Every Saturday morning from 8:00am - 12:00pm there is a farmers market downtown where local vendors set up and sell their goods. Grab a coffee and walk around Fountain Park where you'll find all kinds of fresh and local baked goods, produce, flowers and much more!
20 minutes outside of Chestertown, in a town called Rock Hall, there are some great waterfront dining options. One of our favorite spots is the Harbor Shack Bar and Grill. Open for lunch and dinner, its a great spot to grab a crush and burger or great local seafood.
The best place to get feast on some blue crabs while you're in town would be another beloved water front restaurant in Rock Hall, Waterman's Crab House!
Our favorite local pizza place located in the Kent Plaza, Procolinos, fondly known to locals as "Procs." We recommend a cheesesteak on their homemade bread, chicken caesar salad, or famous ziti pizza. If you stop in, tell Vinny the owner, you are in town for our wedding!!
One of our favorite Friday night spots downtown! Only open Wednesday-Saturday, Bad Al's is a great place for a cocktail and wood fired pizza or crabcake. Take a walk down by the water before or after your meal and stop in to neighboring Retriever Bar or Zeldas Speakeasy for a drink.
The best Rosé in town is found in the little yellow house that is home to Casa Carmen. A great place to grab some authentic Spanish Tapas and wine. The staff is amazing and will make you feel like you've transported all the way to Spain.
A local legend of a coffee shop that has great breakfast and lunch options too! Serving Rise Up coffee and open until 3:00pm, we recommend a bagel breakfast sandwich, strawberry banana smoothie, or the chipotle chicken sandwich!