--- title: "20 Best B&B in Middletown, DE - Bed and Breakfast from $136 | Expedia" description: "Travel the World Better - with a Bed and Breakfast in Middletown! Read reviews, search by map, and rent your dream B&B in Middletown with Expedia." canonical: "https://www.expedia.com/Middletown-Bed-And-Breakfast.d6049360-aaBedAndBreakfast.Travel-Guide-Accommodation" language: en-US market: US currency: USD prices_as_of: 2026-11-13T23:16:30Z --- Plan your trip - [Middletown Travel Guide](https://www.expedia.com/Middletown.dx6049360) - [Hotels in Middletown](https://www.expedia.com/Middletown-Hotels.d6049360.Travel-Guide-Hotels) - [Flights to Middletown](https://www.expedia.com/Cheap-Flights-To-Middletown.d6049360.Travel-Guide-Flights) - [Car Rentals in Middletown](https://www.expedia.com/Car-Rentals-In-Middletown.d6049360.Car-Rental-Guide) - [Middletown Vacation Packages](https://www.expedia.com/Middletown.d6049360.Destination-Travel-Guides) - [Vacation Rentals in Middletown](https://www.expedia.com/Middletown-Vacation-Rentals.d6049360.Travel-Guide-VacationRentals) # Book Middletown Bed & Breakfast ![A steel arch bridge over a river with surrounding trees and buildings.](https://images.trvl-media.com/place/6049360/20a786e4-62d1-4528-a80b-e655c9a4a8c3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals ### OneKeyCash Earn OneKeyCash on all your eligible bookings ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates [Check prices for these dates, December 13 – 14, 2026](https://www.expedia.com/Hotel-Search?regionId=6049360&startDate=2026-12-13&endDate=2026-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=BED%5FAND%5FBREAKFAST) [View in a map](https://www.expedia.com/Hotel-Search?regionId=6049360&stayLength=1&daysInFuture=30&pwaOverlay=map) ## Our top choices for Middletown bed & breakfast ### [1\. Miller-Dunham House Bed & Breakfast](https://www.expedia.com/Odessa-Hotels-Miller-Dunham-House-Bed-And-Breakfast.h21824679.Hotel-Information) ![A sunroom with white wicker furniture, large windows, and a ceiling fan.](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/1be732cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Odessa - Guest rating: 10/10 (Exceptional, 90 reviews) - Price: $236 nightly, $247 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Middletown bed & breakfast - Review: We only had a short visit, but hope to stay again when we are in town next time. The room was so beautiful and comfortable., by Leslie ### [2\. Inn At The Canal Bed & Breakfast](https://www.expedia.com/Chesapeake-City-Hotels-Inn-At-The-Canal-Bed-Breakfast.h15082750.Hotel-Information) ![A snow-covered porch with a sign for 'Inn at the Canal' and a Christmas tree.](https://images.trvl-media.com/lodging/16000000/15090000/15082800/15082750/4c3cf026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Chesapeake City - Guest rating: 9/10 (Wonderful, 513 reviews) - Price: $195 nightly, $207 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Middletown bed & breakfast - Review: Nice property like most B&B dated shower could use update, by Henry ### [3\. Vandiver Inn](https://www.expedia.com/Havre-De-Grace-Hotels-Vandiver-Inn.h16200162.Hotel-Information) ![A Victorian-style building with a porch, outdoor seating, and a sign for Vandiver Inn.](https://images.trvl-media.com/lodging/17000000/16210000/16200200/16200162/5bf9cecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Havre De Grace - Guest rating: 9.6/10 (Exceptional, 580 reviews) - Price: $161 nightly, $180 total, Dec 14 - Dec 15, Total with taxes and fees, for Our top choices for Middletown bed & breakfast - Review: Absolutely LOVED our stay here! It is such a cute, unique place to stay and we loved the fun, friendly atmosphere. It was lively during the day, yet peaceful and quiet at night. The complimentary breakfast was also so nice! The room was wonderful and clean. The staff were so helpful, friendly, and welcoming. Definitely recommend staying here!, by Samantha ### [4\. Elk Forge B&B Inn & Day Spa](https://www.expedia.com/Elkton-Hotels-Elk-Forge-BB-Inn-Day-Spa.h1153614.Hotel-Information) ![A hotel room with a large bathtub filled with water and rose petals, a sofa, a lamp, and a window with blinds.](https://images.trvl-media.com/lodging/2000000/1160000/1153700/1153614/9cdba10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Elkton - Guest rating: 8.6/10 (Excellent, 224 reviews) - Price: $129 nightly, $137 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Middletown bed & breakfast - Review: The building is old but needs a lot of love with keeping it maintained. It could be such a beautiful B&B if more was put into it., by Denise 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. [View all properties](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28®ionId=6049360&adults=2&lodging=BED%5FAND%5FBREAKFAST&sort=RECOMMENDED&openPlayBack=true) ## Learn more about Middletown Stroll through the historic district where colonial-era buildings tell stories of the town's rich past. Nearby Thousand Acre Farm offers stunning waterfront views and local festivals where you can sample Delaware's famous peach pies. [See all hotels in Middletown](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&adults=2®ionId=6049360) ![A steel arch bridge over a river with surrounding trees and buildings.](https://images.trvl-media.com/place/6049360/20a786e4-62d1-4528-a80b-e655c9a4a8c3.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Frequently Asked Questions ### What are the most popular Middletown Bed and Breakfasts? [Rustic Elegance Meets Outdoor Charm - 2 bedroom Middletown](https://www.expedia.com/Middletown-Hotels-Rustic-Elegance-Meets-Outdoor-Charm-2-Bedroom-Middletown.h112136251.Hotel-Information) is an inviting choice for travelers seeking a blend of comfort and nature. This property highlights thoughtful amenities like onsite parking through a third-party service, making it easy to come and go as you explore the beautiful surroundings of Middletown. With its cozy ambiance, it’s superb for couples looking to unwind and reconnect in a serene setting. ### What is the nightly rate for a Bed & Breakfast in Middletown? Prices for B&Bs in Middletown often vary, but you can find a great deal from $136 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Middletown B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high. ### When is the best time to book a Bed and Breakfast in Middletown? The most popular time to book a B&B in Middletown is during the vibrant summer months of June through August. This is when visitors flock to enjoy the area's beautiful landscapes and partake in outdoor activities such as hiking, biking, and exploring the picturesque vineyards that define the region. With warm temperatures typically ranging from the mid-70s to the low 90s Fahrenheit, it’s an ideal setting for those who appreciate sun-soaked adventures and lively local events. In particular, July stands out as the high point of the season, drawing crowds eager to experience community festivals and outdoor concerts that fill the air with joy and excitement. The lively atmosphere during this peak period creates a fantastic opportunity for travelers to connect with fellow adventurers and engage in the local culture. For those looking for a more budget-friendly option, late fall, particularly November, offers a delightful alternative. While the tourist numbers dip, visitors can still enjoy the serene beauty of Middletown, with the added benefit of fewer crowds. This month provides a great backdrop for peaceful vineyard tours and scenic walks, allowing for a more intimate experience of the region’s charm. ### What is the difference between a Middletown Bed & Breakfast and a hotel? Every Middletown B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Middletown B&Bs. ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [Vacation Rentals](?equalTargetTab=tab-4) - [Things to Do](?equalTargetTab=tab-5) - [5 Star Hotels in Middletown](https://www.expedia.com/5Star-Middletown-Hotels.s50-0-d6049360.Travel-Guide-Filter-Hotels) - [Wilmington Hotels](https://www.expedia.com/Wilmington-Hotels.d601746.Travel-Guide-Hotels) - [Rv Parks in Delaware City](https://www.expedia.com/Delaware-City-RV-Parks.d183080-aaRVParks.Travel-Guide-Accommodation) - [Delaware City Hotels](https://www.expedia.com/Delaware-City-Hotels.d183080.Travel-Guide-Hotels) - [Motels in Middletown](https://www.expedia.com/Middletown-Motels.d6049360-aaMotels.Travel-Guide-Accommodation) - [New Castle Hotels](https://www.expedia.com/New-Castle-Hotels.d8922.Travel-Guide-Hotels) - 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