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Tolchester Marina

Chestertown, Maryland - MD, United States

Tolchester Marina a Best Kept Secret on the Upper Chesapeake Bay

Tolchester Marina is a full service marina and protected harbor (including covered slips) with direct access to the Chesapeake Bay. Located as close to the Bay as possible, and fully loaded with amenities, it's no surprise that boaters consider this marina the best kept secret on the Upper Chesapeake Bay!

At Tolchester Marina, guests have access to a host of amenities including the private beach, gym, pavilion and swimming pool. Even better, the marina is known for its Shanty Bar, a poolside Tiki Bar overlooking the beach and Bay, and Channel Restaurant, a charming seafood restaurant onsite. Please note that the bar and restaurant are open on weekends and known for hosting live events every Friday and Saturday throughout the summer.

Should you need any work done, Tolchester Marina also offers a full range of yard services and specializes in boat repower projects. Their factory trained mechanics and fully stocked parts department can handle your every need, while the skilled staff can handle all of your woodwork, fiberglass, painting, electronics and other needs to keep your boat in top shape and performing at its best.

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  • Bathhouse
  • Bars/Clubs Nearby
  • Fuel
  • Health Club
  • Parking
  • Picnic Area
  • Swimming Pool
  • Pump-Out
  • Restaurant On-Site
  • Tiki Bar
  • WiFi
  • Pet Friendly


39.213666 / -76.242285

Tolchester Marina

Chestertown, Maryland - MD, United States

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Seasonal Slip

Interested in an annual or seasonal slip?

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Cancellation Policy: This marina has a 48 hour cancellation policy. If you need to cancel your reservation here, please contact Snag-A-Slip at hello@snagaslip.com within 48 hours of your reservation.

Waterway Guide Review

Graham on September 26th, 2019:

Vessel Name Boat Type Vessel LOA Vessel Draft
Lady Morgana Power 32 ft 4.5 ft

Obviously, a fine facility at one time, but the $$$ appear to have dried up. Albeit we were slightly “off season” i.e. yesterday. We were very disappointed, having been lured by their slick website.
We were advised that the beach bar and restaurant were closed at the time of booking... no big deal.
First hint .. we seemed to be an encumbrance to purchase fuel and pump out. Second hint .. marina 90% vacant. Total ghost town after 7.00 p.m. despite their well publicized “best sunsets” … which actually was pretty good .
Ahh well, very good (new) floating, dock, very sheltered.
The kicker, the beautiful “heads” as they call them … actually more a locker room that could have been designed my Marco Polo himself, all for NOUGHT if there is no hot water …… grrrrr.
Efforts to complain via e-mail from their not so slick website … bounced .. hence this post.
$2.75 / ft … no facilities .. never again.
Currently at Herrington Bay $2.00 / ft .. fantastic .. THIS IS A MARINA.

Waterway Guide Review

Harry on August 20th, 2018:

Vessel Name Boat Type Vessel LOA Vessel Draft
Absolut-ly Power 35 ft 3.0 ft

"Everyone was very nice and the marina itself was neat and clean.
There was entertainment both Friday and Saturday.The view from the beach bar was phenomenal!
It is my favorite marina on the bay!

Verified Snag-A-Slip Stay

Paul on August 14th, 2018:

Vessel Name Boat Type Vessel LOA Vessel Draft
Transcendence Power 37 ft 4.0 ft

Tolchester Marina - Theresa DeHart at Snag-A-Slip and Samantha at Tolchester coordinated well. Effortless slip assignments and check in. Fun beach, bands, pool and picnic area. We surprised the restaurant with a last minute reservation for 25 people and they did a great job keeping us happy and well fed. New floating docks were beautiful.

Verified Snag-A-Slip Stay

Joseph on October 6th, 2017:

Vessel Name Boat Type Vessel LOA Vessel Draft
Intrepidatious Power 37 ft 3.0 ft

Good. Pool is very small. Docks under sheds need to be cleaned

Verified Snag-A-Slip Stay

Joseph on October 6th, 2017:

Vessel Name Boat Type Vessel LOA Vessel Draft
Wonderful Life Sail 29 ft 4.0 ft

This marina is clearly investing in its facilities. Facilities are already nice, but the improvement in their beach area tiki bar and on-beach burger and hotdog grill are nice. Marina office staff is knowledgeable, friendly and very helpful. Folks that run the golf cart shuttles are great. Docks are being upgraded over next few years - Nantucket section has new power and water and grilling area. Very nice. For boats over 35' most docks are covered so be sure to let them know your overall height requirements.