Title: TOP 10 Hotels in Shady Side, MD (from $78) - COMPETITIVE PRICES | Expedia.com [Shady Side Travel Guide](https://expedia.com/Shady-Side.dx6264943)[Vacation Rentals in Shady Side](https://expedia.com/Shady-Side-Vacation-Rentals.d6264943.Travel-Guide-VacationRentals)[Flights to Shady Side](https://expedia.com/Cheap-Flights-To-Shady-Side.d6264943.Travel-Guide-Flights)[Car Rentals in Shady Side](https://expedia.com/Car-Rentals-In-Shady-Side.d6264943.Car-Rental-Guide)[Shady Side Vacation Packages](https://expedia.com/Shady-Side.d6264943.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Shady Side Family friendly [](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-12&d2=2026-04-12&travelerType=family_friendly) Pet friendly [](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-12&d2=2026-04-12&amenities=PETS) Pool [](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-12&d2=2026-04-12&amenities=POOL) Spa [](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-12&d2=2026-04-12&amenities=SPA_ON_SITE) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-12&d2=2026-04-12&amenities=HOT_TUB) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-12&d2=2026-04-12&lodging=APARTMENT) Cottage [](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-12&d2=2026-04-12&lodging=COTTAGE) Condo [](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-12&d2=2026-04-12&lodging=CONDO) ## Check prices for these dates Tonight [Mar 27 - Mar 28](https://www.expedia.com/Hotel-Search?regionId=6264943&startDate=2026-03-27&endDate=2026-03-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 28 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6264943&startDate=2026-03-28&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6264943&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6264943&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Shady Side hotels ![Exterior](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/e8c42422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/d0d0e0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/8ea761a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Gambrills [](https://www.expedia.com/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information) Gambrills 9.0/10 Wonderful (1,046 reviews) "We stayed here while visiting our kids in the area! Very nice staff and clean hotel. Good place to stay for the money! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lonnie $81 nightly $92 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/b2a10ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/028c45ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/76d50f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/4973a39f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Grasonville near Kent Island [](https://www.expedia.com/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information) Grasonville 7.8/10 Good (884 reviews) "Staff was nice and room was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren $97 nightly $107 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/c88d625f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/bc4b31c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Accessible, Non Smoking | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/831d18f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/d09846f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Conference Center [](https://www.expedia.com/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information) Bowie 9.2/10 Wonderful (1,001 reviews) "Had a very nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura $99 nightly $112 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/745b6ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/72ca553e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/0c127689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Annapolis [](https://www.expedia.com/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) Annapolis 9.0/10 Wonderful (1,002 reviews) "It is one of my favorite places to stay in Annapolis, staff is always courteous and room clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruby $101 nightly $115 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3217cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/758b9b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business center](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/c77ff2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/bb752da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Kent Narrows Inn [](https://www.expedia.com/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information) Grasonville 8.0/10 Very Good (1,002 reviews) "Wonderful staff,Clean rooms and comfortable bed!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evette $101 nightly $112 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ee980eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/e9e3336f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/bc6750c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds | Individually furnished, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/5eb26742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Michaels Inn [](https://www.expedia.com/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) St. Michaels 8.2/10 Very Good (1,000 reviews) " Great place,great location, was in town for St Michael Chocolate fest " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine $103 nightly $114 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/e01c273a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/86e1ff48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Second Floor Bay View Double Room with Balcony | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/4f8f8af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/d898936b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knapps Narrows Marina & Inn [](https://www.expedia.com/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) Sherwood 9.4/10 Exceptional (374 reviews) "Such a marvelous retreat! And the balcony facing the boats and the Bay at sunset is so welcome after exploring St Michael’s (a short 17 mins drive). Extremely friendly staff and good breakfast. Highly recommend to any nature lovers." