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Hotels and Motels near Shady Side, Maryland


Hotels below are sorted by distance from Shady Side.

Map of Hotels and Motels near Shady Side, MD
 

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  • 9 miles Extended Stay America Suites Annapolis

    1 Womack Drive, Annapolis, MD 21401
    9 miles from Shady Side

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    Extended Stay America Suites Annapolis

    Check In15 00
    Check Out11 00

    Rated Average
    • Budget, all-suite, extended-stay hotel near Annapolis Mall
    • Some smoking rooms
    • No swimming pool
    • Kitchen in every suite
    • Free continental breakfast
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 140 reviews  Read Recent Reviews

  • 9 miles Annapolis Waterfront Hotel

    80 Compromise Street, Annapolis, MD 21401
    9 miles from Shady Side

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    Annapolis Waterfront Hotel

    Check In1600
    Check Out1100

    Rated High
    • Upper-upscale, smoke-free, full-service, waterfront hotel
    • Located in downtown Annapolis
    • An Autograph Collection hotel
    • No swimming pool
    • Exercise room
    • Free WiFi
    • Valet parking only - $30 per night
  • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 611 reviews  Read Recent Reviews

  • 9 miles SpringHill Suites by Marriott Annapolis

    189 Admiral Cochrane Drive, Annapolis, MD 21401
    9 miles from Shady Side

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    SpringHill Suites by Marriott Annapolis

    Check In1500
    Check Out1200

    Rated Very High
    • Upscale, smoke-free, all-suite hotel
    • Located near Annapolis Mall
    • Heated indoor swimming pool - exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Aug 2016
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 719 reviews  Read Recent Reviews

  • 9 miles Extended Stay America Suites Admiral Chochrane Annapolis

    120 Admiral Cochrane Drive, Annapolis, MD 21401
    9 miles from Shady Side

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    Extended Stay America Suites Admiral Chochrane Annapolis

    Check In15 00
    Check Out11 00

    Rated Average
    • Budget, smoke-free, all-suite, extended-stay hotel
    • Near Annapolis Mall
    • No swimming pool
    • Exercise room
    • Kitchen in every studio
    • Free continental breakfast
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 160 reviews  Read Recent Reviews

  • 9 miles Sonesta ES Suites Annapolis

    170 Admiral Cochrane Drive, Annapolis, MD 21401
    9 miles from Shady Side

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    Sonesta ES Suites Annapolis

    Check In15 00
    Check Out12 00

    Rated High
    • Midscale, smoke-free, all-suite, extended-stay hotel
    • Near Annapolis Mall
    • Outdoor swimming pool open in summer - exercise room
    • Kitchen in every suite
    • Free continental breakfast
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Feb 2021
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 194 reviews  Read Recent Reviews

  • 9 miles Hilton Garden Inn Downtown Annapolis

    174 West Street, Annapolis, MD 21401
    9 miles from Shady Side

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    Hilton Garden Inn Downtown Annapolis

    Check In15 00
    Check Out12 00

    Rated High
    • Upscale, smoke-free, downtown hotel
    • No swimming pool
    • Exercise room
    • Free WiFi
    • Valet parking only - $26 per night
  • Not pet friendly - no pets allowed. - Jul 2018
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 221 reviews  Read Recent Reviews

  • 9 miles Graduate Hotel Annapolis

    126 West Street, Annapolis, MD 21401
    9 miles from Shady Side

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    Graduate Hotel Annapolis

    Check In16 00
    Check Out11 00

    Rated High
    • Upper-upscale, smoke-free, downtown hotel
    • Near historic district
    • No swimming pool
    • 24-hour exercise room
    • Free WiFi
    • Parking costs $26 per night
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 245 reviews  Read Recent Reviews

  • 9 miles Hampton Inn & Suites Annapolis

    124 Womack Drive, Annapolis, MD 21401
    9 miles from Shady Side

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    Hampton Inn & Suites Annapolis

    Check In15 00
    Check Out11 00

    Rated High
    • Upper-midscale, smoke-free hotel near Annapolis Mall
    • Heated outdoor swimming pool open in summer
    • Exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1024 reviews  Read Recent Reviews

  • 10 miles Hilton Garden Inn Annapolis

    305 Harry S. Truman Parkway, Annapolis, MD 21401
    10 miles from Shady Side

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    Hilton Garden Inn Annapolis

    Check In15 00
    Check Out12 00

    Rated High
    • Upscale, smoke-free hotel near Annapolis Mall
    • Outdoor swimming pool open in summer - exercise room
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Oct 2015
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1229 reviews  Read Recent Reviews

  • 10 miles Historic Inns Annapolis

    58 State Circle, Annapolis, MD 21401
    10 miles from Shady Side

    Enter Dates
    Historic Inns Annapolis

    Check In16 00
    Check Out11 00

    Rated High
    • Midscale, smoke-free, downtown Annapolis hotel
    • Near US Naval Academy
    • Member of Historic Hotels of America
    • Free shuttle to local attractions
    • No swimming pool
    • Exercise room
    • Free WiFi
    • Valet parking only - $30 per night
  • Not pet friendly - no pets allowed. - Feb 2020
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1434 reviews  Read Recent Reviews

