Title: 20 Best B&B in Middletown, MD - Bed and Breakfast from $141 | Expedia.com [Middletown Travel Guide](https://expedia.com/Middletown.dx6351200)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d6351200.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.com/Middletown-Vacation-Rentals.d6351200.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d6351200.Travel-Guide-Flights)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d6351200.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d6351200.Destination-Travel-Guides) ![Washington Monument](https://images.trvl-media.com/place/6351200/c824f6fe-887c-4c10-9f1a-99abbb2720b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6351200/c824f6fe-887c-4c10-9f1a-99abbb2720b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6351200&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6351200&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6351200&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6351200&startDate=2026-05-15&endDate=2026-05-17&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown bed & breakfast ![Front of property](https://images.trvl-media.com/lodging/54000000/53160000/53157800/53157799/41ad526f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Castle Room Suites | Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53160000/53157800/53157799/e44d148d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/54000000/53160000/53157800/53157799/b70d9648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/54000000/53160000/53157800/53157799/5987e7d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Amberson House Bed & Breakfast [](https://www.expedia.com/Gettysburg-Hotels-The-Amberson-House-Bed-Breakfast.h53157799.Hotel-Information) Waynesboro 10/10 Exceptional (221 reviews) "The hosts were extremely kind and hospitable. The b&b was gorgeous and well kept. Would definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachael $145 nightly $161 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Gettysburg-Hotels-The-Amberson-House-Bed-Breakfast.h53157799.Hotel-Information) ![Garden view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f6325d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/2db74ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/098eec3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f3c32a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loudoun Valley Manor [](https://www.expedia.com/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) Waterford 9.6/10 Exceptional (283 reviews) "Beatiful Location Reasonable Rates Great Breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Albert $138 nightly $158 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118050000/118043900/118043808/ce791050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118050000/118043900/118043808/24c1efe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118050000/118043900/118043808/e1c7eae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118050000/118043900/118043808/8fa97c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dandelion in the Heart of Boonsboro [](https://www.expedia.com/Boonsboro-Hotels-Dandelion-In-The-Heart-Of-Boonsboro.h118043808.Hotel-Information) Boonsboro 10/10 Exceptional (1 review) "This is a charming vintage house with modern amenities. I had the best night's sleep in a cozy comfortable bedroom with the softest blanket. The host offered every variety of product in the bathroom that a guest might need or enjoy - very thoughtful touch. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan H. $133 nightly $141 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Boonsboro-Hotels-Dandelion-In-The-Heart-Of-Boonsboro.h118043808.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/f4cdce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/5afc8cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/170acaf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/827ae686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Manor Boutique Inn [](https://www.expedia.com/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) Lovettsville 9.6/10 Exceptional (97 reviews) "The breakfast was fabulous and the room great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MICHEL $230 nightly $262 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/0f2e099d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/0ab07db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/d71a2ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/1f089576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hollerstown Hill Bed and Breakfast [](https://www.expedia.com/Frederick-Hotels-Hollerstown-Hill-Bed-And-Breakfast.h21884253.Hotel-Information) Frederick 9.6/10 Exceptional (96 reviews) "Quaint property in quiet neighborhood convenient for Frederick town center. Hosts are friendly and welcoming. Comfortable room with nice breakfast. Enjoyable relaxing stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric $229 nightly $243 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Frederick-Hotels-Hollerstown-Hill-Bed-And-Breakfast.h21884253.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/1bc79cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/0a86bb02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Generals Quarters | In-room dining](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/f1573b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/7ac2ee7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antietam Overlook Farm [](https://www.expedia.com/Hagerstown-Hotels-Antietam-Overlook-Farm.h2655822.Hotel-Information) Keedysville 10/10 Exceptional (222 reviews) "My boyfriend and I really enjoyed our stay at Antietam Overlook Farm! We had never stayed at a bed and breakfast prior to this trip which made it a cool and unique experience to have our first experience here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily $244 nightly $271 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Hagerstown-Hotels-Antietam-Overlook-Farm.h2655822.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/a14a8657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/f7ffda1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/4272811e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/796e01a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cantuta Inn [](https://www.expedia.com/Martinsburg-Hotels-Cantuta-Inn.h18669467.Hotel-Information) Harpers Ferry 9.0/10 Wonderful (76 reviews) "The hostess and her husband were friendly and made us feel very welcome! Breakfast was scrambled eggs with fruit and was nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron $165 nightly $185 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-Cantuta-Inn.h18669467.