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nadia $100 nightly $110 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/c21b600a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/3952dad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Annapolis [](https://www.expedia.com/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) Annapolis 8.6/10 Excellent (1,000 reviews) "Wonderful and clean accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily $89 nightly $102 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/eac8c079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/a8e6d435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/c12dde92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/fbea7cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta ES Suites Annapolis [](https://www.expedia.com/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) Edgewater 8.8/10 Excellent (1,003 reviews) "Clean room, pleasant staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LEONIDAS $89 nightly $102 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/43373394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/230b1a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4750fa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair salon](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/45498263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rod 'N' Reel Resort [](https://www.expedia.com/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) Chesapeake Beach 8.4/10 Very Good (1,003 reviews) "Great place to stay with lovely views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David $133 nightly $146 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5755h3835x5y5-a7434888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 5 AM to 11 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5755h3835x5y5-d8951a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5754h3835x5y5-441bbd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/7fd1e967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Kent Island Marina [](https://www.expedia.com/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) Grasonville 9.0/10 Wonderful (1,000 reviews) "Beautiful area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan $139 nightly $154 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/8e62a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, River View | Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/4eefada8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/24fa7509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Annapolis East-Kent Island by IHG [](https://www.expedia.com/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) Grasonville 9.2/10 Wonderful (975 reviews) "Room was very clean, hotel staff was friendly and helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather $118 nightly $131 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/9e6dd0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/38245561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking, Fireplace | Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/42a0faa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Annapolis, MD [](https://www.expedia.com/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) Annapolis 9.0/10 Wonderful (1,004 reviews) "This place is Amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyra $93 nightly $106 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/20000000/19350000/19345400/19345309/e25a62d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19350000/19345400/19345309/e9705949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/20000000/19350000/19345400/19345309/cd87a4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19350000/19345400/19345309/99c1d738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Glenarden/Washington DC [](https://www.expedia.com/College-Park-Hotels-Hampton-Inn-Suites-Glenarden.h19345309.Hotel-Information) Lanham 9.0/10 Wonderful (1,002 reviews) "Excellent friendly staff, good breakfast options especially for the kids, and the heated pool was a hit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim $102 nightly $115 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/College-Park-Hotels-Hampton-Inn-Suites-Glenarden.h19345309.