Title: Book the Best HISTORIC Hotels in Greencastle in 2026 | Expedia.ca [Greencastle Travel Guide](https://expedia.ca/Greencastle.dx8026)[Hotels in Greencastle](https://expedia.ca/Greencastle-Hotels.d8026.Travel-Guide-Hotels)[Vacation Rentals in Greencastle](https://expedia.ca/Greencastle-Vacation-Rentals.d8026.Travel-Guide-VacationRentals)[Flights to Greencastle](https://expedia.ca/Cheap-Flights-To-Greencastle.d8026.Travel-Guide-Flights)[Greencastle Car Rentals](https://expedia.ca/Car-Rentals-In-Greencastle.d8026.Car-Rental-Guide)[Greencastle Vacation Packages](https://expedia.ca/Greencastle.d8026.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/8026/e3a056db-3b89-4ce4-8dcc-f70eda79252c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Greencastle, PA from CA $228 - ![](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 Greencastle Historic Hotels Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=8026&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=8026&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=8026&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8026&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Greencastle historic hotels ![Property grounds](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/55851da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/462ee4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/8ccc869d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/286a3bf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information) Hagerstown 10/10 Exceptional (123) "We were very pleased with our stay. We enjoyed the privacy and the house" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristine B. CA $143 CA $228 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/097a0278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/f00715b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/ac07479b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/acc9da32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antietam Toll House\~ an historic waterfront cabin with fully fenced yard. [](https://www.expedia.ca/Waynesboro-Hotels-Antietam-Toll-House-An-Historic-Waterfront-Cabin-With-Fully-Fenced-Yard.h66702131.Hotel-Information) Waynesboro 9.8/10 Exceptional (91) "The Toll House was clean, had all the amenities advertised, and host had great communication. Very nice to have a fenced yard for my small dog to roam. I recommend this to others! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $124 CA $305 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Waynesboro-Hotels-Antietam-Toll-House-An-Historic-Waterfront-Cabin-With-Fully-Fenced-Yard.h66702131.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/35000000/34150000/34143100/34143051/0c58c8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video library](https://images.trvl-media.com/lodging/35000000/34150000/34143100/34143051/37619c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34143100/34143051/0d5961a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34150000/34143100/34143051/3bd23c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apple Blossom Cottage! HT Extra Cost [](https://www.expedia.ca/Orrtanna-Hotels-Apple-Blossom-Cottage-HT-Extra.h34143051.Hotel-Information) Orrtanna 9.8/10 Exceptional (322) "Nice location and a very comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marsha B. CA $103 CA $260 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Orrtanna-Hotels-Apple-Blossom-Cottage-HT-Extra.h34143051.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/9787d638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/f90292f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/e657b1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/db59b128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home [](https://www.expedia.ca/Myersville-Hotels-Historic-Cozy-Farmhouse-In-The-Of-Myersville.h42189911.Hotel-Information) Myersville 9.4/10 Exceptional (110) "Alot of choices for food and snacks within walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cherilyn H. CA $219 CA $408 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Myersville-Hotels-Historic-Cozy-Farmhouse-In-The-Of-Myersville.h42189911.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/38c73861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/96384341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/47ae5de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/4c9b6b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antietam Creek - Quiet 2 Bedroom Cabin [](https://www.expedia.ca/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information) Keedysville 9.4/10 Exceptional (87) "I loved the trip to that cabin, one of the most wonderful things" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberto R. CA $276 CA $457 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/31000000/30330000/30327100/30327038/06d13446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30330000/30327100/30327038/bc5bf8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30330000/30327100/30327038/d6e535fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/31000000/30330000/30327100/30327038/0d7ed02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg [](https://www.expedia.ca/Gettysburg-Hotels-Among-The-Trees.h30327038.Hotel-Information) Fairfield 9.8/10 Exceptional (49) "Very nice home. Cozy and comfortable ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angel C. CA $366 CA $632 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Gettysburg-Hotels-Among-The-Trees.h30327038.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=2025-12-25&endDate=2025-12-26®ionId=8026&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Greencastle Hotel Reviews ![Sleep Inn Chambersburg](https://images.trvl-media.com/lodging/1000000/10000/6700/6610/fb440ab1_y.jpg) ### Sleep Inn Chambersburg 10/10 Excellent "The person who checked us in was lovely and kind. The room was clean the bed large and inviting . The check out dude was so kind to. So grateful for extra pillows ." [](https://expedia.ca/Chambersburg-Hotels-Sleep-Inn-Chambersburg.h6610.Hotel-Information) ![Hawthorn Extended Stay by Wyndham Chambersburg](https://images.trvl-media.com/lodging/1000000/30000/24200/24174/98181ee1_y.jpg) ### Hawthorn Extended Stay by Wyndham Chambersburg 10/10 Excellent "Very clean, quiet and spacious enough room " [](https://expedia.ca/Chambersburg-Hotels-Hawthorn-Extended-Stay-By-Wyndham-Chambersburg.h24174.Hotel-Information) ![Country Inn & Suites by Radisson, Hagerstown, MD](https://images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/31529ad2_y.jpg) ### Country Inn & Suites by Radisson, Hagerstown, MD 10/10 Excellent "Getting to the hotel was a little confusing as it is deep in a shopping center, but once we arrived everything was wonderful. Everything was spotless, service was kind and enthusiastic, breakfast was great, and the entire stay was pleasant and smooth." [](https://expedia.ca/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.Hotel-Information) ![Hampton Inn Hagerstown](https://images.trvl-media.com/lodging/1000000/60000/59800/59778/w3840h2557x0y3-59fd052e_y.jpg) ### Hampton Inn Hagerstown 10/10 Excellent "We did not stay for breakfast " [](https://expedia.ca/Hagerstown-Hotels-Hampton-Inn-Hagerstown.h59778.Hotel-Information) ![Liberty Mountain Resort](https://images.trvl-media.com/lodging/4000000/3460000/3459400/3459308/1f2f893f_y.jpg) ### Liberty Mountain Resort 10/10 Excellent "Great staff. Nice large room. Great price." [](https://expedia.ca/Gettysburg-Hotels-Liberty-Mountain-Resort.h3459308.Hotel-Information) ![Holiday Inn Express Greencastle by IHG](https://images.trvl-media.com/lodging/1000000/30000/22000/21975/aba79d0a_y.jpg) ### Holiday Inn Express Greencastle by IHG 10/10 Excellent "The desk management and breakfast manager were ALL pleasant and helpful!" [](https://expedia.ca/Greencastle-Hotels-Holiday-Inn-Express-Greencastle.h21975.Hotel-Information) ![Super 8 by Wyndham Hancock MD](https://images.trvl-media.com/lodging/1000000/30000/22700/22692/7d149d54_y.jpg) ### Super 8 by Wyndham Hancock MD 10/10 Excellent "Room was clean, bed was nice and firm, staff was friendly. Thank you!" [](https://expedia.ca/Hagerstown-Hotels-Super-8-By-Wyndham-Hancock-MD.h22692.Hotel-Information) ![Hampton Inn Hagerstown-I-81](https://images.trvl-media.com/lodging/1000000/540000/531200/531180/6c0f2329_y.jpg) ### Hampton Inn Hagerstown-I-81 10/10 Excellent "This was a quick overnight stay to see a concert in town. The hotel is very nice and clean. The room we were given had a lot of room and was very clean. Breakfast was decent, and they had breakfast "go-bags" ready in case guests were in a hurry. A nice place to stay for trips to the area. " [](https://expedia.ca/Hagerstown-Hotels-Hampton-Inn-Hagerstown-I-81.h531180.Hotel-Information) ![Super 8 by Wyndham Greencastle](https://images.trvl-media.com/lodging/1000000/70000/60500/60477/d591e79a_y.jpg) ### Super 8 by Wyndham Greencastle 10/10 Excellent "Easy check-in, clean room. Accommodated asks - convenient walk out room." [](https://expedia.ca/Gettysburg-Hotels-Super-8-By-Wyndham-Greencastle.h60477.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Greencastle? ### How many historical hotels will I find in Greencastle? ### What are the top historical places and other sights to visit in Greencastle? ### What is a historic hotel like in Greencastle? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Greencastle have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Carroll Valley ](https://www.expedia.ca/4Star-Carroll-Valley-Hotels.s40-0-d183872.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Waynesboro ](https://www.expedia.ca/4Star-Waynesboro-Hotels.s40-0-d7418.Travel-Guide-Filter-Hotels) - [Cottages in Big Cove Tannery ](https://www.expedia.ca/Big-Cove-Tannery-Cottages.d553248635975864467-aaCottages.Travel-Guide-Accommodation) - 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