Watershed Alley

Watershed Alley Watershed features the bounty of the Chesepeake watershed region: the Chester River, Chesapeake Bay,

Yellow Fin Tuna Crudo | Citrus Supremes, Bell Peppers, Pink Peppercorns, Avocado Oil, Tangerine GelOnly at the Watershed...
06/18/2026

Yellow Fin Tuna Crudo | Citrus Supremes, Bell Peppers, Pink Peppercorns, Avocado Oil, Tangerine Gel

Only at the Watershed Alley. Come enjoy a meal with us soon! Reservations are highly highly highly recommended.

- James

Local Rockfish Filet - Glazed Fennel, Mussels and Clams, Tomato-Pepper Coulis An absolute gem of a dish. Highly recommen...
06/17/2026

Local Rockfish Filet - Glazed Fennel, Mussels and Clams, Tomato-Pepper Coulis

An absolute gem of a dish. Highly recommended from me. Takes a lot for me to be impressed and yet this menu continues to wow me. Everything seems to be getting better and better. Hope to see you down the Alley.

Reservations are recommended

06/12/2026

As summer settles onto the Eastern Shore, some of the year’s most exciting ingredients are beginning to arrive in our kitchen.

Last evening, I had the opportunity to enjoy one of Chef Rodney and Chef Thomas’s newest creations—a beautifully prepared rockfish dish that perfectly captures the season. Fresh, thoughtful, and deeply rooted in the flavors of our region, it’s the kind of plate that reminds us why summer dining on the Shore is so special. It seems as though every year they find a new way for us to enjoy this beloved fish.

I am purposely on giving glimpses into this new menu because to truly appreciate the hard word and talent you must come in person.

At The Watershed, every dish begins with a commitment to local farms, local waters, and the talented people who bring these ingredients to life. From the produce harvested at Lockbriar Farms, Red Acres, as well as other local vendors to the seafood sourced from the Chesapeake, our menu is a reflection of the place we call home.

As the days grow longer and the dining rooms fill with friends, families, and celebrations, we’re grateful for everyone who chooses to spend an evening with us.

Summer reservations are filling quickly, and we would love to welcome you to the table. Reserve your seat today and experience the season at The Watershed.

From the host stand we have a few tables left for this weekend. I would not wait. You can make a reservation on Resy or by giving us a call. Flynn, Kenny, or Jack will be happy to accommodate you and yours.

Next week we have our Italian wine dinner. A beautiful menu and a thoughtful line up of wines. If interested you will need to book today.

Thank you to all of our guests for making the Watershed such a wonderful place of community.

James
Maître d’

06/11/2026

New menu this week! Come enjoy our summer offerings.

Hokkaido Scallops & Pork Belly W/  Broccoli Puree and Bok Choy, Shiitakes Mushrooms, and XO Sauce One of the best dishes...
05/14/2026

Hokkaido Scallops & Pork Belly
W/ Broccoli Puree and Bok Choy, Shiitakes Mushrooms, and XO Sauce

One of the best dishes I have ever had from . Beautifully plated, perfectly cooked. Worth ordering this weekend. We have tables available tonight for Pub Night + 1/2 priced bottles of wine.

Friday and Saturday filling up make your reservation today.

Special Sunday brunch also available. Don’t miss out on the fun opportunity.

Hope to see you down the Alley!
-James
Maître d’

From the pass: Mother’s Day Brunch 2026We are open for brunch this Sunday! 5/17
05/12/2026

From the pass: Mother’s Day Brunch 2026

We are open for brunch this Sunday! 5/17

MOTHERS!!! Beautiful Brunch this morning. We are open for dinner tonight ! Thank you for letting us serve you all today.
05/10/2026

MOTHERS!!! Beautiful Brunch this morning. We are open for dinner tonight ! Thank you for letting us serve you all today.

King Salmon Tartare Everyone has been absolutely raving down the Alley about this starter. Tables available tonight and ...
05/08/2026

King Salmon Tartare

Everyone has been absolutely raving down the Alley about this starter. Tables available tonight and this weekend. Reservations are strongly advised. Hope you are enjoying the sunshine !

Crème Fraiche, Horseradish, Yuzu-Kabosu vinaigrette, Roe, served with Toast Points

Pub Night - Wednesday and Thursdays + A La Carte MenuRed Curry Coconut Broth Mussels
05/07/2026

Pub Night - Wednesday and Thursdays + A La Carte Menu
Red Curry Coconut Broth Mussels

04/30/2026

Address

337 High Street
Chestertown, MD
21620

Opening Hours

Wednesday 5pm - 9pm
Thursday 5pm - 9pm
Friday 5pm - 9pm
Saturday 5pm - 9pm

Telephone

+14432829797

Alerts

Be the first to know and let us send you an email when Watershed Alley posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Share

Category