Skip to content

Top recommendations from locals

From sightseeing to hidden gems, find out what makes the city unique with the help of the locals who know it best.
Cafe
“Great spot for bakery goods. They have great croissants and scones. My favorite treat is the Sun Bun. Evergrain also serves sandwiches for lunch. A good spot to get coffee and work or read. ”
  • 12 locals recommend
Café
$
“Good spot to have breakfast and lunch sandwiches. They have a good selection of bagels. In comparison to other places such as Evergrain, Sam's can toast/warm your sandwiches. It's mostly a college crowd, but everyone is welcomed to work/read while you have a treat. ”
  • 6 locals recommend
Restaurant
$$
“Here you can get your classic Italian dishes. They also have a nice bar where you can get a drink before/during/and after your meal :) The service is good and it is reasonably priced. Luisa's also serves traditional brick oven pizzas and your "regular" NY style pizza. They have two large seating/dinning areas. One is informal and the other side is a bit more formal. ”
  • 6 locals recommend
Entertainment
“Check out the Schooner Sultana a replica of the 1768 schooner built in Chestertown between 1997-2001. The construction of the Sultana established the framework for what would become a broader effort by the Sultana Education Foundation to provide opportunities for students of all ages to experience the Chesapeake Bay.”
  • 6 locals recommend
Liquor Store
“Cheese like one can only dream about! They also have delicious other delicatessen morsels all around the shop and their freezer section has amazing pasta and incredible meats. To top it all off they have an excellent wine selection at reasonable prices.”
  • 9 locals recommend
Bar
“Great place to eat crabs on their large deck. On the water. Live music on weekends usually.”
  • 9 locals recommend
Bar
“Great place to watch to boats, the water, have a beer, listen to music and do a little dancing on the weekends!”
  • 7 locals recommend
Restaurant
“It is the trendiest restaurant we have in town. They have a great Sushi selection. Their Sushi is reasonably priced. They also serve Thai food. ”
  • 3 locals recommend
Restaurant
$$
“ Local bar with live music or dj most weekends. Good food, outside dining available with stunning views that overlook the Chester River.”
  • 8 locals recommend
Park
“Boat ramp, boat rentals, bicycles freindy roads, nature area, picnic area, and beach on the Chesapeake Bay.”
  • 2 locals recommend
Natural Feature
“Close by, Betterton beach is known as the "Jewel of the Chesapeake" Family oriented waterfront park has a beach, bathhouse, and boardwalk. ”
  • 3 locals recommend
Cafe
  • 2 locals recommend
Grocery or Supermarket
$$
“It's one of our two big grocery stores, better for meats and flowers than Redner's. The latter is a warehouse market and is too new to show up on map but is about a block further north on Route 213. ”
  • 3 locals recommend
Government and education
“Founded in 1782 with a grant from George Washington, this is an historic liberal arts and sciences institution for higher learning.”
  • 4 locals recommend

Top restaurants

Café
“Good spot to have breakfast and lunch sandwiches. They have a good selection of bagels. In comparison to other places such as Evergrain, Sam's can toast/warm your sandwiches. It's mostly a college crowd, but everyone is welcomed to work/read while you have a treat. ”
  • 6 locals recommend
Restaurant
“Here you can get your classic Italian dishes. They also have a nice bar where you can get a drink before/during/and after your meal :) The service is good and it is reasonably priced. Luisa's also serves traditional brick oven pizzas and your "regular" NY style pizza. They have two large seating/dinning areas. One is informal and the other side is a bit more formal. ”
  • 6 locals recommend
Bar
“Great place to eat crabs on their large deck. On the water. Live music on weekends usually.”
  • 9 locals recommend
Bar
“Great place to watch to boats, the water, have a beer, listen to music and do a little dancing on the weekends!”
  • 7 locals recommend
Restaurant
“It is the trendiest restaurant we have in town. They have a great Sushi selection. Their Sushi is reasonably priced. They also serve Thai food. ”
  • 3 locals recommend
Restaurant
“ Local bar with live music or dj most weekends. Good food, outside dining available with stunning views that overlook the Chester River.”
  • 8 locals recommend
Restaurant
“You've never seen such pizza before! Truly a local favorite...both food and owner.”
  • 6 locals recommend
Restaurant
“This is a nice place to grab a drink and a good meal. It has a English Pub feel that the locals love.”
  • 3 locals recommend

Get to know Kent County

Explore more on Airbnb