$80 - $165/night

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Tolchester Marina

Chestertown, Maryland - MD, United States

Tolchester Marina a Best Kept Secret on the Upper Chesapeake Bay

Tolchester Marina, located at buoy 21 on the Eastern Shore of the beautiful Chesapeake Bay, offers over 260 protected slips accommodating boats up to 100 feet in length, with shore power available. Positioned 20 miles north of the Chesapeake Bay Bridge and 30 miles south of the C&D Canal, Tolchester Marina is easily accessible by both water and land.

This full-service marina boasts a wide array of amenities to ensure a comfortable and enjoyable stay. Newly renovated private bathhouses, a laundry room, a fitness center, a picnic area with barbeque grills, and complimentary Wi-Fi are available for all guests. Dining options include The Channel Restaurant, open seasonally for breakfast, lunch, and dinner, and the casual Shanty Beach Bar, which serves lunch and dinner on weekends. Slip holders and transients can relax at the waterfront saltwater pool, open from Memorial Day to Labor Day, or enjoy live music at the Shanty Beach Bar every Friday, Saturday, and Sunday from mid-May through September.

Tolchester Marina offers extensive boat services, ensuring your vessel remains in top condition. The marina is equipped with a 50T travel lift and a crane, and it provides mechanical repairs and repowers by factory-trained mechanics. Specialized services include wood and fiberglass repairs, painting, and electronics work. The fully stocked parts department and skilled staff are prepared to meet all your maintenance and repair needs.

Tolchester Marina combines exceptional facilities, top-tier services, and a prime location to create an unparalleled boating experience on the Chesapeake Bay. Whether you're looking to relax by the pool, enjoy live entertainment, or keep your boat in peak condition, Tolchester Marina has everything you need for an unforgettable stay.

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  • Bathhouse
  • Parking
  • Picnic Area
  • Swimming Pool
  • Pump-Out
  • Restaurant On-Site
  • Tiki Bar
  • WiFi
  • Pet Friendly
  • Ice
  • Boat Service
  • Winter Storage
  • Oil Recycling
  • Security
  • Hotel/Lodging Nearby
  • Dry Storage
  • Gas
  • Laundry
  • Event Space
  • Ship Store
  • Grills
  • Beaches
  • Drop-In/Haul Out Services
  • Diesel
  • Fitness Center
  • Showers
  • Restrooms
  • Bars/Clubs On-Site
  • Travel Lift
  • Fuel


39.213666 / -76.242285

Tolchester Marina

Chestertown, Maryland - MD, United States

$80 - $165/night

List Your Slip!

CANCELLATION POLICY: This marina has a 48 hour cancellation policy for standard stays, and a 72 hour cancellation policy for holiday weekends. Please cancel ahead of arrival to receive a full refund. If you have not cancelled ahead of your stay, you will forfeit the full reservation amount.

MINIMUM NIGHT REQUIREMENTS: Tolchester Marina enforces a 2 night minimum for arrivals for Memorial Day and 4th of July weekend.

MARINA RULES: By staying with Tolchester Marina, you agree to the terms and conditions of our slip rental agreement and to the marina rules, copies of which can be found on our website at https://tolchestermarina.com/, or requested from the office.

Verified Snag-A-Slip Stay

Anonymous on June 17th, 2024:

Boat Type Vessel LOA Vessel Draft
Powerboat 33 ft 3 ft

I was pleased with the attentive staff. The Pool was refreshing, bands were good, and the breakfast / lunch / dinner restaurant was very good. Would have been a 5 but the WIFI was week.

Verified Snag-A-Slip Stay

Anonymous on May 28th, 2024:

Boat Type Vessel LOA Vessel Draft
Powerboat 35 ft 3 ft

This place has either very positive experiences or very negative ones. The positives are the beach area and bar, seats, tables, umbrella's and bands! The dock attendants are great! The negatives are numerous. Poor internet, really poor. Bathrooms ran out of toilet paper sun am, and the worst of all is the restaurant. Completely understaffed and personnel are NOT competent. Managment is nowhere to be found. I waited 25 for a to go coffee in the morning, (four people in the place) and then, for dinner, 55 minutes and we still could not get even water, there are only 8 tables in the place and 6 bar seats. Same personnel, unfortunately. We had to physically go up to the waitress after waiting 30 min to ask that she take our drink order. 25 min later, still nothing. The waitress looked dazed. Clearly a sign that management is not effective, or doesn't care. I wrote them, they apologized, but seemed to want to blame the staff. Floating docks are new and great, the rest old.

A Note from the Marina:

As we expressed in our email response to you, we are very sorry we fell short in delivering a positive experience to you and we completely understand your frustrations. However, we do not feel that we “blamed the staff” in our response and do not appreciate that part of your review. We have shared the entire email thread with our staff, and none of them felt they were being blamed. We would also be happy to share it here for others to make their own assessment if necessary. We agree that your restaurant experience was subpar and unacceptable, but in general we take great pride in our staff, both in their ability and their dedication to doing the best that they can. As far as management, we are an owner operated facility and our owners are present throughout the property every day until after close of business. We take great pride in the positives that you have highlighted in your review, and we will do our best to rectify the shortcomings you experienced.

Verified Snag-A-Slip Stay

Ira on May 28th, 2024:

Vessel Name Boat Type Vessel LOA Vessel Draft
Y knot Powerboat 34 ft 4 ft
Verified Snag-A-Slip Stay

Leonard on September 18th, 2023:

Vessel Name Boat Type Vessel LOA Vessel Draft
Marissa Michelle Powerboat 40 ft 5 ft
Verified Snag-A-Slip Stay

Anonymous on September 17th, 2023:

Boat Type Vessel LOA Vessel Draft
Powerboat 45 ft 4 ft

Location, amenities, entertainment, Tolchester Marina offers it all. We had a great stay.

