Title: Shady Side Travel Guide: Best of Shady Side, Maryland Travel 2026 | Expedia.co.uk [Hotels in Shady Side](https://expedia.co.uk/Shady-Side-Hotels.d6264943.Travel-Guide-Hotels)[Holiday Rentals in Shady Side](https://expedia.co.uk/Shady-Side-Holiday-Rentals.d6264943.Travel-Guide-HolidayRentals)[Shady Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Shady-Side.d6264943.Car-Hire-Guide)[Shady Side Holidays](https://expedia.co.uk/Shady-Side.d6264943.Holidays-City-Breaks) # Shady Side Travel Guide ## Tourist Guide ## Visit Shady Side Things to do ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=DX_SPRING_PROMO_6264943) - Top hotels in Shady Side - Top Holiday Rentals in Shady Side ![La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway](https://images.trvl-media.com/lodging/1000000/10000/6400/6366/c4bcae00_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway 55 Hampton Park Blvd Capitol Heights MD £70 17 Mar - 18 Mar includes taxes & fees Stay at this business-friendly hotel in Capitol Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the clean rooms in their reviews. ... 6/10 (1,994 reviews) The room was clean, the tv is not smart tv Reviewed on 4 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=17%2F03%2F2026&endDate=18%2F03%2F2026&selected=6366&PinnedHotelID=6366&HadPinnedHotel=true®ionId=6264943) ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Historic Inns of Annapolis 58 State Circle Annapolis MD Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ... 9/10 Wonderful! (1,880 reviews) Staff were a pleasure. Room was beautiful. Reviewed on 4 Mar 2026 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=20%2F03%2F2026&endDate=21%2F03%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=6264943) [](https://expedia.co.uk/Hotel-Search?startDate=20%2F03%2F2026&endDate=21%2F03%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=6264943) ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Annapolis 210 Holiday Court Annapolis MD £76 8 Mar - 9 Mar includes taxes & fees Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ... 8.6/10 Excellent! (1,013 reviews) I stayed here as I did a visit for my youngest son who is attending Bowie. While I stayed most of the time on campus, I found when I was at the hotel I found the staff and facility both inviting, warm and cordial. Reviewed on 5 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=3040&PinnedHotelID=3040&HadPinnedHotel=true®ionId=6264943) [See all 1,171 properties in Shady Side](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=07%2F03%2F2026&endDate=08%2F03%2F2026®ionId=6264943) 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. ![Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/0100abcb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side Shady Side MD Stay at this holiday home in Shady Side. Enjoy laundry facilities and air conditioning. Popular attractions Shadyside Park and Franklin Point State Park are ... 10/10 Exceptional! (4 reviews) Very comfortable bedrooms and sitting area. Perfect location for the event we were attending. Very clean. Friendly host. Reviewed on 14 Oct 2025 [](https://expedia.co.uk/Shady-Side-Hotels-Peaceful-2-Bedroom-2-Bathroom-House-With-WiFi-And-AC-In-Serene-Shady-Side.h116005601.Hotel-Information) ![421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/4cc6cb4b_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 holiday home in Annapolis. Enjoy free Wi-Fi, private pools and breakfast (surcharge). Our guests praise the pool in their reviews. Popular attractions ... 10/10 Exceptional! (130 reviews) Great location, charming decor, extra clean and well-provisioned. Reviewed on 2 Mar 2026 [](https://expedia.co.uk/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 holiday home in North Beach. Enjoy a beach locale, a garden and laundry facilities. 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 2 Jan 2026 [](https://expedia.co.uk/North-Beach-Hotels-Sweet-Bamboo-Beach-Cottage.h58767106.Hotel-Information) [See all properties in Shady Side](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6264943&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 Shady Side hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6264943&startDate=2026-03-06&endDate=2026-03-07)[6 Mar - 7 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6264943&startDate=2026-03-06&endDate=2026-03-07) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6264943&startDate=2026-03-07&endDate=2026-03-08)[7 Mar - 8 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6264943&startDate=2026-03-07&endDate=2026-03-08) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6264943&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026)[6 Mar - 8 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6264943&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026) ### Popular places to visit #### Shadyside Park Explore the great outdoors at Shadyside Park, a lovely green space in Shady Side. Stroll along the area's waterfront or simply savour its top-notch restaurants. [](https://expedia.co.uk/Shadyside-Park-Shady-Side.d6263308.Attraction) #### Captain Avery Museum You can spend time exploring the galleries in Captain Avery Museum during your trip to Shady Side. Stroll along the area's waterfront or simply savour its top-notch restaurants. 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[Maryland Holidays ](https://www.expedia.co.uk/Maryland.d222.Holidays-City-Breaks) - [Visit Maryland ](https://www.expedia.co.uk/Maryland.dx222) - [Visit Oxford ](https://www.expedia.co.uk/Oxford.dx142793) - [Visit Oxon Hill ](https://www.expedia.co.uk/Oxon-Hill.dx10481) - [Visit Port Republic ](https://www.expedia.co.uk/Port-Republic.dx3000440823) - [Visit Prince Frederick ](https://www.expedia.co.uk/Prince-Frederick.dx500577) - [Rose Haven Holidays ](https://www.expedia.co.uk/Rose-Haven.d153066.Holidays-City-Breaks) - [Visit Rose Haven ](https://www.expedia.co.uk/Rose-Haven.dx153066) - [Visit Severna Park ](https://www.expedia.co.uk/Severna-Park.dx156680) - [Visit Southern Maryland ](https://www.expedia.co.uk/Southern-Maryland.dx6057463) - [Visit St. Leonard ](https://www.expedia.co.uk/St-Leonard.dx6340492) - [Visit St. Michaels ](https://www.expedia.co.uk/St-Michaels.dx5940) - [Visit Upper Marlboro ](https://www.expedia.co.uk/Upper-Marlboro.dx168650) - [Upper Yough River ](https://www.expedia.co.uk/Upper-Yough-River-Friendship.d553248621532662254.Attraction) - 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