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/30ef090b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/0f03a335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/6f99e56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Sunrise Room | Individually decorated, individually furnished, blackout drapes](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/7a2a968f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B [](https://www.expedia.com/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) Charles Town 9.6/10 Exceptional (442 reviews) "Excellent accommodations and breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William $157 nightly $178 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/7918f369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/4ee27c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/2f491ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/8d2e7c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Grass Roots Hill [](https://www.expedia.com/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.Hotel-Information) Purcellville 9.4/10 Exceptional (8 reviews) "House and property are absolutely beautiful. Staff are amazing and super friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad $459 nightly $523 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.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.com/Hotel-Search?startDate=2026-03-30&endDate=2026-03-31®ionId=6351200&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Bed-And-Breakfast.d6351200-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Bed-And-Breakfast.d6351200-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Quality Inn Harpers Ferry - Charles Town](https://images.trvl-media.com/lodging/1000000/30000/25200/25179/e301290f_y.jpg) ### Quality Inn Harpers Ferry - Charles Town 10/10 Excellent "Clean room in good shape, temperature great, close to park, breakfast very good. All staff very pleasant!" [](https://expedia.com/Martinsburg-Hotels-Quality-Inn.h25179.Hotel-Information) ![The Inn at Charles Town - Hollywood Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6291b142_y.jpg) ### The Inn at Charles Town - Hollywood Casino 8/10 Good "The A/C was awesome!! The room was very clean. The hallways were quiet. Really enjoyed the shuttle to the casino " [](https://expedia.com/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Country Inn & Suites by Radisson, Frederick, MD](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/1aff68d6_y.jpg) ### Country Inn & Suites by Radisson, Frederick, MD 4/10 Poor "I would not stay there again. Upon pulling in the parking lot, the outside looked unkempt. The entry rugs were dirty and faded and there was something slopped on both of them. The young lady who checked us in was kind and friendly. Check in was fast and easy. The carpets in the halls are old and in need of replacement or cleaning. In the room, someone's coffee was splashed and dripping down the wall by the bed...and still there. There were many chips in the paint above the bed. The remote was filthy and the words on the keys were worn off so I had to guess which one was which. The worst part was the SEVERAL black stains on the sheets. The room was not dusty. Looking out the window, I could lots of litter and a dilapidated BBQ grill that are to the left of the main hotel entrance. The same area also had 3 rotting benches and another sitting area for guests. I'm sure not many would partake in this amenity.... The shampoo, conditioner and lotion were probably the cheapest they could buy, compared to other hotels. Breakfast was meager- not nearly as good as other hotels I've stayed at that were similar. The breakfast area was clean and the ladies were attentive to refilling the food. The owner of this particular hotel needs to invest some money into making it a place guests would want to return to again. Attached pictures aren't very good, but give the idea, showing dirty sheets, coffee splashed on the wall and the outside area looking out our room's window." [](https://expedia.com/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information) ![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/d75699e6_y.jpg) ### Holiday Inn Express Charles Town by IHG 10/10 Excellent "Didn’t use either. Breakfast was great" [](https://expedia.com/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Best Western Historic Frederick](https://images.trvl-media.com/lodging/1000000/30000/23100/23097/b50eba38_y.jpg) ### Best Western Historic Frederick 10/10 Excellent "Staff & breakfast was good. Only concern was noisy noisy fan in air/heat unit in room." [](https://expedia.com/Frederick-Hotels-Best-Western-Historic-Frederick.h23097.Hotel-Information) ![Hillside Inn & Suite](https://images.trvl-media.com/lodging/117000000/116910000/116906500/116906499/92bdcb24_y.jpg) ### Hillside Inn & Suite 2/10 Terrible "The room under a blue light and black light light up like a Petri dish. " [](https://expedia.com/Martinsburg-Hotels-Hillside-Inn-And-Suite.h116906499.Hotel-Information) ![Comfort Inn Frederick - Ballenger Creek](https://images.trvl-media.com/lodging/2000000/1100000/1092700/1092683/d1980c03_y.jpg) ### Comfort Inn Frederick - Ballenger Creek 4/10 Poor "Wow. This property needs a DM to walk through it. Showers with no body soap. Blood stains on shower curtains. Mold in the shower. And broken door hardware. Please take a look. The location is idea but poorly maintained. The folks at the front desk were ok but seamed aware of the issues. " [](https://expedia.com/Frederick-Hotels-Comfort-Inn.h1092683.Hotel-Information) ![Home2 Suites by Hilton Charles Town](https://images.trvl-media.com/lodging/20000000/19220000/19217900/19217874/cbf060ec_y.jpg) ### Home2 Suites by Hilton Charles Town 8/10 Good "Staff was amazing, room was clean and lots of space. Was very loud though. Dogs barking and large parties." [](https://expedia.com/Martinsburg-Hotels-Home2-Suites-By-Hilton-Charles-Town.h19217874.Hotel-Information) ![Fairfield Inn & Suites by Marriott Hagerstown](https://images.trvl-media.com/lodging/75000000/74090000/74089100/74089042/0895b239_y.jpg) ### Fairfield Inn & Suites by Marriott Hagerstown 6/10 Okay "Room was clean." [](https://expedia.com/Hagerstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Hagerstown.h74089042.Hotel-Information) ## Find out more about Middletown ## Middletown B&B information | Number of reviews | 1,350 | | ----------------- | ------ | | Accommodation | 18 B&B | | Lowest Price | $141 | | Highest Price | $523 | ## Frequently asked questions ### What is the nightly rate for a Bed and Breakfast in Middletown? ### What is the difference between a Middletown B&B and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Orchid Cellar Winery ](https://www.expedia.com/Orchid-Cellar-Winery-Hotels.0-l553248621532662572-0.Travel-Guide-Filter-Hotels) - [Hotels near Maryland National Golf Club ](https://www.expedia.com/Maryland-National-Golf-Club-Hotels.0-l553248621532662573-0.Travel-Guide-Filter-Hotels) - [Braddock Heights Hotels ](https://www.expedia.com/Braddock-Heights-Hotels.d553248634998897768.Travel-Guide-Hotels) - [Hotels near Musket Ridge Golf Course ](https://www.expedia.com/Musket-Ridge-Golf-Course-Hotels.0-l6127324-0.Travel-Guide-Filter-Hotels) - 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