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Find Romantic Hotels in Middletown, VA

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Check availability on Middletown Romantic Hotels

Our top choices for Middletown romantic hotels

Breakfast area

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (325 reviews)
"Not a bad place if you need a bed to sleep in. "
United States
Nathan
The price is AED 237
AED 262 total
includes taxes & fees
9 Aug - 10 Aug
Econo Lodge Inn & Suites Middletown - Winchester South
Breakfast, lunch, dinner and brunch served

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (442 reviews)
"Nice historic place"
United States
Donna
The price is AED 446
AED 529 total
includes taxes & fees
20 Jul - 21 Jul
Wayside Inn
Lobby

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very Good, (1,003 reviews)
"Clean room, breakfast was ok, staff is helpful,"
United States
Viorika
The price is AED 297
AED 330 total
includes taxes & fees
2 Aug - 3 Aug
Ramada by Wyndham Strasburg/Shenandoah Valley
Lobby

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
"Very affordable, nice rooms, and conveniently located - greatly enjoyed our stay!"
United States
Patrick
The price is AED 372
AED 414 total
includes taxes & fees
9 Aug - 10 Aug
Fairfield Inn & Suites Strasburg Shenandoah Valley
Exterior

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (873 reviews)
"Very nice good breakfast too!"
United States
Steven
The price is AED 285
AED 317 total
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Express Winchester South-Stephens City by IHG
Free daily continental breakfast

Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very Good, (677 reviews)
"Great location safe area clean rooms good price"
United States
Elaine
The price is AED 309
AED 344 total
includes taxes & fees
9 Aug - 10 Aug
Quality Inn Stephens City - Winchester South
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,132 reviews)
"Great value, handy location, pet friendly."
United States
Patrick
The price is AED 356
AED 396 total
includes taxes & fees
16 Aug - 17 Aug
Comfort Inn & Suites Winchester
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very Good, (285 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
The price is AED 250
AED 278 total
includes taxes & fees
20 Jul - 21 Jul
Relax Inn Motel
Lobby

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (533 reviews)
"Good location, good value, helpful staff. Would use the facility again"
United States
Robert
The price is AED 239
AED 266 total
includes taxes & fees
20 Jul - 21 Jul
Motel 6 Front Royal, VA
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
"The hospitality was amazing from check-in to check out"
United States
Marcus
The price is AED 449
AED 495 total
includes taxes & fees
26 Jul - 27 Jul
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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.
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Top Middletown Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Hotel was comfortable, clean and reasonably priced. We have stayed here before and will stay again!"
Clifford 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Winchester
Wayside Inn

Wayside Inn

10/10 Excellent
"Historic, charming, relaxing."
Raleigh 1-night trip
Posted 5 days ago
Wayside Inn

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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.