Title: Book the Best ROMANTIC Hotels in New Windsor, MD from CA $244 - New Windsor Romantic Getaways | Expedia.ca [Hotels in New Windsor](https://expedia.ca/New-Windsor-Hotels.d6122933.Travel-Guide-Hotels)[Vacation Rentals in New Windsor](https://expedia.ca/New-Windsor-Vacation-Rentals.d6122933.Travel-Guide-VacationRentals)[New Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-New-Windsor.d6122933.Car-Rental-Guide)[New Windsor Vacation Packages](https://expedia.ca/New-Windsor.d6122933.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/romantic.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/romantic.jpeg?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 New Windsor Romantic Hotels Tonight [Mar 13 - Mar 14](https://www.expedia.ca/Hotel-Search?regionId=6122933&startDate=2026-03-13&endDate=2026-03-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6122933&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6122933&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6122933&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for New Windsor romantic hotels ![Dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/7d8e3efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/4dc59644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/ad819874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/1c679d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT. [](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.Hotel-Information) Downtown Frederick 9.4/10 Exceptional (124 reviews) "The home was a great location to explore downtown Frederick. It had everything that we needed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David J. CA $151 CA $378 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.Hotel-Information) ![TV, foosball, books](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/5ed08885.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/58000000/57940000/57930500/57930476/w1620h1078x0y0-28a4c16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball, books](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/059eea15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/18b383ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Pine Tree Nest [](https://www.expedia.ca/Frederick-Hotels-Cozy-Pine-Tree-Nest.h57930476.Hotel-Information) Frederick 9.4/10 Exceptional (11 reviews) "Peaceful studio with a lovely view off the porch. Was easy to find and all aspects of the stay were smooth. Perfect place for a few days in Frederick " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Morgan P. CA $121 CA $244 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Frederick-Hotels-Cozy-Pine-Tree-Nest.h57930476.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=2026-03-27&endDate=2026-03-28®ionId=6122933&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_6122933) ## Find out more about New Windsor ### New Windsor attractions for couples In New Windsor, Maryland, families and adventurous travellers will find a charming blend of natural beauty and rich history. Start your exploration at the picturesque New Windsor Historic District, where well-preserved buildings from the 19th century tell captivating stories of the past. Just a short drive away lies the stunning Catoctin Mountain Park, offering miles of hiking trails with breathtaking vistas, perfect for both novice and experienced hikers. For a unique experience, visit the nearby Carroll County Farm Museum, where children can interact with farm animals and learn about rural life in the 19th century. If you're in the mood for a leisurely afternoon, the serene waters of the Liberty Reservoir offer opportunities for kayaking and fishing, making it a great family outing. After a day of exploration, unwind in one of the quaint bed-and-breakfasts or boutique hotels in the area, where attentive service and local charm create a truly memorable stay. With the perfect combination of relaxation and adventure, New Windsor promises a delightful escape for the whole family. ## Top New Windsor Hotel Reviews ![Turf Valley Resort](https://images.trvl-media.com/lodging/1000000/10000/8600/8568/f1d8144b_y.jpg) ### Turf Valley Resort 10/10 Excellent "STAFF WAS AMAZING. VERY WELCOMING" [](https://expedia.ca/Ellicott-City-Hotels-Turf-Valley-Resort.h8568.Hotel-Information) ![The Lodges at Gettysburg](https://images.trvl-media.com/lodging/4000000/3880000/3870300/3870256/75c18918_y.jpg) ### The Lodges at Gettysburg 10/10 Excellent "We had an excellent stay at the Lodges with family. It was quiet and the North Lodge was very comfortable and spacious. We would highly recommend it." [](https://expedia.ca/Gettysburg-Hotels-The-Lodges-At-Gettysburg.h3870256.Hotel-Information) ![Eisenhower Hotel & Conference Center](https://images.trvl-media.com/lodging/3000000/2010000/2009600/2009517/30584516_y.jpg) ### Eisenhower Hotel & Conference Center 8/10 Good "We would stay here again. We would not book another room over looking the pool, I thought it would be cool especially if we went swimming to be able to come right out our room and go to the pool. Boy was it loud! People's voices echo lol. But the staff and hotel was great, we will be back this year! " [](https://expedia.ca/Gettysburg-Hotels-Eisenhower-Hotel-Conference-Center.h2009517.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in New Windsor? ### When is the best time of year for a romantic getaway to New Windsor? ### What is there to do in New Windsor? ### What's the best way to get to New Windsor and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Woodbridge ](https://www.expedia.ca/4Star-Woodbridge-Hotels.s40-0-d553248635975851047.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Honeymoon-Hotels.0-0-d178235-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Hotels-With-A-Lazy-River.0-0-d178235-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Castles in Carroll County ](https://www.expedia.ca/Carroll-County-Castles.d553248635976432084-aaCastles.Travel-Guide-Accommodation) - 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