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Brampton Bed & Breakfast Inn - 25227 Chestertown Road, Chestertown - (410) 778-1860

Lands End Manor on the Bay - 232 Prospect Bay Dr., Grasonville, Maryland 21638 - (410) 827-6284

Maria's Love Point Bed & Breakfast - P.O. Box 399, Stevensville, Maryland 21666-0399 - (410) 643-5054
Maria's Love Point Bed & Breakfast is a quite and romantic location where Guests can enjoy beautiful Sunrises and Sunsets. It is situated on twenty acres with over eight hundred feet of water front over looking the Chester River. We are less than thirty minutes from Annapolis, Maryland and one hour from Washington, DC.

Great Oak Manor - 10568 Cliff Rd, Chestertown, MD 21620 - (410) 778-5943
This Georgian Style estate is just minutes away from Chestertown, MD where you can shop, golf, visit local wineries, and more.

Pintail Point Bed & Breakfast - 511 Pintail Point Lane, Queenstown, Maryland 21658 - (410) 827-7029

Queenstown Inn Bed & Breakfast - 7109 Main St., Queenstown, MD 21658 - (800) 720-8788

Kent Island Hotel


Best Western - Kent Narrows Inn -3101 Main Street, Grasonville, MD 21638 - (410)827-6767
Pet Friendly (small fee applies). Amenities include Heated Indoor Pool, Hot tub and Sauna, Microwaves and Refrigerators in each room and a Complimentary Deluxe Continental Breakfast included with your stay. Walking distance to several local area restaurants. Just off Exit 42 from Route 50 East / West.

Best Western Denton Inn - 521 Fleetwood Road, Denton, MD 21629 - (410)479-8400

Comfort Suites - 160 Scheeler Road, Chestertown, MD 21620 - (410)810-0555

Hilton Garden Inn - 3206 Main Street, Grasonville, MD - (410) 827-3877

Historic Kent Manor Inn - 500 Kent Manor Drive, Stevensville, MD 21666 - (410) 643-5757
24 room waterfront hotel with beautiful grounds.
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Holiday Inn Express Hotel & Suites Chestertown - 150 Scheeler Road, Chestertown - (410)778-0778

Holiday Inn Express at Kent Island - 1020 Kent Narrows Rd., Grasonville, MD - (410)827-4454

The Inn at the Chesapeake Bay Beach Club - 180 Pier One Road, Stevensville, MD 21666 - (410) 604-5900
The Inn features 54 luxurious boutique guest rooms and suites that are beautifully appointed with high end furnishings, amenities and views of the Chesapeake Bay. Every detail of The Inn & Gardens have been planned by a dedicated team with the main focus being the guests. A distinct style that blends rustic charm and contemporary chic can be seen throughout the architecture and interiors.

Sleep Inn at Kent Narrows - 101 Vfw Avenue, Grasonville MD - (410)827-5555

Kent Island Beach Houses


Baydreams - Grasonville, MD - 410-310-8852

Kent Island Beach House - Stevensville MD 21666 - 410-984-7618

Love Point Waterfront - Paula Brassfield - 571-275-0763

Waterfront Cottage on Kent Island - Kent Island - 410-592-6751 or 1-888-798-5246

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Kent Island Transportation


A Little R & R Transportation - Chester MD 21619 - (443) 249-3001
Taxi - Sedan Service Providing rides Locally and distance. Short & Long Trips and Airport Runs. Prevent DUI's, allow us to provide a SAFE RIDE HOME

Associated Sedan & Courier - Local Taxi Service. - Stevensville, MD - (410) 643-1500

Bay Bridge Drive Overs & Shuttle Services - 302 Teal Court, Chester, MD 21619 - (443)-821-7433
Bay Bridge Drive Overs and Shuttle Services offers 24-hour transportation to Kent Island, Grasonville and surrounding areas. We offer local shuttle services, airport runs, and help driving over the Chesapeake Bay Bridge.

Chesapeake Charter 424 Broadneck Road Annapolis, MD 21409 - (443) 214-3111
As professionals, we have prided ourselves in our goal to provide safe, reliable service at competitive rates. We provide motorcoach and school bus transportation for Baltimore, Annapolis, Ocean City, Washington DC, Alexandria VA, Arlington VA, Atlantic City, Philadelphia PA, York PA, and everything in between.

Chester Sedan & Courier - 104 Church Street, Chester, MD 21619 - (410) 490-5081
Weddings, Airports, Metro Trains an Bus, Medical Appointments, Court dates, Concerts, Shopping. Or just a night out on the town. Call Donald for times and prices Let us be your transportation.

Island Limouisine Services, LLC - 1828 St. Mary's Road, Chester, MD 21619 - (410) 643-8194, 866-916-LIMO, fax #410-643-9936
Limouisine services for all occasions.

Kent Island Coach & Courier - Limo Service / Airport Service - Main Street, Stevensville, MD - (410) 451-3030 / (410) 643-2555

Kent Island Express: 5am - 12am / 7 Days a Week - 410-604-0486 / 866-424-1260
Bay Bridge Drive Over service AND "Better Safe Than Sorry" DUI Prevention Transport. We will transport you AND your vehicle home from any location! $30 for the first 10 miles, $1 each additional mile. Please call at least 1 hour in advance. DUI Safety Service is offered from 6PM until 6AM, 7 days a week.

Kent Island Shuttle Service - Grasonville MD - Bob Spindler (410) 726-3990
Local or long distance transportation for any occasion!

Kent Island Transportation - Local and Long Distance Transportation - (410)643-1500

Taxi Crab - 101 Hess Rd Grasonville, MD 21638 (239) 628-9340
Taxi Crab serving Kent Island and surrounding areas. Contact Christine

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