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/05aa05a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/84264c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/59d23d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Annapolis [](https://www.expedia.com/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) Annapolis 7.8/10 Good (1,000 reviews) "Staff was great and recommended good food spots to try. First room we were in smelt like cigarettes, but we were able to switch to a different room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marischel Vhee $82 nightly $93 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/f2cc9e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Single Room, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/2f6490c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room, 1 King Bed | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a98cfc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Resort [](https://www.expedia.com/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) Stevensville 9.2/10 Wonderful (134 reviews) "Beautiful hotel, nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim $149 nightly $162 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2010000/2001600/2001534/747f7e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2010000/2001600/2001534/9fa61378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2010000/2001600/2001534/b6c2e9e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2010000/2001600/2001534/c79bbfff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Near Joint Base Andrews - Washington Area [](https://www.expedia.com/Waldorf-Hotels-Sleep-Inn-Suites-Near-Joint-Base-Andrews-Washington-Area.h2001534.Hotel-Information) Upper Marlboro 7.6/10 Good (877 reviews) "The staff is friendly and knowledgeable about the surrounding area and its history. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia $77 nightly $87 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Waldorf-Hotels-Sleep-Inn-Suites-Near-Joint-Base-Andrews-Washington-Area.h2001534.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/430000/424900/424888/4a989d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424900/424888/ed2c17d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/430000/424900/424888/75b75a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424900/424888/d4e10ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Bowie [](https://www.expedia.com/Annapolis-Hotels-Hampton-Inn-Bowie.h424888.Hotel-Information) Bowie 8.2/10 Very Good (1,000 reviews) "Hampton Inn Bowie was a good hotel. Someone was always cleaning the facility. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gloria $98 nightly $110 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-Hampton-Inn-Bowie.h424888.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/0a68e5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f5af10f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Annapolis [](https://www.expedia.com/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) Annapolis 8.6/10 Excellent (1,000 reviews) "Staff were very pleasant. Breakfast was delicious and rooms were very clean. Would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aja $101 nightly $115 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/d7f9ddda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/30dd84ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/8890e17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/9e72db94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Kent Narrows & Marina [](https://www.expedia.com/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) Grasonville 9.6/10 Exceptional (727 reviews) "Clean hotel all around. Friendly stafff and comfortable environment." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jillian $151 nightly $168 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.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.com/Hotel-Search?startDate=2026-04-10&endDate=2026-04-11®ionId=6264943&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShady-Side-Hotels.d6264943.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShady-Side-Hotels.d6264943.Travel-Guide-Hotels) ## Stay near popular Shady Side attractions ### Shadyside Park Explore the great outdoors at Shadyside Park, a lovely green space in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6263308) ### Captain Avery Museum You can spend time exploring the galleries in Captain Avery Museum in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6263322) ## Top Shady Side Hotel Reviews ![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f_y.jpg) ### Hilton Garden Inn Annapolis Downtown 10/10 Excellent "Great location & service was wonderful." [](https://expedia.com/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Comfort Inn Largo-Washington DC East](https://images.trvl-media.com/lodging/1000000/20000/19400/19389/428ef9f4_y.jpg) ### Comfort Inn Largo-Washington DC East 10/10 Excellent "10000% recommend" [](https://expedia.com/Upper-Marlboro-Hotels-Comfort-Inn.h19389.Hotel-Information) ![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/eac8c079_y.jpg) ### Sonesta ES Suites Annapolis 10/10 Excellent "Room was specious and the kitchen was a plus the buffet breakfast was great" [](https://expedia.com/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802_y.jpg) ### Country Inn & Suites by Radisson, Annapolis, MD 10/10 Excellent "Clean " [](https://expedia.com/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![SpringHill Suites by Marriott Annapolis](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg) ### SpringHill Suites by Marriott Annapolis 6/10 Okay "The beds advertised as queen sized beds seemed to be of a smaller size. Parking was unexpectedly not free." [](https://expedia.com/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![DoubleTree by Hilton Hotel Largo/Washington DC](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/5fc0ae09_y.jpg) ### DoubleTree by Hilton Hotel Largo/Washington DC 10/10 Excellent "Clean room. Friendly staff." [](https://expedia.com/Waldorf-Hotels-DoubleTree-By-Hilton-Hotel-Largo-Washington-DC.h21463.Hotel-Information) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "Fantastic " [](https://expedia.com/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "Clean