A stone tower with a staircase leading up to it.

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Check availability on Middletown 4 Star Hotels

Our top choices for Middletown 4-star hotels

2 restaurants; breakfast and dinner served

Hotel Burg

Hotel Burg
4.0 star property
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (94 reviews)
"The staff made the trip feel like I was welcomed and mattered! Absolutely would recommend!"
United States
Noelani
The price is 4.449.435 ₫
5.871.681 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Hotel Burg
Apartment (1 Bedroom) | Interior

Dtwn at Your Door: Historic Frederick Gem w/ Yard!

Dtwn at Your Door: Historic Frederick Gem w/ Yard!
4.0 star property
Downtown Frederick
Dtwn at Your Door: Historic Frederick Gem w/ Yard!
Apartment (4 Bedrooms) | Interior

2 Mi to Hollywood Casino: Charles Town Townhome!

2 Mi to Hollywood Casino: Charles Town Townhome!
4.0 star property
Charles Town
2 Mi to Hollywood Casino: Charles Town Townhome!
Apartment (3 Bedrooms) | Front of property

2 Mi to Dtwn Frederick: Updated Townhome

2 Mi to Dtwn Frederick: Updated Townhome
4.0 star property
Frederick
2 Mi to Dtwn Frederick: Updated Townhome
Aerial view

Hidden View Bed & Breakfast

Hidden View Bed & Breakfast
4.0 star property
Purcellville
Hidden View Bed & Breakfast
Apartment (4 Bedrooms) | Interior

Frederick Townhome w/ Balcony, Close to Parks!

Frederick Townhome w/ Balcony, Close to Parks!
4.0 star property
Frederick
The price is 7.797.735 ₫
14.734.306 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Frederick Townhome w/ Balcony, Close to Parks!
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Learn more about Middletown

Nestled in the scenic Middletown Valley, this historic town offers charming Main Street shops and the annual Middletown Heritage Festival each September. Outdoor enthusiasts can explore nearby South Mountain State Park's hiking trails or visit local wineries for tastings with spectacular valley views.

See all hotels in Middletown
A stone tower with a staircase leading up to it.

Top Middletown Hotel Reviews

Hotel Burg

Hotel Burg

10/10 Excellent
"Amazing experience"
Erick 1-night trip
Posted 2 days ago
Hotel Burg

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Middletown?
To book a 4-star hotel in Middletown that matches your budget, take advantage of Expedia's handy filters. Take a look at the available options during your chosen dates and use our pricing filter to set your maximum rate. You can also sort your results by the most affordable stay first.

  • Search for the lowest price from 5.871.681 ₫

What's the difference between 5-star and 4-star hotels in Middletown?
If you choose to spend your holiday at a 4-star hotel in Middletown, you'll usually find lots of conveniences to make sure you're comfortable, such as a pool, gym and restaurant. You can look forward to high-quality service and upmarket accommodation. Go for a 5-star hotel and you'll have access to a few extra perks — think on-site spas, around-the-clock concierge and opulent turndown services. You'll most likely get more amenities and exclusive services at a 5-star stay, but both are superb options for luxury guests.
Does Middletown have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your next getaway in Middletown where just about everything is taken care of, from your room to your meals, activities and entertainment. We can also help you find standard 4-star stays in and around this much-loved destination.