Title: Visit Highland Beach: Best of Highland Beach Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Highland Beach](https://expedia.ca/Highland-Beach-Hotels.d553248634998823058.Travel-Guide-Hotels)[Vacation Rentals in Highland Beach](https://expedia.ca/Highland-Beach-Vacation-Rentals.d553248634998823058.Travel-Guide-VacationRentals)[Highland Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Beach.d553248634998823058.Car-Rental-Guide)[Highland Beach Vacation Packages](https://expedia.ca/Highland-Beach.d553248634998823058.Destination-Travel-Guides) # Highland Beach ## Travel Guide ## Visit Highland Beach Things to do ![](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=DX_SPRING_PROMO_553248634998823058) - Highland Beach Hotel Deals - Vacation Rentals in Highland Beach ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Historic Inns of Annapolis 58 State Circle Annapolis MD Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ... 9/10 Wonderful! (1,877 reviews) Such a cool place to stay! Water pressure wasn’t great but it’s a very old building. Reviewed on Feb 26, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=553248634998823058) [](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=553248634998823058) ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Annapolis 210 Holiday Court Annapolis MD CA $115 CA $131 total Mar 10 - Mar 11 includes taxes & fees Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ... 8.6/10 Excellent! (1,010 reviews) The room and the property were clean. My husband and I paid for the breakfast when we made the reservation. We checked in, but didn't receive our breakfast vouchers until the following day. Reviewed on Mar 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=3040&PinnedHotelID=3040&HadPinnedHotel=true®ionId=553248634998823058) ![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Crowne Plaza Annapolis by IHG 173 Jennifer Rd Annapolis MD CA $150 CA $171 total Mar 5 - Mar 6 includes taxes & fees Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ... 8.8/10 Excellent! (1,004 reviews) Great Reviewed on Mar 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=7668&PinnedHotelID=7668&HadPinnedHotel=true®ionId=553248634998823058) [See all 1,202 properties in Highland Beach](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=03%2F03%2F2026&endDate=04%2F03%2F2026®ionId=553248634998823058) 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. ![421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/e45263c6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! Annapolis MD Stay at this vacation home in Annapolis. Enjoy free WiFi, private pools, and breakfast (surcharge). Our guests praise the pool in our reviews. Popular attractions ... 10/10 Exceptional! (130 reviews) Great location, charming decor, extra clean and well-provisioned. Reviewed on Mar 2, 2026 [](https://expedia.ca/Annapolis-Hotels-421-Irie-Simply-Charming-2-Story-Cottage-Private-Pool-1-Off-Street-Parking.h66845427.Hotel-Information) ![Sweet Bamboo Beach Cottage](https://images.trvl-media.com/lodging/59000000/58770000/58767200/58767106/c543aa01_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sweet Bamboo Beach Cottage north beach MD Stay at this vacation home in North Beach. Enjoy a beach locale, a water park, and a garden. Popular attractions Bayside History Museum and Chesapeake Beach ... 10/10 Exceptional! (83 reviews) The beach house was cute, well equipped and in good repair. Made for a cozy Christmas. Would come back to stay again. Reviewed on Jan 2, 2026 [](https://expedia.ca/North-Beach-Hotels-Sweet-Bamboo-Beach-Cottage.h58767106.Hotel-Information) ![Floating 2 bed 2 bath condo stunning views of the bay ](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/9f651e90_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Floating 2 bed 2 bath condo stunning views of the bay Stevensville MD Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ... 6.4/10 (7 reviews) How in good conscience anyone would list this "floating oasis" as great or stunning is irreprehensibl Was no safe way of accessing the boat for five 65-68 yr. old women. No ramp to access. Needed to jump from a plastic two step stool onto a ledge and pull yourself up ladder to get on deck. If you ... Reviewed on Nov 12, 2025 [](https://expedia.ca/Stevensville-Hotels-Floating-2-Bed-2-Bath-Condo-Stunning-Views-Of-The-Bay.h105758639.Hotel-Information) [See all properties in Highland Beach](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248634998823058&sort=VACATION_RENTAL) 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. ## Check Highland Beach hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998823058&startDate=2026-03-02&endDate=2026-03-03)[Mar 2 - Mar 3](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998823058&startDate=2026-03-02&endDate=2026-03-03) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998823058&startDate=2026-03-03&endDate=2026-03-04)[Mar 3 - Mar 