room, friendly staff, and the PERFECT location for walking downtown Annapolis. " [](https://expedia.com/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Microtel Inn & Suites by Wyndham Gambrills](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace_y.jpg) ### Microtel Inn & Suites by Wyndham Gambrills 8/10 Good "Yes" [](https://expedia.com/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information) ## More cheap stays in Shady Side ![WoodSpring Suites Washington DC East Arena Drive](https://images.trvl-media.com/lodging/27000000/26600000/26597500/26597444/fab78160_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### WoodSpring Suites Washington DC East Arena Drive 1603 Brightseat Rd. Hyattsville MD $69 nightly $78 total Mar 30 - Mar 31 Total with taxes and fees 6.2/10 (1,000 reviews) [](https://expedia.com/College-Park-Hotels-WoodSpring-Suites-Washington-DC-East-Arena-Drive.h26597444.Hotel-Information) ![Microtel Inn & Suites by Wyndham Gambrills](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Microtel Inn & Suites by Wyndham Gambrills 2525 Evergreen Rd. Gambrills MD $81 nightly $92 total Apr 19 - Apr 20 Total with taxes and fees 9/10 Wonderful! (1,046 reviews) [](https://expedia.com/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information) ![Holiday Inn Express I-95 Capitol Beltway-Largo by IHG](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357084/fb2063de_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express I-95 Capitol Beltway-Largo by IHG 9101 Basil Ct Upper Marlboro MD $87 nightly $98 total Apr 19 - Apr 20 Total with taxes and fees 8.4/10 Very Good! (1,002 reviews) [](https://expedia.com/Waldorf-Hotels-Holiday-Inn-Express-I-95-Capitol-Beltway-Largo.h1357084.Hotel-Information) ![Comfort Inn Conference Center](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/c88d625f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Conference Center 4500 Crain Hwy Bowie MD $99 nightly $112 total Mar 29 - Mar 30 Total with taxes and fees 9.2/10 Wonderful! (1,001 reviews) [](https://expedia.com/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information) ![Best Western Kent Narrows Inn](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3217cd56_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Kent Narrows Inn 3101 Main Street Grasonville MD $101 nightly $112 total Apr 5 - Apr 6 Total with taxes and fees 8/10 Very Good! (1,002 reviews) [](https://expedia.com/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information) ![Hampton Inn & Suites Glenarden/Washington DC](https://images.trvl-media.com/lodging/20000000/19350000/19345400/19345309/e25a62d8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Glenarden/Washington DC 2901 Campus Way North Lanham MD $102 nightly $115 total Apr 19 - Apr 20 Total with taxes and fees 9/10 Wonderful! (1,002 reviews) [](https://expedia.com/College-Park-Hotels-Hampton-Inn-Suites-Glenarden.h19345309.Hotel-Information) ## Hotels in Shady Side with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 2 properties [](https://expedia.com/5Star-Shady-Side-Hotels.s50-0-d6264943.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 9 properties [](https://expedia.com/4Star-Shady-Side-Hotels.s40-0-d6264943.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 81 properties [](https://expedia.com/3Star-Shady-Side-Hotels.s30-0-d6264943.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 106 properties [](https://expedia.com/2Star-Shady-Side-Hotels.s20-0-d6264943.Travel-Guide-Filter-Hotels) ## Find out more about Shady Side ### Top reasons to visit Shady Side - **Outdoor Recreation:** Shady Side offers beautiful parks and scenic areas, perfect for family-friendly outdoor activities. - **Charming Marina:** Enjoy the picturesque views and relaxing atmosphere by the Chesapeake Bay at the local marina. - **Historic Exploration:** Discover local history through charming historic houses and cultural experiences. - **Vibrant Nightlife:** Experience the lively local nightlife with various dining and entertainment options. - **Diverse Accommodations:** Choose from cozy bed & breakfasts to convenient hotels, catering to all travelers. ### Find great hotels near Shady Side Discover a range of welcoming accommodations in Shady Side, Maryland, perfect for every kind of traveler. From cozy bed & breakfasts to convenient hotels, you'll find options that cater to business needs and offer pet-friendly and LGBTQIA-inclusive environments. Whether you're seeking hotels near Shady Side or accommodations in the heart of the area, enjoy a memorable stay while exploring this charming destination. - **[Comfort Inn Conference Center: ](https://www.expedia.com/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information)** Located 13 miles from Shady Side, this budget-friendly hotel boasts an impressive guest rating of 9.2 out of 10\. Ideal for families and business travelers alike, the Comfort Inn Conference Center offers a welcoming environment for both leisure and work. Families will appreciate amenities like child-friendly features and a pool gate for safety. Additionally, the hotel is pet-friendly, allowing for a stress-free stay with your furry companions, complete with a service animal policy and specific pet weight allowances. - **[Country Inn & Suites by Radisson, Annapolis, MD: ](https://www.expedia.com/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)** Situated 10 miles from Shady Side, this 3-star hotel has earned a guest rating of 9.0 out of 10\. The Country Inn & Suites provides a cozy atmosphere for business travelers and pet owners, making