  • 10 miles Courtyard by Marriott Hotel Annapolis

    2559 Riva Road, Annapolis, MD 21401
    10 miles from Shady Side

    Enter Dates
    Courtyard by Marriott Hotel Annapolis

    Check In1500
    Check Out1200

    Rated High
    • Upscale, smoke-free hotel near Annapolis Mall
    • Heated indoor swimming pool - exercise room
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Feb 2020
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 425 reviews  Read Recent Reviews

  • 10 miles Best Western Annapolis Hotel

    2520 Riva Road, Building B, Annapolis, MD 21401
    10 miles from Shady Side

    Enter Dates
    Best Western Annapolis Hotel

    Check In1500
    Check Out1100

    Rated Average
    • Midscale motel near Annapolis Mall
    • Some smoking rooms
    • Outdoor swimming pool open in summer - exercise room
    • Free continental breakfast
    • Free WiFi
    • Free parking - truck parking
  • Pet friendly motel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 620 reviews  Read Recent Reviews

  • 10 miles Red Roof Inn West Annapolis

    2520 Riva Road, Building C, Annapolis, MD 21401
    10 miles from Shady Side

    Enter Dates
    Red Roof Inn West Annapolis

    Check In15 00
    Check Out11 00

    Rated High
    • Cheap, smoke-free hotel near Ann Arundel Medical Center
    • Also near US 50 at MD 665
    • No swimming pool
    • Free WiFi
    • Free parking - truck parking
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 17 reviews  Read Recent Reviews

  • 10 miles DoubleTree by Hilton Hotel Annapolis

    210 Holiday Court, Annapolis, MD 21401
    10 miles from Shady Side

    Enter Dates
    DoubleTree by Hilton Hotel Annapolis

    Check In16 00
    Check Out12 00

    Rated High
    • Upscale, smoke-free, full-service hotel near Annapolis Mall
    • Free shuttle to attractions within 5-mile radius
    • Outdoor swimming pool open in summer - exercise room
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1433 reviews  Read Recent Reviews

  • 10 miles Holiday Inn Express & Suites Annapolis

    2451 Riva Road, Annapolis, MD 21401
    10 miles from Shady Side

    Enter Dates
    Holiday Inn Express & Suites Annapolis

    Check In15 00
    Check Out11 00

    Rated High
    • Upper-midscale, smoke-free hotel
    • Near Annapolis Mall and US Navel Academy
    • No swimming pool
    • Exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Jul 2021
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 410 reviews  Read Recent Reviews

  • 10 miles Westin Hotel Annapolis

    100 Westgate Circle, Annapolis, MD 21401
    10 miles from Shady Side

    Enter Dates
    Westin Hotel Annapolis

    Check In1600
    Check Out1100

    Rated High
    • Upscale, smoke-free, full-service, downtown Annapolis hotel
    • Heated indoor swimming pool - exercise room
    • Internet access costs $10 per night
    • Parking costs $20 per night
  • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1127 reviews  Read Recent Reviews

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Shady Side Info

Shady Side Group Hotel Rates

Hotels near Me

Nearby Attractions


Hotels near Chesapeake Bay MD   6 miles NE
Hotels near Maryland Hall for the Creative Arts   9 miles north
Hotels near Annapolis Waterfront   9 miles north
Hotels near West Street Annapolis   9 miles north
Hotels near Annapolis Harbor   9 miles north
Hotels near Downtown Annapolis   9 miles north
Hotels near Annapolis Boat Show   9 miles north
Hotels near Annapolis City Dock   9 miles north
Hotels near Riva Road Annapolis   10 miles north
Hotels near Military Bowl   10 miles north
Hotels near Navy Memorial Stadium   10 miles north
Hotels near Annapolis Mall   10 miles north
Hotels near St John's College   10 miles north
Hotels near USNA – Naval Academy   10 miles north
Hotels near Union Jack's   10 miles north

Nearby Cities


Chesapeake Bay MD Hotels   6 miles NE
Tracys Landing MD Hotels   6 miles SW
Londontown MD Hotels   7 miles north
Edgewater MD Hotels   7 miles north
North Beach MD Hotels   9 miles south
Annapolis MD Hotels   9 miles north
Chesapeake Beach MD Hotels   11 miles south
Dunkirk MD Hotels   11 miles SW
Sherwood MD Hotels   12 miles SE
Kent Island MD Hotels   12 miles NE
Upper Marlboro MD Hotels   13 miles west
Tilghman MD Hotels   13 miles SE
Arnold MD Hotels   13 miles north
Crownsville MD Hotels   14 miles north
Stevensville MD Hotels   14 miles NE
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How Do We Order Hotels?

On place pages like this, we order hotels from lowest cost to highest – except we list low-rated hotels at the bottom of the page.

Most of our competitors order these same hotels in other ways that make them more money.
How Do We Define Motel?

To us, motels are smaller lodgings that have rooms you can enter directly from the parking area.

At hotels, on the other hand, you can enter your room only through a hall inside the building.
Hotel Tips

Important Hotel Tips


Shady Side Hotels near Me

Shady Side Hotels, Motels, Lodging, and Accommodations – Shady Side, Maryland MD, USA

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