Middletown, DE

Travel Guide

A steel arch bridge over a river with surrounding trees and buildings.
An aerial view of a historic town with distinct architectural styles, including a church with a golden dome and a large brick building with a flat roof.
A bridge with multiple yellow cables and a clear blue sky.
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

3 out of 5
411 MERRIMAC AVENUE Middletown DE
$119 nightly
The price is $132 total per night from Nov 8 to Nov 9
$132 total
Nov 8 - Nov 9
Total with taxes and fees
Stay at this hotel in Middletown. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
Fairfield Inn & Suites by Marriott Middletown
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

2.5 out of 5
315 Auto Park Dr Middletown DE
$109 nightly
The price is $121 total per night from Nov 22 to Nov 23
$121 total
Nov 22 - Nov 23
Total with taxes and fees
Stay at this hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (751 reviews)
"Property was easily accessible and very well maintained. The room was very clean and front desk staff, house keeping, breakfast staff were all respectful and ready to assist hotel guest"

Reviewed on Nov 2, 2026

Holiday Inn Express & Suites Middletown by IHG
Hampton Inn Middletown

Hampton Inn Middletown

2.5 out of 5
117 Sandhill Dr Middletown DE
$110 nightly
The price is $122 total per night from Dec 1 to Dec 2
$122 total
Dec 1 - Dec 2
Total with taxes and fees
Stay at this hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (942 reviews)
"Staff was super friendly and helpful, check in was a breeze. Breakfast was lovely. Overall 10/10 will stay again!"

Reviewed on Nov 2, 2026

Hampton Inn Middletown
See all 687 properties in Middletown
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.
Luxurious and spacious townhome with all necessary amenities awaits your stay.

Luxurious and spacious townhome with all necessary amenities awaits your stay.

Middletown DE
Stay at this vacation home in Middletown. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attractions Middletown Historic District ...
9.6/10 Exceptional! (17 reviews)
"Property was clean and had everything we needed. Host was responsive and we didn't have any issues. Would recommend to anyone needing a stay in the area."

Reviewed on Sep 20, 2026

Luxurious and spacious townhome with all necessary amenities awaits your stay.
5BR Chesapeake Waterfront Estate with Private Dock

5BR Chesapeake Waterfront Estate with Private Dock

Perryville MD
Book a stay at this family-friendly vacation home in Perryville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Craft Haven Marina and ...
10/10 Exceptional! (14 reviews)
"Great host, great house, great location. Plenty of room for multiple families with plenty of things to do. Highly recommended in spring, summer and fall. Check in and out was extremely easy. Communication before and during our stay was excellent. Highly recommended."

Reviewed on Nov 4, 2026

5BR Chesapeake Waterfront Estate with Private Dock
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

New Castle DE
Book a stay at this business-friendly vacation home in New Castle. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Christiana Mall and ...
8.4/10 Very Good! (24 reviews)
"Very clean and private property. Me and my group felt like we were home. Highly recommend this more for a family get away."

Reviewed on Oct 20, 2026

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
See all properties in Middletown
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.

Stay near popular Middletown attractions

Frightland

8.4/10 (15 reviews)
Enjoy an outing to Frightland during your stay in Middletown. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Frequently asked questions

Is Middletown worth visiting?
Middletown is worth visiting for its rich history, with highlights like the Middletown Historic District and Middletown Town Hall. Travelers can also enjoy diverse dining experiences, including Italian cuisine with dishes like pasta and pizza, and Asian options such as stir-fries and noodles.
When is the best time to visit Middletown?
The best time to visit Middletown is from May through September, when the weather is generally warm and inviting for outdoor activities. For travelers seeking fewer crowds and potentially better value, the quieter months of November through February offer a more relaxed experience.
What is Middletown known for?
Middletown is known for its Middletown Historic District and Middletown Town Hall, which offer a glimpse into the city's past. Travelers can also enjoy a round at Back Creek Golf Club. The area also has a strong Italian food culture, providing diverse dining options.
What is a good itinerary length for Middletown?
A good itinerary length for Middletown is one to two days to explore key highlights like the Middletown Historic District, Middletown Town Hall, and Back Creek Golf Club. For a more relaxed trip, consider three to four days to enjoy the local dining, explore the area more deeply, and revisit your favorite spots.
What are the top things to do in and around Middletown?
Middletown offers a blend of historic charm, local markets, and opportunities for outdoor recreation:

  • Explore the Middletown Historic District, a notable area of interest.
  • Visit Middletown Town Hall, a local landmark.
  • Play a round at Back Creek Golf Club.
  • Browse the Dutch Country Farmers Market.
  • Enjoy a game at Frog Hollow Golf Club.

How do I plan a trip to Middletown?
To plan your trip to Middletown, search for places to stay on Expedia and book flights and rental cars in advance. Explore attractions like the Middletown Historic District, Middletown Town Hall, and Back Creek Golf Club. When planning activities, remember to pair outdoor plans with indoor options for weather flexibility.
What cuisines can you find in Middletown?
In Middletown you can find New American cuisine, featuring dishes like gourmet burgers, artisanal pizzas, and farm-to-table creations. Travelers can also enjoy Italian favorites such as pasta and pizza, a variety of Asian options including sushi and curries, and Latin American flavors like tacos and burritos.
Can I book a refundable hotel in Middletown?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Middletown by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Middletown with Expedia?
Expedia makes it easier to plan your Middletown trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Middletown?
The best choice depends on your travel style. Hotels in Middletown can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Middletown trip on Expedia?
Once you've booked your Middletown trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Middletown trip?
Expedia offers customer support before, during, and after your Middletown trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Middletown?
If it's your first trip to Middletown, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Middletown hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Middletown hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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An aerial view of a city with a river, a large fortress, and a stadium.

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A paved path on a grassy hill with people walking.

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