Eastern Shore Vacation Rentals
Outdoor Recreation on the Easther Shore

Outdoor Recreation on the Eastern Shore

With abundant natural habitats and scenic waterways, Maryland's Eastern Shore is a nature lover's paradise. We are blessed with many public parks and nature centers from which one can experience our diverse wildlife and unique ecosystems of the Chesapeake Bay watershed.

Recreation Rentals

 

 

Blackwater Paddle and Pedal Adventures

4303 Bucktown Road
Cambridge, MD 21613
410-901-9255
www.blackwaterpaddleandpedal.com

Kayaks, bikes and power boats delivered to your door!

 

 

Chester River Kayak Adventure

5758 Main St.
Rock Hall, MD 21661
410-639-2001
www.crkayakadventures.com

 

Easton Cycle and Sport 723 Goldsborough Street
Easton, MD 21601
410-822-7433
www.eastoncycleandsport.com

Bikes and kayaks delivered to your property.



 
  Chester River Outfitters Offers sales, service and rentals of bicycles, kayaks, canoes and accessories. 208 Cross St
Chestertown, MD 21620
410-778-3616
www.chesterriveroutfitters.com
  Rock Hall Landing Bicycle rentals are available at the marina office.

5657 South Hawthorne Ave
P.O. Box 448, Rock Hall, MD 21661
410-639-2224
www.rockhalllanding.com

 

 



 
 

Golf

  Harbourtowne Harbourtowne in St. Michaels, an 18 hole Pete Dye facility. Special Rates for Guests of ESVR

800-446-9066
www.harbourtowne.com

  Hog Neck Hog Neck, one of the top 25 public courses in the country.

800-280-1790
www.hogneck.com

  Easton Club Overlooking the Tred Avon River, Pier Street Restaurant and Marina serves fresh local seafood, steamed crabs, and clams (transient boat slips available).

28449 Clubhouse Drive
Easton, MD 21601
800-277-9800 (Pro-Shop)
www.eastonclub.com

 
  River Marsh at the Hyatt
18 hole Resort golf course in Cambridge, Maryland.

100 Heron Blvd
Cambridge, MD 21613
(410) 901-6396

www.chesapeakebay.hyatt.com
  Chester River Yacht and Country Club

7738 Quaker Neck Road
Chestertown, MD 21620
(410) 778-3818

www.crycc.org
  Hunters Oak Golf Club

500 Amberly Farm Lane
Queenstown, MD 21658
(800) 697-1777

 
 

Marinas

  Easton Point Marina (Tred Avon River)
975 Port Street
Easton, MD 21601
410-822-1201
  St. Michaels Marina (Miles River) 305 Mulberry Street
St. Michaels, MD 21663
410-745-2400
800-678-8980
www.stmichaelsmarina.com
  Knapps Narrows Marina (Tred Avon or Miles River) 6176 Tilghman Island Road
Tilghman Island, MD 21671
410-886-2720
800-322-5181

www.knappsnarrowsmarina.com
 
  Hinckley Yacht Sales (Tred Avon/Choptank River)
202 Banks Street
Oxford, MD 21654
410-226-5113
www.hinckleyyachts.com
  Campbell's Boatyards (Tred Avon/Choptank)
Three full service locations in Oxford
Bachelor's Point 410-226-5592
Town Creek 410-226-0213
Jack's Pt. 410-226-5105
www.campbellsboatyards.com
  Gateway Marina (Choptank River) 1606 Marina Drive
Trappe, MD 21673
410-476-3304
 
 

Sightseeing, Charters & Tours

  The Patriot Board the The Patriot from St. Michaels harbor and enjoy one of four daily narrated cruises along the scenic Miles River. 410-745-3100
www.patriotcruises.com
  Eleanor A 71' elegant Trumpy Yacht berthed in Oxford, is available for custom charters. 410-745-3100
www.patriotcruises.com
  Dockside Express Cruises & Tours Offers both land and sea sightseeing opportunities, with Sunset and Ecology cruises their specialty. Tilghman Island, MD
1-888-312-7847

www.cruisinthebay.com
 
  Chesapeake Lights Lighthouse Tours Embark on a voyage to discover the storied history of the Chesapeake Bay and it's lighthouses. 410-886-2215
800-690-5080

www.chesapeakelights.com

 

  Skipjack H.M. Krentz An authentic working skipjack, departs from the Crab Claw Restaurant in St. Michaels for public and private sailing charters. Captain Ed Farley
St. Michaels, MD 21663
410-745-6080

www.oystercatcher.com
  Selina II A classic 1926 Catboat offering 2 hour, 1/2 day and full day sails as well as other specialty cruises such as sunset sails and private charters.
101 N. Harbor Drive
St. Michaels, MD 21663
410-726-9400
www.sailselina.com
 
  Lucky Dog Catamaran Company Sail the Choptank River aboard the Sirius, a 36-foot performance Catamaran, available for up to 24 passengers. Berthed at Hyatt Regency
Cambridge, MD
410-745-6203
www.luckydogcatco.com
  Chesapeake Bay Skipjack “Rebecca T. Ruark” Enjoy nautical tales and ecology stories from 5th-generation and world-renowned Capt. Wade H. Murphy, JrDogwood Harbor
Tilghman Island, MD
410-829-3976
www.skipjack.org
  Schooner Sultana
Sultana provides students of all ages with the ultimate classroom for learning about the history and environment of the Chesapeake Bay. 105 South Cross Street
P.O. Box 524
Chestertown, Maryland 21620
Tel: 410-778-5954
www.sultanaprojects.org
 
  The Lady Patty is a 45' classic Bay ketch, sails daily from Tilghman Island on the Chesapeake Bay and Choptank Rivers; full and half day sails available. 410-886-2215
800-690-5080
www.sailladypatty.com
  Peake Paddle Tours offers a unique kayaking experience with guided eco-tours right from your property. 410-829-7342
www.paddletours.com
  Dockside Express There’s no better way to experience life on the Eastern Shore than to spend a day on the water, running a trotline and dipping crabs!