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998823058&startDate=2026-03-03&endDate=2026-03-04) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998823058&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026)[Mar 6 - Mar 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998823058&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998823058&startDate=13%2F03%2F2026&endDate=15%2F03%2F2026)[Mar 13 - Mar 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998823058&startDate=13%2F03%2F2026&endDate=15%2F03%2F2026) ### Popular places to visit ![U.S. Naval Academy featuring military items, interior views and heritage architecture](https://images.trvl-media.com/place/6077390/365a14c8-731b-4cc4-a5d7-9baf0c5edd8f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### U.S. Naval Academy 4.5/5(8 reviews) See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor. [](https://expedia.ca/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction) ![Chesapeake Bay Bridge](https://images.trvl-media.com/place/6077400/4ff5201a-adee-46de-8435-a690e768b273.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chesapeake Bay Bridge 4.5/5(2 reviews) Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers. [](https://expedia.ca/Chesapeake-Bay-Bridge-Annapolis.d6077400.Vacation-Attraction) ![Sandy Point State Park](https://images.trvl-media.com/place/6163398/25cdf98e-7f7f-4ea3-9c64-b269190b9929.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sandy Point State Park Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park. [](https://expedia.ca/Sandy-Point-State-Park-Annapolis.d6163398.Vacation-Attraction) ![Maryland State House featuring heritage architecture and an administrative building](https://images.trvl-media.com/place/6077394/d18fd2cc-ea1a-41cb-8092-51a65556abb4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Maryland State House 4.5/5(5 reviews) Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use. [](https://expedia.ca/Maryland-State-House-Historic-District.d6077394.Vacation-Attraction) ![Maryland Quiet Waters Park which includes a park](https://images.trvl-media.com/place/6172639/77fd279b-cba3-4e0c-8364-054b937fe279.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Maryland Quiet Waters Park Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park. [](https://expedia.ca/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Vacation-Attraction) ![William Paca House](https://images.trvl-media.com/place/6077398/98acab84-2579-486d-a577-59008bcb9b62.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### William Paca House Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca. [](https://expedia.ca/William-Paca-House-Historic-District.d6077398.Vacation-Attraction) ### Things to do ![From haunted harbors to pirate hideouts, the ghosts of Annapolis await.](https://mediaim.expedia.com/localexpert/44904461/12092537-06cc-4c98-a49b-545e7c52b2fd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ashes and Apparitions of Annapolis Ghost Tour CA $44 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/ashes-and-apparitions-of-annapolis-ghost-tour.a44904461.activity-details) ![Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/48353835/06253e20-de63-4a0a-949a-e97cb077912b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl CA $41 per adult [](https://expedia.ca/things-to-do/annapolis-ghosts-spirits-spirits-haunted-pub-crawl.a48353835.activity-details) ![Food Tour Plate ](https://mediaim.expedia.com/localexpert/46405193/fcd4d961-b3fd-4595-8cb2-8aa4cdef6f43.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Historic Annapolis Food Tour CA $110 per adult [](https://expedia.ca/things-to-do/historic-annapolis-food-tour.a46405193.activity-details) [See all activities in Highland Beach](https://expedia.ca/Things-To-Do-In-Highland-Beach.d553248634998823058.Travel-Guide-Activities) ## Cities near Highland Beach ![Annapolis](https://images.trvl-media.com/place/6034082/3328fb0e-9b35-4f86-a2cc-94c9c7b5470f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Annapolis - Cities near Highland Beach - Places of interest [Annapolis](https://expedia.ca/Annapolis.dx6034082) - [U.S. Naval Academy ](https://expedia.ca/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction) - [Chesapeake Bay Bridge ](https://expedia.ca/Chesapeake-Bay-Bridge-Annapolis.d6077400.Vacation-Attraction) - [Chesapeake Bay ](https://expedia.ca/Chesapeake-Bay-United-States-of-America.d6056980.Vacation-Attraction) - [Sandy Point State Park ](https://expedia.ca/Sandy-Point-State-Park-Annapolis.d6163398.Vacation-Attraction) - [Maryland State House ](https://expedia.ca/Maryland-State-House-Historic-District.d6077394.Vacation-Attraction) - [Maryland Quiet Waters Park ](https://expedia.ca/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Vacation-Attraction) - [Chesapeake Beach Water Park ](https://expedia.ca/Chesapeake-Beach-Water-Park-Chesapeake-Beach.d553248621532662257.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app