it a versatile choice for various visitors. With amenities like a dog exercise area and pet policies in place, you can relax knowing your pets are welcome. The hotel's charming decor and friendly service ensure a comfortable stay, whether for work or leisure. - **[Sonesta ES Suites Annapolis: ](https://www.expedia.com/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information)** Just 9 miles away from Shady Side, Sonesta ES Suites Annapolis is a 3-star property with a guest rating of 8.8 out of 10\. This hotel caters to both business travelers and pet-friendly vacationers, featuring spacious accommodations that feel like home. Guests can take advantage of the hotel's pet policies, which allow dogs with some restrictions, making it a great choice for pet owners. The inviting atmosphere, combined with convenient amenities, makes it a top pick for a comfortable stay. ### Where to stay near Shady Side Shady Side, Maryland, offers a delightful blend of outdoor adventures and scenic beauty, perfect for family vacations. Explore the vibrant nightlife, relax by the stunning Chesapeake Bay, and discover hidden gems like Tacaro Estate. Whether you're enjoying the friendly atmosphere or soaking in the picturesque views, Shady Side promises an unforgettable experience for travelers seeking both relaxation and community charm. - **[Annapolis: ](https://www.expedia.com/Annapolis-Hotels.d6034082.Travel-Guide-Hotels)** Nestled about 10 miles from Shady Side, Annapolis is a vibrant city known for its rich history and scenic waterfront. Visitors flock here year-round, especially during the peak months of July to August and October. Families and outdoor enthusiasts will find plenty to enjoy, from exploring the captivating Chesapeake Bay to shopping at local centers. Notable attractions include the United States Naval Academy and beautiful beaches, making it a perfect blend of education, entertainment, and relaxation. - **[Upper Marlboro: ](https://www.expedia.com/Upper-Marlboro-Hotels.d168650.Travel-Guide-Hotels)** Located approximately 13 miles from Shady Side, Upper Marlboro offers a family-friendly atmosphere with a touch of urban charm. The city sees a steady influx of visitors, notably during March to April and July. Enjoy outdoor experiences at local parks or catch an exciting game at nearby sports facilities. With shopping centers and educational opportunities, Upper Marlboro is an ideal destination for those looking to immerse themselves in a city-themed experience while enjoying the outdoors. - **[Galesville: ](https://www.expedia.com/Galesville-Hotels.d6264947.Travel-Guide-Hotels)** Just 2 miles from Shady Side, Galesville is a quaint town that beautifully combines outdoor adventure with family-friendly activities. The town experiences a moderate seasonal influx of visitors, peaking from June to August. With its stunning bay views and local parks, Galesville is perfect for those seeking scenic beauty and recreational activities. Families can enjoy the beach and nearby shopping centers, making it a delightful stop for relaxation and exploration. ### Things to do near Shady Side Shady Side, Maryland, is perfect for outdoor family vacations, offering scenic beauty and recreational activities. Visitors can enjoy Shady Side Park and various recreational areas, making it an ideal spot for relaxation and fun. Additionally, there are shopping centers nearby to explore, adding to the charm of this quaint community. **Shopping** In Shady Side, you can explore local shops offering unique gifts and souvenirs. If you're up for a drive, check out the Westfield Annapolis Mall, about 12 miles away, where you'll find a variety of retail stores, dining options, and entertainment for a full day of shopping. **Recreation** [Old South Country Club](https://www.expedia.com/Old-South-Country-Club-Hotels.0-l553248621532662175-0.Travel-Guide-Filter-Hotels), located 8 miles from Shady Side, offers a luxurious atmosphere perfect for relaxation. Enjoy upscale amenities, including a golf course, spa services, and fine dining, all designed to enhance your wellness experience while soaking in the picturesque surroundings of the countryside. **Adventure** Shady Side, Maryland, offers thrilling kayaking adventures on the scenic Chesapeake Bay, where you can paddle through tranquil waters and enjoy stunning sunsets. Explore nearby parks for hiking and birdwatching, or try fishing off the local piers, immersing yourself in the area's natural beauty. **Nightlife** In Shady Side, the nightlife is relaxed yet vibrant. Visit the local waterfront bars for live music and stunning views. The nearby Annapolis area offers lively pubs and cozy lounges, perfect for unwinding with friends after a day of exploration. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Shady Side - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Shady Side are December to February, where the prices are slightly lower. This is in comparison to May to July, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Shady Side is Monday. The most expensive day to stay in Shady Side is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Shady Side with your flights and activities through an Expedia package deal. ### Find the best attractions in and around Shady Side Shady Side, Maryland, is perfect for outdoor and family vacations, offering a blend of scenic beauty and cultural experiences. Visitors can explore historic houses, relax in urban parks, and enjoy the marina. With a variety of attractions catering to outdoor enthusiasts and families alike, Shady Side promises a memorable getaway for travelers looking