Chessie's Wharf

609 Melvin Ave, Annapolis
(443) 603-1235

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Chessie Chili Dog and Chili Fries

Chessie Deluxe with Onion Rings

Triple Smash Burger with Bacon

Chessie Burger Deluxe Burger

Tots with Cheese and Chili

Chessie Burger and Fries

2 Pub Pretzels with Dips

Double Chessie Burger

Kids Chicken Bites

Fried Crab Balls

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Recent Reviews

A slice of RAR right in Annapolis. All the sweet goodness of RAR brews plus excellent food. One block from Navy stadium in west Annapolis. Staff is knowledgeable and attentive. Dog friendly on the porch. Give this place a star on your Annapolis bat stops.

October 2025

Our dining experience at Chessie's Wharf was made exceptional by our fantastic waiter, Dougie. From start to finish, he was an excellent server: attentive without being intrusive, and incredibly detail-oriented, ensuring every part of our order and table was perfect. Beyond his professional competence, Dougie's genuinely positive attitude was infectious; his good cheer and warm demeanor significantly enhanced our evening, turning a simple dinner out into a wonderful,...

October 2025

Outstanding - Lauren’s team and the staff at RaR staff have made an amazing family experience well worth checking. Among the numerous taps (some guest) and even three Lukr pours this is a delightful experience that brings quality brewed beer from Eastern Maryland to Annapolis.

Parking is a bit narrow, but larger trucks and vans can park behind or on the street. Easily accessible throughout the area I’d recommend everyone adding this location to your list...

October 2025

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Restaurants in Annapolis, MD

Chessie's Wharf

Customers' Favorites

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Chessie's Wharf