Explore 1 Luxury Hotels in Middletown

Name: Wayside Inn
Price range: $142 total
Rating: 9.2

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Best Luxury Hotels in Middletown

Wayside Inn

7783 Main St, Middletown, VA

$129 nightly

$142 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, a terrace, and a garden are also offered.

9.2/10 Wonderful! (397 reviews)

"Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again."

Reviewed on Sep 27, 2025

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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.

5 star hotels in Middletown

Celebration Retreat

440 Scenic Overlook Dr, Front Royal, VA

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Middletown Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Middletown luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Middletown to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Middletown will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Middletown, and plan your next opulent escape.