to immerse themselves in nature and local history. - **[Shadyside Park: ](https://www.expedia.com/Shadyside-Park-Hotels.0-l6263308-0.Travel-Guide-Filter-Hotels)** Experience the charm of Shadyside Park, an inviting urban park perfect for family outings and outdoor activities. Enjoy picnics, leisurely walks, and the vibrant community atmosphere. - **[Maryland State House: ](https://www.expedia.com/Maryland-State-House-Hotels.0-l6077394-0.Travel-Guide-Filter-Hotels)** Immerse yourself in history at the Maryland State House, a stunning civic building that showcases rich culture and heritage. Take a guided tour to explore its impressive architecture and learn about Maryland's governmental history. - **[Chesapeake Bay Bridge: ](https://www.expedia.com/Chesapeake-Bay-Bridge-Hotels.0-l6077400-0.Travel-Guide-Filter-Hotels)** Marvel at the engineering feat of the Chesapeake Bay Bridge, a modern landmark that connects communities. Enjoy breathtaking views of the bay and surrounding areas as you traverse this iconic structure. ### Best time to go to Shady Side The best time to visit Shady Side is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 35.8°F (2.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 38.1°F (3.4°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 45.0°F (7.2°C) | Light Rain | Mostly Sunny | Average | Average | | April | 55.0°F (12.8°C) | Light Rain | Mostly Sunny | Average | Average | | May | 64.2°F (17.9°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | June | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 78.3°F (25.7°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 76.6°F (24.8°C) | Light Rain | Mostly Sunny | Average | Average | | September | 70.7°F (21.5°C) | Light Rain | Mostly Sunny | Average | Average | | October | 60.4°F (15.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 48.7°F (9.3°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 41.5°F (5.3°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Shady Side When planning your trip to Shady Side, Maryland, you have several airport options. Washington, DC ([DCA](https://www.expedia.com/Ronald-Reagan-Washington-National-Airport-Hotels.0-aDCA-0.Travel-Guide-Filter-Hotels)\-Ronald Reagan Washington National) is approximately 28 miles away, with nearby hotels like the 5-star InterContinental Washington D.C. - The Wharf and [Salamander Washington DC](https://www.expedia.com/Washington-Hotels-Salamander-Washington-DC.h1044257.Hotel-Information), both 2 miles from the airport. Washington, DC ([IAD](https://www.expedia.com/Washington-Dulles-Intl-Airport-Hotels.0-aIAD-0.Travel-Guide-Filter-Hotels)\-Washington Dulles Intl.) is about 51 miles away, offering hotels such as [The Westin Washington Dulles Airport](https://www.expedia.com/Herndon-Hotels-The-Westin-Washington-Dulles-Airport.h3014272.Hotel-Information), just 1 mile from the terminal. Baltimore, MD ([BWI](https://www.expedia.com/Baltimore-Washington-Intl-Thurgood-Marshall-Airport-Hotels.0-aBWI-0.Travel-Guide-Filter-Hotels)\-Baltimore Washington Intl. Thurgood Marshall) is the closest at 25 miles, featuring luxurious options like [Pendry Baltimore](https://www.expedia.com/Baltimore-Hotels-Pendry-Baltimore.h17395897.Hotel-Information) and Four Seasons Hotel, both around 8 miles from the airport with various transportation services available. ## Frequently asked questions ### What is the best area to stay in Shady Side? > This area offers direct access to the Chesapeake Bay and West River, providing a scenic backdrop for your stay. You'll find many properties with water views, private docks, and outdoor spaces superb for enjoying the coastal environment. The general layout is residential, with properties spread out along the shoreline and smaller roads leading to the water. > > > Couples looking for a relaxing getaway will appreciate the tranquility and natural beauty of the waterfront. Many accommodations here offer private settings, ideal for unwinding, enjoying sunsets over the water, and perhaps even engaging in water-based activities like kayaking or paddleboarding directly from their rental. > > > Families will also find the waterfront appealing due to the spacious properties and opportunities for outdoor recreation. Children can enjoy exploring the shoreline, and many homes come equipped with amenities like private pools or yards, offering plenty of space for activities. ### When is the best time to go to Shady Side? > During these months, the temperatures are mild, typically ranging from the 60s to high 70s Fahrenheit, making it ideal for outdoor activities without the humidity of summer or the chill of winter. This period is great for couples or solo travelers looking for a comfortable and tranquil getaway, as they can enjoy waterfront dining and exploring the local parks without large crowds. > > > Summer, from mid-June to August, is also a popular time, especially for families. While it can be warmer and more humid, with temperatures often in the 80s, this is when all water-based activities are in full swing. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Shady Side hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Shady Side hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Washington Hotels ](https://www.expedia.com/Washington-Hotels.d178318.Travel-Guide-Hotels) - [Hotels near Shadyside Park ](https://www.expedia.com/Shadyside-Park-Hotels.0-l6263308-0.Travel-Guide-Filter-Hotels) - [Hotels near Captain Avery Museum ](https://www.expedia.com/Captain-Avery-Museum-Hotels.0-l6263322-0.Travel-Guide-Filter-Hotels) - [Galesville Hotels ](https://www.expedia.com/Galesville-Hotels.d6264947.Travel-Guide-Hotels) - [B&B in Galesville ](https://www.expedia.com/Galesville-Bed-And-Breakfast.d6264947-aaBedAndBreakfast.Travel-Guide-Accommodation) - [3 Star Hotels in Galesville ](https://www.expedia.com/3Star-Galesville-Hotels.s30-0-d6264947.