Photo by Stephanie Sutton

Romantic Hotels in Middletown, Virginia

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Top Middletown Romantic Hotels

Wayside Inn
Serves dinner and happy hour

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (376)
"Love the inside. Rooms and public spaces were fantastic. Outside needs some rehab. "
The price is P4,411
P5,453 total
includes taxes & fees
Dec 24 - Dec 25
Wayside Inn
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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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 Wayside Theater. 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.
What's the best accommodation for a romantic vacation to Middletown?
Wayside Inn is a favorite hotel for couples, and features cable TV and wedding services.
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 Wayside Theater 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.