Verified Snag-A-Slip Stay

Eric on July 31st, 2023:

Vessel Name Boat Type Vessel LOA Vessel Draft
Solare Sailboat 28 ft 4 ft

Love this place! Our second time staying here and I am sure we’ll be coming back again. We love that it is right on the bay, yet the slips are well sheltered. Floating docks are great too. The staff is friendly and the bar/restaurant scene is a big plus.

Verified Snag-A-Slip Stay

Anonymous on July 2nd, 2023:

Boat Type Vessel LOA Vessel Draft
Powerboat 33 ft 3 ft

Staff was very nice, wifi was very weak, people were nice.

Verified Snag-A-Slip Stay

William on June 11th, 2023:

Vessel Name Boat Type Vessel LOA Vessel Draft
Hakuna Matata Powerboat 32 ft 2 ft
Waterway Guide Review

Doug on September 3rd, 2021:

Vessel Name Boat Type Vessel LOA Vessel Draft
September Song Sail 32 ft 4.2 ft

Stayed here on Saturday night in July '21.

We draw 4'-3" and had no issues getting into the entrance and through the channel. Pay close attention to small vessels exiting, as they may suddenly appear from behind the breakwater.

When we arrived inside, the dockhand stationed on the fuel dock called out to us and gave us our slip assignment and brief directions. There was also a dockhand waiting for us at the slip to help get us secured. No problems getting into the brand new floating docks. Long floating finger piers made it dead simple to lock the boat in place with no need to be concerned about the tide. Power seems to be mostly 50 amp. If you need 30 amp, bring an adapter. They will rent you one but sometimes run out of them.

In the bright sun, be careful about stepping onto the floating docks barefoot. They can get really hot. This goes for pets as well.

For powerboaters, there is a section of covered slips in the center of the basin that will provide some relief from the heat.

Our slip was all the way around the basin from the bar and pool, however, there is a constant flow of staff driving golf carts and they are happy to give you a ride. They will accept tips if you are so inclined. They told me they run until after the bar closes.

The bar and pool were open on a Saturday afternoon, and there was counter service for food. No waitresses or table service. All food and drinks must be ordered and paid for at the bar or food counter. The live entertainment that was onsite throughout the day on Saturday was fantastic and the music type was varied, but mostly geared for the "over 40" crowd.

I confirmed with the bartender that the bar / restaurant is only open on weekends and shuts down on Sunday evening. If you stay here during the week, be sure to bring all the provisions you'll need, as there's no food or drink service between closing on Sunday and opening on Friday afternoon - and there is nothing within walking distance.

There is a restaurant in the back of the marina as well, which was not open for Saturday dinner due to staffing shortages, however, it looked like they were open on Sunday morning for breakfast. Didn't try it, as we had already prepared breakfast on board.

The marina does provide complimentary WiFi service, which is great because cell service was very poor (Verizon), however, the WiFi coverage had many gaps in it, and I was unable to get a satisfactory signal in my slip. Barely strong enough to get out a few text messages, could not make any calls via Wifi or Cell. I suspect the covered docks in the center of the basin with their large metal rooves block the signal in some directions. When we ventured about the marina, the signal was better in some places.

Waterway Guide Review

TBH on June 8th, 2021:

Vessel Name Boat Type Vessel LOA Vessel Draft
The Beach House Power 36 ft 4.0 ft

Tolchester Marina

This is our first time at the marina. As part of the reservation process via Dockwa the staff ensured that we knew there were no food amenities available after 5pm on Sunday (day of arrival) and until after our departure on Tuesday. This was good information and we planned accordingly.

Arrived on Sunday, June 6, 2021, at approximately 1pm and noticed that the entrance to the basin was very busy. Was unable to contact the marina via VHF but was able to receive a slip assignment via cell phone. A dockhand at the fuel dock was able to provide directions to the slip. While not all slips had easily identifiable numbers, a dockhand was able to point out the slip and provided assistance with initially securing the lines to the dock. During check-in, the dockhand provided our WiFi and bathhouse information. He also advised us to contact the office if we needed any assistance, including fuel Monday through Thursday.

Our slip was located within one of the covered sheds with fixed docks. The finger pier was full length and in good condition, even though we noticed several requiring attention. The floating docks are in very good condition.

It is evident that this is a destination marina for folks on the weekend looking for a nice beach and pool and many day boaters were departing shortly after the beach bar closed at 5pm.

The bathhouse, laundry and pool are available to transits. The bathhouse is clean and appears to have been remodeled recently. A downside in the men’s bathhouse is one shower stalled lacked a door (all three had curtains to minimize water on the floor outside of the shower) and one lacked water pressure and hot water (third shower was a charm).

Slips under the sheds provide nice protection from the sun. For nature views the floating docks (Santa Rosa) on the southern side of the basin provides potential views of eagles, osprey, ducks, buzzards, racoons and deer (all seen during our stay).

The free WiFi was good, but cellular connections can be spotty, even if booster is used. Recommend cell phones be configured by WiFi calling if offered by your carrier prior to arriving at the marina.

This is a good marina for transits heading up or down the bay. It is also a nice marina for folks wanting quiet during the week. Just remember, currently there is no one site food service Monday through Thursday, so pack accordingly.

Gave the marina four stars, but due to the men’s bathhouse would have been 3.5.

Waterway Guide Review

Graham on September 25th, 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 14th, 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 August 4th, 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.

Verified Snag-A-Slip Stay

Joseph on August 4th, 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

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