Hotels near the Waterfront of the Chesapeake Bay MD | HotelGuides.com
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Hotels and Motels near the Waterfront – Chesapeake Bay, MD

Hotel Descriptions


Best Value hotels below are sorted by price – except hotels rated below average are listed at bottom, regardless of price.

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Map of Chesapeake Bay, MD Hotels and Motels


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Best Value Hotels in Chesapeake Bay MD

Rates shown below are averages. Click See Rates to see rates for your dates.
  • Annapolis Waterfront Hotel

    80 Compromise Street, Annapolis, MD 21401

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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
    • Parking costs $23 per night
    Pet friendly hotel More >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 581 reviews  Read Recent Reviews

  • Historic Inns Annapolis

    58 State Circle, Annapolis, MD 21401

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    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 1415 reviews  Read Recent Reviews

  • Graduate Hotel Annapolis

    126 West Street, Annapolis, MD 21401

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    Graduate Hotel Annapolis

    Check In16 00
    Check Out11 00

    Rated High
    • Upper-upscale, smoke-free, full-service, downtown Annapolis hotel
    • Near historic district
    • No swimming pool
    • 24-hour exercise room
    • Free WiFi
    • Parking costs $25 per night
    Pet friendly hotel More >
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 48 reviews  Read Recent Reviews

  • Hilton Garden Inn Downtown Annapolis

    174 West Street, Annapolis, MD 21401

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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 208 reviews  Read Recent Reviews

  • Rodeway Inn Annapolis

    74 Old Mill Bottom Road North, US 50, Exit 28, Annapolis, MD 21409

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    Rodeway Inn Annapolis

    Check In15 00
    Check Out11 00

    Rated Average
    • Cheap motel 4 miles from Sandy Point State Park
    • No swimming pool
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Jul 2015
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 139 reviews  Read Recent Reviews

  • Quality Inn US Naval Academy Annapolis

    76 Old Mill Bottom Road North, Annapolis, MD 21401

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    Quality Inn US Naval Academy Annapolis

    Check In15 00
    Check Out11 00

    Rated High
    • Midscale, smoke-free hotel
    • 5.5 miles from near Sandy Point State Park
    • No swimming pool
    • Exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Aug 2019
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 133 reviews  Read Recent Reviews

  • Inn at Chesapeake Bay Stevensville

    180 Pier One Road, Stevensville, MD 21666

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    Inn at Chesapeake Bay Stevensville

    Check In16 00
    Check Out11 00

    Rated Very High
    • Upscale, smoke-free, full-service hotel
    • Near US 50 and Terrapin Beach Park
    • No swimming pool
    • Exercise room
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Apr 2016
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 133 reviews  Read Recent Reviews

  • Hilton Garden Inn Kent Island Grasonville

    3206 Main Street, Grasonville, MD 21638

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    Hilton Garden Inn Kent Island Grasonville

    Check In15 00
    Check Out12 00

    Rated Very High
    • Upscale hotel
    • Near Wells Cove and US 50/US 301, Exit 42
    • Heated indoor swimming pool - exercise room
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Sep 2015
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1023 reviews  Read Recent Reviews

  • Best Western Kent Narrows Inn Grasonville

    3101 Main Street, Grasonville, MD 21638

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    Best Western Kent Narrows Inn Grasonville

    Check In1600
    Check Out1100

    Rated Average
    • Midscale, smoke-free hotel
    • Near Wells Cove and US 50 at US 301, Exit 41
    • Heated indoor swimming pool - exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking - truck parking
    Not pet friendly - no pets allowed. - Mar 2016
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 687 reviews  Read Recent Reviews

  • Holiday Inn Express Grasonville

    1020 Kent Narrows Road, Grasonville, MD 21638

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    Holiday Inn Express Grasonville

    Check In15 00
    Check Out11 00

    Rated High
    • Upper-midscale, smoke-free, waterfront hotel
    • Near Wells Cove and US 50/US 301, Exit 42
    • Outdoor swimming pool open in summer
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking - truck parking
    Not pet friendly - no pets allowed. - Jan 2016
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 251 reviews  Read Recent Reviews

  • Inn at Perry Cabin St Michaels

    308 Watkins Lane, St Michaels, MD 21663

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    Inn at Perry Cabin St Michaels

    Check In16 00
    Check Out11 00

    Rated Very High
    • Luxury, smoke-free, full-service, waterfront hotel
    • Located one-half mile north of downtown St Michaels
    • Outdoor swimming pool open in summer - exercise room
    • Full-service spa
    Pet friendly hotel More >
    Note: This hotel charges a resort fee of 10% - includes parking and WiFi.
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1293 reviews  Read Recent Reviews

  • Rod N Reel Resort Chesapeake Beach

    4165 Mears Avenue, Chesapeake Beach, MD 20732

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    Rod N Reel Resort Chesapeake Beach

    Check In15 00
    Check Out11 00

    Rated High
    • Upper-midscale, smoke-free, full-service, bayfront hotel
    • Overlooks Chesapeake Bay
    • Heated indoor swimming pool - exercise room
    • Full-service spa
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Sep 2019
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 722 reviews  Read Recent Reviews

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Chesapeake Bay Info

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Hotels near Me

Nearby Attractions


Hotels near Annapolis's Waterfront   4.2 miles north
Hotels near Annapolis Harbor   4.3 miles north
Hotels near Annapolis Boat Show   4.4 miles north
Hotels near Annapolis City Dock   4.4 miles north
Hotels near Maryland Hall for the Creative Arts   4.5 miles NW
Hotels near Downtown Annapolis   4.6 miles NW
Hotels near USNA – Naval Academy   4.7 miles north
Hotels near US Naval Academy Museum   4.8 miles north
Hotels near West Street Annapolis   4.8 miles NW
Hotels near Navy Memorial Stadium   5 miles NW
Hotels near Military Bowl   5 miles NW
Hotels near Union Jack's   6 miles NW
Hotels near Annapolis Mall   6 miles NW
Hotels near Riva Road Annapolis   6 miles NW
Hotels near Anne Arundel Medical Center   6 miles NW
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Nearby Cities


Annapolis MD Hotels   4.6 miles NW
Edgewater MD Hotels   6 miles west
Shady Side MD Hotels   6 miles SW
Kent Island MD Hotels   7 miles east
Arnold MD Hotels   8 miles north
Stevensville MD Hotels   9 miles NE
Cape St Claire MD Hotels   9 miles north
Chester MD Hotels   10 miles NE
Crownsville MD Hotels   11 miles NW
Severna Park MD Hotels   12 miles NW
Tracys Landing MD Hotels   12 miles SW
Kent Narrows MD Hotels   12 miles east
Sherwood MD Hotels   13 miles SE
Crofton MD Hotels   14 miles NW
Grasonville MD Hotels   14 miles east
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


Chesapeake Bay Hotels near Me

Waterfront Chesapeake Bay Hotels, Motels, Lodging, and Accommodations – Maryland MD, USA

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