1-888-312-7847
www.docksideexpress.com

 
  Adventure Crafters Guided tours, group and private lessons, departing from Queenstown, MD. Call for reservations. 7109 Main St.
Queenstown, MD 21658
888-KAYAK-MD (888-529-2563)
  Kent Island Kayaks Kayak Sales and Rentals, Guided Fishing and Nature Tours: Kent Island Kayaks is a full-service kayak shop that offers guided nature tours, rentals and lessons as well as bike rentals. 110 Channel Marker Way
Grasonville, MD
(410)304-2099
(877)545-2925/(877-KIKAYAK)
kikayaks@atlanticbb.net
  Captain’s Pride Charters

113 Carroll Road
Centreville, MD 21617
410-758-3107 or
410-924-0151

 
  Jeffery (Jeff) Ruth - Charter 200 Ruth Lane
Centreville, Md. 21617
410-758-3235 or
410-490-0817
captjeff@dmv.com
  Pintail Point Fly-fishing, charter boat fishing, Pintail Point Charters and more. Our newest addition, the “Empress Pintail”, a 48’ Chesapeake Classic and the “Miss Pintail”, a 46’ Carman charter boat are the biggest, fastest and most attractive on the Bay. 511 Pintail Point Farm Lane
Queenstown, MD 21658
410-827-7029
  Blue Crab Sailing Charters

Rock Hall
410-708-1803
http://bluecrab_cc.tripod.com

 
  "Bessie L" A traditional 52' Chesapeake Bay Boat. Rock Hall
215-601-6391
www.bessiel.com
  Gratitude Yachting Center Rock Hall
410-639-7111
www.gratitudeyachting.com
  Haven Charters

Rock Hall
410-639-7140
http://www.havencharters.com

 
  The Kathryn (sailboat) Rock Hall
410-639-9902
  Sailing Emporium Rock Hall
410-778-1342
www.sailingemporium.com/charters.php
  Southern Cross Charters

Great Oak
410-778-4460
http://www.havencharters.com

 
  Tireless (68' Trumpy) & Supercal (Classic Motor Launch) Chestertown
215-499-8288
www.tirelesscharters.com
 

 

 

 

 
 

Parks

  Idlewild Park in the heart of Easton offers extensive playground equipment, a children's garden, tennis courts and running track. Corner of Harrison and Washington Street
Easton, MD
  Oxford Park which overlooks the Tred Avon River, has swings and slides for children as well as picnic tables on which to enjoy a quiet lunch. Morris Street
Oxford, MD
  The Strand stroll along this sandy beach in Oxford which parallels a lovely street lined with historic waterfront homes. End of Morris Street
Oxford, MD
 
  Sailwinds Park with its sandy beach along the Choptank River, has a 14,000 square-foot festival hall hosting indoor and outdoor concerts. Rt. 50 and Maryland Avenue just over Choptank Bridge
Cambridge, MD
  Muskrat Park Located on the harbor, Muskrat Park is a quiet, tree-lined haven in the heart of St. Michaels that hosts the FreshFarm Farmer's Market on Saturday mornings during summer monthsWillow & Green Streets
St. Michaels, MD
  Betterton Beach This 5 acre landscaped, family oriented waterfront park is the largest of two public beaches in Kent County on the Chesapeake Bay. (The other is in Rock Hall). The exceptional sandy beach has 300 feet of frontage for swimming and 700 feet of shoreline access.  
 

Environmental Centers

  Phillips Wharf
Environmental Center
is a unique place to explore, experience and enjoy “touch tanks” to learn all the secrets about our Chesapeake Bay creatures. Great for kids to learn the environmental, scientific and commercial importance of the Bay.

21604 Chicken Point Road
Tilghman, MD 21671
1-888-312-7847
www.pwec.org

  The Jean Ellen duPont Sheehan Audubon Sanctuary is a 950-acre peninsula that includes a diverse habitiat of over 200 acres of grass meadows, 300 acres of woodlands, eight miles of shoreline and ten miles of walking trails.
Rt. 579
Bozman, MD
410-745-9283

www.audubonmddc.org
  Pickering Creek Audubon Center is a 400-acre working farm in Easton featuring a variety of habitats where visitors can enjoy a quiet stroll through the woods and along the creek or encounter a variety of wildlife...maybe even a Bald Eagle or endangered Delmarva Fox Squirrel.
11450 Audubon Lane
Easton, MD 21601
410-822-4903
www.pickeringcreek.org
 
  Blackwater National
Wildlife Refuge
consists of over 27,000 acres of freshwater impoundments, brackish tidal wetlands, open fields, and mixed evergreen and deciduous forests. Visitors can drive, walk and bike on Wildlife Drive in order to get close to the local wildlife or hey can hit the four land and three paddling trails. 2145 Key Wallace Drive
Cambridge, MD 21613
www.fws.gov/blackwater/refuge
  Chesapeake Bay Environmental Center is a 500 acre preserve with four miles of land trails, a one mile canoe trail, two observation towers, two concealed observation blinds, and marsh boardwalks that provide visitor's access to the varied habitats vital to the Chesapeake Bay ecosystem.

600 Discovery Lane
Grasonville, MD 21638
410-827-6694
www.bayrestoration.org

 

 

 
 

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21 S. Harrison Street
Easton, MD 21601


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