Title: Book the Best Middletown LUXURY Hotels - Upscale Hotels in Middletown, DE | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d6049360.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d6049360.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d6049360.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d6049360.Destination-Travel-Guides) ![Ambler](https://images.trvl-media.com/place/6049360/7335fb36-4352-495c-a89e-7e4468cb7c8a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6049360/7335fb36-4352-495c-a89e-7e4468cb7c8a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Middletown Luxury Hotels Tonight [Jan 19 - Jan 20](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2026-01-19&endDate=2026-01-20&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Jan 20 - Jan 21](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2026-01-20&endDate=2026-01-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2026-01-23&endDate=2026-01-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Middletown Hotel Reviews ![Bally's Dover Casino Resort](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df_y.jpg) ### Bally's Dover Casino Resort 10/10 Excellent "great service" [](https://expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information) ![Hilton Wilmington/Christiana](https://images.trvl-media.com/lodging/1000000/10000/7100/7053/7640fa86_y.jpg) ### Hilton Wilmington/Christiana 10/10 Excellent "It served the purpose well for me." [](https://expedia.ca/Wilmington-Hotels-Hilton-WilmingtonChristiana.h7053.Hotel-Information) ![Quality Inn Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg) ### Quality Inn Newark - Wilmington 10/10 Excellent "Clean rooms and nice customers service " [](https://expedia.ca/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information) ![Red Roof Inn & Suites Newark - University](https://images.trvl-media.com/lodging/1000000/10000/8500/8462/a9782baa_y.jpg) ### Red Roof Inn & Suites Newark - University 10/10 Excellent "Great experience I will be returning " [](https://expedia.ca/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information) ![Sheraton Suites Wilmington Downtown](https://images.trvl-media.com/lodging/1000000/10000/4700/4693/72ec9ef5_y.jpg) ### Sheraton Suites Wilmington Downtown 10/10 Excellent "Yes" [](https://expedia.ca/Wilmington-Hotels-Sheraton-Suites-Wilmington-Downtown.h4693.Hotel-Information) ## Frequently asked questions ### Which area of Middletown is best to stay in for luxury hotels? > This area is characterised by newer developments, offering a more contemporary feel compared to the historic town centre. You'll find a selection of modern hotels here, often set slightly back from the main roads, providing a quieter environment. These establishments typically feature amenities such as high-end fitness equipment, indoor pools, and spacious rooms, suiting those who appreciate modern comforts. > > > Business travellers often find this location ideal. Its proximity to major roadways like Route 301 and Route 1 provides convenient access for meetings in Wilmington or other nearby business hubs without having to navigate through busier town areas. The hotels in this vicinity often include facilities like conference rooms and business centres, making them practical for work trips. > > > Couples looking for a comfortable and convenient base will also appreciate this part of Middletown. ### How much does a luxury hotel in Middletown cost? ### What luxury activities and experiences are there in Middletown? > For those seeking refined experiences, you'll find boutique shops and high-end eateries concentrated along Main Street. This area provides convenient access to local art galleries and performance venues, making it ideal for couples or solo travellers looking for cultural enrichment and fine dining. > > > If your idea of luxury includes exclusive leisure, consider accommodations that offer private access to golf courses or spa services. While these aren't typically found directly on Main Street, several premium establishments in the wider Middletown area cater to guests seeking relaxation and bespoke activities such as private wine tastings or bespoke culinary classes. ### How can I save on a luxury hotel in Middletown with Expedia? ### Is it cheaper to book a luxury Middletown hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Townsend ](https://www.expedia.ca/3Star-Townsend-Hotels.s30-0-d553248634999377505.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Smyrna ](https://www.expedia.ca/4Star-Smyrna-Hotels.s40-0-d159243.Travel-Guide-Filter-Hotels) - [Farmstay in Bear ](https://www.expedia.ca/Bear-Agritourism.d602387-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Bear ](https://www.expedia.ca/Bear-Apartments.d602387-aaApartments.Travel-Guide-Accommodation) - 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