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
  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Romantic Hotels

Next weekend
In two weeks

Our top choices for Middletown romantic hotels

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 848
AED 1,880 total
includes taxes & fees
27 Jul - 28 Jul
The Pond Cabin: Hot Tub & Stocked Pond

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 606
AED 978 total
includes taxes & fees
24 Aug - 25 Aug
Entire Colonial Private 3BR House Beside The Inn.Fast WiFi,tub,queen size bed

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
27 Jul - 28 Jul
ANS Inn has clean, spacious rooms located on 5 acres with little traffic.

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 667
AED 1,410 total
includes taxes & fees
18 Aug - 19 Aug
Clouds Mountain Cabin

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville
9.8 out of 10, Exceptional, (330 reviews)
"Amazing idyllic location. Will certainly be coming back. "
United States
Andrew M.
The price is AED 716
AED 1,182 total
includes taxes & fees
23 Aug - 24 Aug
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"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, (368 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 558
AED 1,004 total
includes taxes & fees
27 Jul - 28 Jul
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"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, (369 reviews)
"nice place"
United States
Dave A.
The price is AED 826
AED 1,351 total
includes taxes & fees
15 Aug - 16 Aug
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Cozy Lakeside Homestead

Cozy Lakeside Homestead
Wardensville
10.0 out of 10, Exceptional, (219 reviews)
"Very clean! Great place to stay!"
United States
Sean M.
The price is AED 826
AED 1,133 total
includes taxes & fees
24 Aug - 25 Aug
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.

Top Middletown Hotel Reviews

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.