Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Baltimore / Maryland

Chestertown Restaurants

Make a free reservation

Book for dinner in Baltimore / Maryland

View all

Outdoor dining in Baltimore / Maryland

View all

See what locals rave about in Chestertown

From verified diners like you
From verified diners like you
  • Nick
    Baltimore / Maryland •2 reviews
    4.0
    Dined 1 day ago
    Service was excellent, very attentive. Very expensive for the amount of food. We went on Valentines weekend, were not able pick off a menu which we didn’t know until seated. $90 a person which didn’t not include a drink or desert. Quality was good. All in all nice place but don’t go for a value, not there!
    More info
    Osprey Point RestaurantPrice: Expensive• Contemporary American• Rock Hall
    4.9
  • Gillian
    New York City •9 reviews
    5.0
    Dined 3 days ago
    The cozy dining room at the rear of this popular bar is a great place to enjoy a meal. We recently dined on shucked oysters, deviled eggs, oyster sliders, and a smashburger with fries. Everything was excellent.
    More info
    The Retriever Bar & The Decoy Bottle ShopPrice: Moderate• American• Chestertown
    4.8
  • William
    Baltimore / Maryland •2 reviews
    5.0
    Dined 3 days ago
    Staff was amazing, the food for our first time there was amazing taste. The drink I had for Valentines was amazing, reminded me of an old fashioned!!! Can't wait to return
    More info
    Tagliata RestaurantPrice: Expensive• Italian• Harbor East
    4.8
  • Dr . NatalieVIP
    Washington, D.C. Area •7 reviews
    5.0
    Dined 3 days ago
    Came to celebrate a birthday . The table we were sated at was nice . The parties sprung us however made the experience very unpleasant. Additionally having the runner continually ask if I was done or take my plate was not only an annoyance but felt invasive as if I was being rushed out of the establishment. I would give a 4/5 as our server was excellent ( crystal ) but I do believe further training is needed for the runners as no where in the reservation did it indicate a time allotment for me dining ( e.g. 3 hour window or 2 hour max ). It made the evening very uncomfortable and unpleasant to say the least .
    More info
    BygonePrice: Very Expensive• American• Harbor East
    4.6
  • BrianVIP
    Baltimore / Maryland •22 reviews
    5.0
    Dined 7 days ago
    My wife and I had the pleasure of dining at The Ruxton on a random Monday night, and it turned into an unforgettable experience. We went with a mix of appetizers—grilled oysters, potato gnocchi in sage brown butter with goat cheese, Wagyu beef sliders, and king crab cocktail. It was a completely random selection, but every dish was outstanding. The gnocchi was rich and perfectly balanced, the Wagyu sliders were incredibly flavorful, and the king crab was fresh and sweet. All of it was complemented beautifully by a fantastic Sancerre. What truly elevated the evening, though, was our server, Sammy. Not only did Sammy provide exceptional service, but we also had a great conversation throughout the night. Engaging, knowledgeable, and genuinely friendly, Sammy made the experience even more memorable. It’s rare to have such a combination of incredible food and outstanding hospitality. I’ll definitely be returning—and when I do, I’ll be asking for Sammy!
    More info
    The RuxtonPrice: Very Expensive• Steakhouse• Harbor East
    4.8

Trending dishes in Chestertown

Explore dishes that diners are raving about

Restaurant experiences trending in Baltimore / Maryland

View all

Frequently asked questions

As of Feb 17, 2025 there is 1 restaurant in Chestertown. Filter by “outdoor dining”, “romantic” or “dog friendly”.

On OpenTable we support all cuisines. Find American and more. Use our filters to find exactly what you’re looking for and make your reservation today.

Yes! We partner with restaurants in Chestertown who deliver with Toast, Postmates, Uber Eats, Olo, ChowNow.

Yes, you can also see restaurants near you offering takeout.

Yes! OpenTable provides free, convenient and trusted options to book the best restaurants in Chestertown either on OpenTable or directly with the restaurant.

Yes, we partner with a third party to retrieve menu information for restaurants near you.

Explore OpenTable

  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo