Title: Book the Best ROMANTIC Hotels in Princess Anne, MD from CA $105 - Princess Anne Romantic Getaways | Expedia.ca [Hotels in Princess Anne](https://expedia.ca/Princess-Anne-Hotels.d148385.Travel-Guide-Hotels)[Vacation Rentals in Princess Anne](https://expedia.ca/Princess-Anne-Vacation-Rentals.d148385.Travel-Guide-VacationRentals)[Princess Anne Car Rentals](https://expedia.ca/Car-Rentals-In-Princess-Anne.d148385.Car-Rental-Guide)[Princess Anne Vacation Packages](https://expedia.ca/Princess-Anne.d148385.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) # Find Romantic Hotels in Princess Anne, MD from CA $105 - ![](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 Princess Anne Romantic Hotels Tonight [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Princess Anne Romantic Hotels ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e422830e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/86f5de21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Direct Bay Front Double Queen Suite - Bayfront | View from room](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e9bbde17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e8514eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Chincoteague Island Bayfront Resort Downtown Chincoteague 9.6/10 Exceptional (1010) "Very clean & right on the water! Would definitely stay again if in the area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryce CA $142 CA $161 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/f262e98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/f64c1fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/217311fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/e51297d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marina Bay Hotel & Suites, an Ascend Collection Hotel Downtown Chincoteague 9.0/10 Wonderful (995) "Staff was very friendly and helpful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joel CA $118 CA $153 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Chincoteague-Hotels-Marina-Bay-Hotel-Suites.h15030757.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w1182h799x1y1-b08b9aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, video library, stereo](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w1199h799x1y1-4711da0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w640h423x0y16-2051c24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/9fb6935c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deal Island Bay Cottage Deal Island 9.6/10 Exceptional (57) "Very nice house and close enough to go places but far enough to be peaceful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larry F. CA $200 CA $368 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Deal-Island-Hotels-Deal-Island-Bay-Cottage.h33646480.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/277cfc69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/095aeb40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/d72407f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/8c7a2650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard Birch Town 9.6/10 Exceptional (42) "We came for the beach and blueberry festival! It was close enough to everything and also far enough away from the crowds. Loved the view of the lighthouse and the park" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melody S. CA $147 CA $562 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chincoteague-Hotels-Great-Water-Views-In-Quiet-Pet-Friendly-Location-Facing-Lighthouse-Large-Yard.h27116281.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119300000/119292000/119291924/57fdc3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119300000/119292000/119291924/30e8ffc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119300000/119292000/119291924/79673e80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119300000/119292000/119291924/e2acf4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cypress River Inn & Spa Snow Hill CA $424 CA $470 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Snow-Hill-Hotels-Cypress-River-Inn-Spa.h119291924.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7600/7537/1eeeebaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7600/7537/fe2a0390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/7600/7537/bbf0cb01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/7600/7537/97ecd9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Pocomoke City Hwy 13 Pocomoke City 5.6/10 (772) "Dog friendly environment " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robyn CA $95 CA $105 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Salisbury-Hotels-Econo-Lodge-Pocomoke-City-Hwy-13.h7537.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=2025-11-15&endDate=2025-11-16®ionId=148385&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Princess Anne Hotel Reviews ![Hampton Inn Salisbury](//images.trvl-media.com/lodging/1000000/290000/282000/281943/633fd984_y.jpg) ### Hampton Inn Salisbury 10/10 Excellent "Overall great, 3rd time staying at this hotel." [](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Salisbury.h281943.Hotel-Information) ![Waterside Inn](//images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add_y.jpg) ### Waterside Inn 10/10 Excellent "There were good quality items to select from for the breakfast menu. What I really liked was that the coffee was Starbucks and not that cheap Cisco brand stuff that most hotels stick you with. They even had Starbucks coffee in the room with the coffee maker. The view from our balcony was excellent. The staff mentioned to me that every room has a view of the water. The hotel room was very clean efficient The only thing I would mention is to have backup towels. When we use the song the hot tub there were no towels located there so we did have to take the ones from our room. Therefore allowing us to ask for more towels.. another thing we learned after taking a tour of the island that the hotel is excellently located for the pony pinning time frame every year however you need to book your room in January at the absolute earliestif you're interested in being there during the pony pinning. Overall we had a great time even though it was off season We were able to go to one other end of the island for shopping the thrift store was a great place to go and get many deals and then we went to another place sensations where everything in the store was pretty much reduced 50% and 25%. We left with some great deals. We arrived at our stay on October 19th and we went there for our mini honeymoon. Overall our stay was great We went to Zach's seafood house for the first restaurant visit the second restaurant visit was Prime Bill's Steakhouse.. " [](https://expedia.ca/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) ![Comfort Suites Chincoteague Island Bayfront Resort](//images.trvl-media.com/lodging/1000000/300000/295900/295865/e422830e_y.jpg) ### Comfort Suites Chincoteague Island Bayfront Resort 10/10 Excellent "Breakfast was great, Room spotless and roomy!! Staff friendly and helpful! " [](https://expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ![Chincoteague Inn](//images.trvl-media.com/lodging/2000000/1090000/1080600/1080519/4a32c16f_y.jpg) ### Chincoteague Inn 10/10 Excellent "Me and my brother enjoyed our stay " [](https://expedia.ca/Chincoteague-Hotels-Chincoteague-Inn.h1080519.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Princess Anne? > If you and your partner need some romantic time away, we'd like to help you plan for it. Our guests also enjoy Princess Anne for its restaurants. If you want to explore the area, you might head to Teackle Mansion, Manokin Park, or Manokin Historic District. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list. ### When is the best time of year for a romantic getaway to Princess Anne? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Princess Anne: The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Princess Anne is 51 inches. ### What is there to do in Princess Anne? > There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all that Princess Anne has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Princess Anne for its restaurants. Teackle Mansion, Manokin Park, and Manokin Historic District are worth a stop when you're out and about. ### What's the best way to get to Princess Anne and around town during my romantic getaway? > These transportation options in Princess Anne might help your romantic trip go off without a hitch: Make your way to Princess Anne with a flight to Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is the closest major airport located 13.6 mi (21.8 km) from the city center. 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