Title: Middletown B&B: Find the Best Bed and Breakfast from CA $442 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d12013.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d12013.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d12013.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d12013.Destination-Travel-Guides) ![Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC. Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!](https://images.trvl-media.com/place/12013/db58f126-7d10-4018-a689-28fc2b700f21.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Samantha Keyes # Find a Bed and Breakfast in Middletown from CA $442 - ![](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 prices for these dates Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Middletown B&B ![Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/6e95af26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/95f3e504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/3108c45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/5536aedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glen Gordon Manor Huntly 9.8/10 Exceptional (94) "Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KYLE CA $404 CA $442 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/72d8a0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/8458539f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/d7b2bbc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/fdad32ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gay Street Inn Washington 10/10 Exceptional (34) "Beautiful historic Inn with incredible owners and service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee CA $502 CA $541 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Washington-Hotels-Gay-Street-Inn.h26679788.Hotel-Information) 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://expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16®ionId=12013&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_12013) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Bed-And-Breakfast.d12013-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Bed-And-Breakfast.d12013-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 10/10 Excellent "Clean, modern, updated" [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Rooms are always clean when I stay and the staff was very friendly. " [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Courtyard by Marriott Winchester](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36_y.jpg) ### Courtyard by Marriott Winchester 10/10 Excellent "Everything was nice except the restroom light went out the second day and the curtain rod fell off right away but was fixed when I called " [](https://expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![Hampton Inn Front Royal](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0_y.jpg) ### Hampton Inn Front Royal 10/10 Excellent "Again, this hotel is great! The staff is amazing and very accommodating. The hotel is very clean and comforting. I will stay here again! " [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "Great overnight stay. Clean, easy parking, & good food around." [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg) ### Hampton Inn Winchester-University/Mall Area 10/10 Excellent "Checking in and out was a breeze Room was nice and clean" [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Great stay!" [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![SpringHill Suites by Marriott Winchester](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "The staff was really accommodating " [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "Nice place, still quite new. " [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ## Find out more about Middletown ## Middletown B&B information | Number of reviews | 74 | | --- | --- | | Accommodation | 2 B&B | | Lowest Price | CA $442 | | Highest Price | CA $541 | ## Frequently asked questions ### Searching for B&Bs in Middletown? > If you're looking for something a little quirkier than your standard hotel, a stay at a bed and breakfast could be a great option for your trip. While you're enjoying your trip to Middletown, you might want to explore the theater scene by catching a show at Wayside Theater. ### How do you know if a B&B is a good option for you? > Every B&B has a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts a fun place to get away. ### What are the best B&Bs in Middletown? > Here is a B&B that guests like in the surrounding area: [Glen Gordon Manor](https://www.expedia.ca/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information): 8 rooms. 16.9 mi (27.2 km) from the heart of Middletown. Enjoy the free full breakfast and 24-hour fitness center. ### When should I stay at a B&B in Middletown? > When you're dreaming of a escape to Middletown, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 43 inches. ### What is there to do in Middletown? > If you like to experience a new place through your taste buds, you'll be sure to enjoy Middletown for its bars and restaurants. When you want to spend some time in the great outdoors, Shenandoah River and Cedar Creek and Belle Grove National Historical Park are some notable spots. You might put Belle Grove Plantation and Wayside Theater on your list if you want to see more of the area. ### How can I get to and around Middletown? > You can plan your excursions in and around Middletown ahead of time with these transportation options. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30.4 mi (48.9 km) from the city center. 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[Car rental Front Royal](https://www.expedia.ca/Car-Rentals-In-Front-Royal.d7312.Car-Rental-Guide) - [Book B&B in Middletown on Expedia.com](https://www.expedia.com/Middletown-Bed-And-Breakfast.d12013-aaBedAndBreakfast.Travel-Guide-Accommodation)