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Galesville ](https://www.expedia.com/4Star-Galesville-Hotels.s40-0-d6264947.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Galesville ](https://www.expedia.com/5Star-Galesville-Hotels.s50-0-d6264947.Travel-Guide-Filter-Hotels) - [Motels in Galesville ](https://www.expedia.com/Galesville-Motels.d6264947-aaMotels.Travel-Guide-Accommodation) - [Churchton Hotels ](https://www.expedia.com/Churchton-Hotels.d6247936.Travel-Guide-Hotels) - [B&B in Churchton ](https://www.expedia.com/Churchton-Bed-And-Breakfast.d6247936-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Churchton ](https://www.expedia.com/Churchton-Motels.d6247936-aaMotels.Travel-Guide-Accommodation) - [5 Star Hotels in Churchton ](https://www.expedia.com/5Star-Churchton-Hotels.s50-0-d6247936.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Churchton ](https://www.expedia.com/3Star-Churchton-Hotels.s30-0-d6247936.Travel-Guide-Filter-Hotels) - [Mayo Hotels ](https://www.expedia.com/Mayo-Hotels.d553248634998988486.Travel-Guide-Hotels) - [Hotels near Smithsonian Environmental Research Center ](https://www.expedia.com/Smithsonian-Environmental-Research-Center-Hotels.0-l553248621532662265-0.Travel-Guide-Filter-Hotels) - [Annapolis Hotels ](https://www.expedia.com/Annapolis-Hotels.d6034082.Travel-Guide-Hotels) - [Deale Beach Hotels ](https://www.expedia.com/Deale-Beach-Hotels.d553248635975876712.Travel-Guide-Hotels) - [West River Hotels ](https://www.expedia.com/West-River-Hotels.d553248635975860906.Travel-Guide-Hotels) - [Deale Hotels ](https://www.expedia.com/Deale-Hotels.d55664.Travel-Guide-Hotels) - [B&B in Deale ](https://www.expedia.com/Deale-Bed-And-Breakfast.d55664-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Pet-Friendly Hotels in Deale ](https://www.expedia.com/Deale-Hotels-Pet-Friendly-Hotel.0-0-d55664-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Beach Hotels in Deale ](https://www.expedia.com/Deale-Hotels-Beach-Hotel.0-0-d55664-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Deale ](https://www.expedia.com/Deale-Hotels-Wedding-Hotels.0-0-d55664-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Deale ](https://www.expedia.com/Deale-Hotels-Hotel-With-Pool.0-0-d55664-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Deale ](https://www.expedia.com/Deale-Hotels-Oceanfront-Hotels.0-0-d55664-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Motels in Deale ](https://www.expedia.com/Deale-Motels.d55664-aaMotels.Travel-Guide-Accommodation) - [Hotels with an Outdoor Pool in Deale ](https://www.expedia.com/Deale-Hotels-Hotels-With-Outdoor-Pool.0-0-d55664-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Deale ](https://www.expedia.com/4Star-Deale-Hotels.s40-0-d55664.Travel-Guide-Filter-Hotels) - [Cottages in Deale ](https://www.expedia.com/Deale-Cottages.d55664-aaCottages.Travel-Guide-Accommodation) - [Resorts & Hotels with Spas in Deale ](https://www.expedia.com/Deale-Hotels-Spa-Hotel.0-0-d55664-tSpaHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Deale ](https://www.expedia.com/Deale-Hotels-Luxury-Hotel.0-0-d55664-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Deale ](https://www.expedia.com/3Star-Deale-Hotels.s30-0-d55664.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Deale ](https://www.expedia.com/Deale-Cabins.d55664-aaCabins.Travel-Guide-Accommodation) - [Lothian Hotels ](https://www.expedia.com/Lothian-Hotels.d3000440697.Travel-Guide-Hotels) - [Hotels near Arundel on the Bay ](https://www.expedia.com/Arundel-On-The-Bay-Annapolis-Hotels.0-n553248635976475949-0.Travel-Guide-Filter-Hotels) - [Harwood Hotels ](https://www.expedia.com/Harwood-Hotels.d553248635975850804.Travel-Guide-Hotels) - [Motels in Lothian ](https://www.expedia.com/Lothian-Motels.d3000440697-aaMotels.Travel-Guide-Accommodation) - [4 Star Hotels in Lothian ](https://www.expedia.com/4Star-Lothian-Hotels.s40-0-d3000440697.Travel-Guide-Filter-Hotels) - [B&B in Lothian ](https://www.expedia.com/Lothian-Bed-And-Breakfast.d3000440697-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Lothian ](https://www.expedia.com/Lothian-Resorts.d3000440697-aaResorts.Travel-Guide-Accommodation) - [5 Star Hotels in Lothian ](https://www.expedia.com/5Star-Lothian-Hotels.s50-0-d3000440697.Travel-Guide-Filter-Hotels) - [Aparthotels in Lothian ](https://www.expedia.com/Lothian-Apart-Hotels.d3000440697-aaApartHotels.Travel-Guide-Accommodation) - [3 Star Hotels in Lothian ](https://www.expedia.com/3Star-Lothian-Hotels.s30-0-d3000440697.Travel-Guide-Filter-Hotels) - [Tracys Landing Hotels ](https://www.expedia.com/Tracys-Landing-Hotels.d3000440927.Travel-Guide-Hotels) - [Hotels near Thanksgiving Farm Wines ](https://www.expedia.com/Thanksgiving-Farm-Wines-Hotels.0-l553248621532662264-0.Travel-Guide-Filter-Hotels) - [Highland Beach Hotels ](https://www.expedia.com/Highland-Beach-Hotels.d553248634998823058.Travel-Guide-Hotels) - [B&B in Tracys Landing ](https://www.expedia.com/Tracys-Landing-Bed-And-Breakfast.d3000440927-aaBedAndBreakfast.Travel-Guide-Accommodation) - [4 Star Hotels in Tracys Landing ](https://www.expedia.com/4Star-Tracys-Landing-Hotels.s40-0-d3000440927.Travel-Guide-Filter-Hotels) - [Motels in Tracys Landing ](https://www.expedia.com/Tracys-Landing-Motels.d3000440927-aaMotels.Travel-Guide-Accommodation) - [5 Star Hotels in Tracys Landing ](https://www.expedia.com/5Star-Tracys-Landing-Hotels.s50-0-d3000440927.Travel-Guide-Filter-Hotels) - [Hotels near Hillsmere ](https://www.expedia.com/Hillsmere-Annapolis-Hotels.0-n553248635976473205-0.Travel-Guide-Filter-Hotels) - [Hotels near London Town ](https://www.expedia.com/London-Town-Hotels.0-l553248621532662270-0.Travel-Guide-Filter-Hotels) - [Hotels near Maryland Quiet Waters Park ](https://www.expedia.com/Maryland-Quiet-Waters-Park-Hotels.0-l6172639-0.Travel-Guide-Filter-Hotels) - [Edgewater Hotels ](https://www.expedia.com/Edgewater-Hotels.d6348965.Travel-Guide-Hotels) - [Hotels near Anchorage ](https://www.expedia.com/Anchorage-Annapolis-Hotels.0-n553248635976473602-0.Travel-Guide-Filter-Hotels) - [Hotels near Bay Bridge Market Place Shopping Center ](https://www.expedia.com/Bay-Bridge-Market-Place-Shopping-Center-Hotels.0-l553248621558039663-0.Travel-Guide-Filter-Hotels) - [Hotels near Lee ](https://www.expedia.com/Lee-Airport-Hotels.0-aANP-0.Travel-Guide-Filter-Hotels) - [Maryland Hotels ](https://www.expedia.com/Destinations-In-Maryland.d222.Hotel-Destinations) - [Houseboats in Edgewater ](https://www.expedia.com/Edgewater-Houseboats.d6348965-aaHouseboats.Travel-Guide-Accommodation) - [Condo Rentals in Edgewater ](https://www.expedia.com/Edgewater-Condos.d6348965-aaCondos.Travel-Guide-Accommodation) - [Apartments in Edgewater ](https://www.expedia.com/Edgewater-Apartments.d6348965-aaApartments.Travel-Guide-Accommodation) - [Flights to Churchton ](https://www.expedia.com/Cheap-Flights-To-Churchton.d6247936.Travel-Guide-Flights) - [Flights to Deale ](https://www.expedia.com/Cheap-Flights-To-Deale.d55664.Travel-Guide-Flights) - [Flights from Deale ](https://www.expedia.com/lp/flights/55664/flights-from-deale) - [Flights to Lothian ](https://www.expedia.com/Cheap-Flights-To-Lothian.d3000440697.Travel-Guide-Flights) - [Flights to Maryland ](https://www.expedia.com/Destinations-In-Maryland.d222.Flight-Destinations) - [Flights to Edgewater ](https://www.expedia.com/Cheap-Flights-To-Edgewater.d6348965.Travel-Guide-Flights) - [Shadyside Park ](https://www.expedia.com/Shadyside-Park-Shady-Side.d6263308.Vacation-Attraction) - [Captain Avery Museum ](https://www.expedia.com/Captain-Avery-Museum-Shady-Side.d6263322.Vacation-Attraction) - [Visit Galesville ](https://www.expedia.com/Galesville.dx6264947) - [Visit Churchton ](https://www.expedia.com/Churchton.dx6247936) - [Smithsonian Environmental Research Center ](https://www.expedia.com/Smithsonian-Environmental-Research-Center-Edgewater.d553248621532662265.Vacation-Attraction) - [Visit Deale ](https://www.expedia.com/Deale.dx55664) - [Visit Lothian ](https://www.expedia.com/Lothian.dx3000440697) - [Visit Tracys Landing ](https://www.expedia.com/Tracys-Landing.dx3000440927) - [Visit Oyster Harbor ](https://www.expedia.com/Annapolis-Oyster-Harbor.dx553248635976482330) - [Thanksgiving Farm Wines ](https://www.expedia.com/Thanksgiving-Farm-Wines-Maryland.d553248621532662264.Vacation-Attraction) - [Maryland Quiet Waters Park ](https://www.expedia.com/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Vacation-Attraction) - [Visit Edgewater ](https://www.expedia.com/Edgewater.dx6348965) - [Car rentals near Captain Avery Museum ](https://www.expedia.com/Car-Rentals-In-Captain-Avery-Museum.d6263322.Car-Rental-Guide) - [Car rentals near Galesville ](https://www.expedia.com/Car-Rentals-In-Galesville.d6264947.Car-Rental-Guide) - [Car rentals near Churchton ](https://www.expedia.com/Car-Rentals-In-Churchton.d6247936.Car-Rental-Guide) - [Car rentals near Beverly Beach ](https://www.expedia.com/Car-Rentals-In-Beverly-Beach.d553248635975869024.Car-Rental-Guide) - [Car rentals near Mayo ](https://www.expedia.com/Car-Rentals-In-Mayo.d553248634998988486.Car-Rental-Guide) - [Car rentals near Cape Anne ](https://www.expedia.com/Car-Rentals-In-Cape-Anne.d553248635976386052.Car-Rental-Guide) - [Car rentals near Deale Beach ](https://www.expedia.com/Car-Rentals-In-Deale-Beach.d553248635975876712.Car-Rental-Guide) - [Car rentals near West River ](https://www.expedia.com/Car-Rentals-In-West-River.d553248635975860906.Car-Rental-Guide) - [Car rentals near Deale ](https://www.expedia.com/Car-Rentals-In-Deale.d55664.Car-Rental-Guide) - [Car rentals near Selby-on-the-Bay ](https://www.expedia.com/Car-Rentals-In-Selby-On-The-Bay.d553248634999271692.Car-Rental-Guide) - [Car rentals near Lothian ](https://www.expedia.com/Car-Rentals-In-Lothian.d3000440697.Car-Rental-Guide) - [Car rentals near Harwood ](https://www.expedia.com/Car-Rentals-In-Harwood.d553248635975850804.Car-Rental-Guide) - [Car rentals near Tracys Landing ](https://www.expedia.com/Car-Rentals-In-Tracys-Landing.d3000440927.Car-Rental-Guide) - [Car rentals near Highland Beach ](https://www.expedia.com/Car-Rentals-In-Highland-Beach.d553248634998823058.Car-Rental-Guide) - [Car rentals near Hillsmere Shores ](https://www.expedia.com/Car-Rentals-In-Hillsmere-Shores.d553248634998892012.Car-Rental-Guide) - [Car rentals near Edgewater ](https://www.expedia.com/Car-Rentals-In-Edgewater.d6348965.Car-Rental-Guide) - [Churchton Vacation Rentals ](https://www.expedia.com/Churchton-Vacation-Rentals.d6247936.Travel-Guide-VacationRentals) - [Deale Vacation Rentals ](https://www.expedia.com/Deale-Vacation-Rentals.d55664.Travel-Guide-VacationRentals) - [Edgewater Vacation Rentals ](https://www.expedia.com/Edgewater-Vacation-Rentals.d6348965.Travel-Guide-VacationRentals) - [Things to do in Edgewater ](https://www.expedia.com/Things-To-Do-In-Edgewater.d6348965.Travel-Guide-Activities) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels 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