin
Rileyville
9.6 out of 10, Exceptional, (17 reviews)
"We had a very quiet nice stay it was nice to have the woods where we could walk the dogs. The drive up was a little difficult even with four wheel drive but definitely worth the view "
United States
Jessica S.
The price is AED 652
AED 1,396 total
includes taxes & fees
10 Aug - 11 Aug
Clouds Mountain Cabin
Outdoor spa tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (367 reviews)
"It was exactly what we needed, out of the way and in nature, but close to beautiful attractions and grocery stores "
United States
Aaron A.
The price is AED 645
AED 1,107 total
includes taxes & fees
5 Aug - 6 Aug
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Pool

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (368 reviews)
"nice place"
United States
Dave A.
The price is AED 918
AED 1,465 total
includes taxes & fees
15 Aug - 16 Aug
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Exterior

Fish Trap cabin on the Shenandoah River

Fish Trap cabin on the Shenandoah River
Luray
9.8 out of 10, Exceptional, (99 reviews)
"Great cabin, everything was in good condition. The location is fantastic, steps away from the river. "
United States
Pat T.
The price is AED 1,405
AED 2,388 total
includes taxes & fees
22 Jul - 23 Jul
Fish Trap cabin on the Shenandoah River
Outdoor dining

Cozy Lakeside Homestead

Cozy Lakeside Homestead
Wardensville
10.0 out of 10, Exceptional, (219 reviews)
"Great place! We enjoyed the large family table, cute rooms, hot tub, and the mountain air! "
United States
Megan M.
The price is AED 826
AED 1,161 total
includes taxes & fees
23 Jul - 24 Jul
Cozy Lakeside Homestead
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.
View all properties

Top Middletown Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good
"On the positive side: hotel is pretty new and sufficiently far away from the Interstate, so the noise level is fine. We enjoyed clean facilities and a sizeable, clean room with the usual amenities. Our bed, however, was not comfortable, as the mattrasses were too soft (or had suffered from too many heavy guests). We slept like in a trough. There is no place to hang towels in the shower, strange how some hotels overlook such simple things! The breakfast was highly advertised, however didn't live up to expectations. They only had 0% milk, which we don't appreciate, a very limited selection of food and no fruit. Also, they had probably forgotten to change the coffee urns from the day before, when we arrived around 6:45am, since it was only lukewarm. That was quickly fixed but wasn't very professional. Reception staff was somewhat absentminded, we weren't greeted on arrival and nobody seemed to care about our departure. Summary: Decent enough for one night but not what we expected."
Lukas 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Winchester

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Middletown?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also enjoy Middletown for its bars, restaurants, and historic landmarks. If you'd like to explore some of the area's notable sights, you might make a stop by Belle Grove Plantation, Shenandoah River, or Cedar Creek and Belle Grove National Historical Park. If you're interested in staying close to a particular destination, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Middletown?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Middletown: The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 43 inches.
What is there to do in Middletown?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all that Middletown has to offer. Couples looking for a little of everything will enjoy Middletown for its bars, restaurants, and historic landmarks. You might think about stopping by Belle Grove Plantation, Shenandoah River, or Cedar Creek and Belle Grove National Historical Park while you're seeing the sights.
What's the best way to get to Middletown and around town during my romantic getaway?
This information about transportation options in Middletown might help your romantic trip go off without a hitch: The closest major airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), located 30.4 mi (48.9 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.