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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.

Park
“The castle is stunning and it offers excellent views of the Connecticut River”
  • 15 locals recommend
Park
“The structure is a cool stone castle overlooking the Connecticut River, and with a number of trails surrounding the property to enjoy beautiful walks through the woods.”
  • 13 locals recommend
Restaurant
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“The RiverTavern offers continental cuisine with an American-French flair. Conveniently located in the heart of downtown Chester! Only a 5 minute walk!”
  • 8 locals recommend
Grocery or Supermarket
“Great lunch place with a great menu to please every palate. Conveniently located in the heart of downtown Chester! Only a 5 minute walk!”
  • 5 locals recommend
Point of Interest
“Conveniently located in the heart of downtown Chester! Only a 5 minute walk!”
  • 1 local recommends
Bar
“Great local bar and gastro-pub. Open late! Conveniently located in the heart of downtown Chester! Only a 5 minute walk!”
  • 3 locals recommend
Store
“Conveniently located in the heart of downtown Chester! Only a 5 minute walk!”
  • 2 locals recommend
Italian Restaurant
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“One of our favorite restaurants- farm fresh ingredients and homemade pasta ”
  • 4 locals recommend
Restaurant
“Otto is the perfect place for gourmet pizzas, creative salads and other playful dishes. It may not sound like an overwhelming description, but this is truly an amazing place to grab a bite! What Otto does, it does extremely well! Conveniently located in the heart of downtown Chester! Only a 5 minute walk!”
  • 2 locals recommend
Food
“Delicious breakfast place! Conveniently located in the heart of downtown Chester! Only a 5 minute walk!”
  • 3 locals recommend
Theatre
“New Muscial Theatre Productions - -see a musical in its earlier stages before they sometimes head for Broadway. We LOVE this theatre!! ”
  • 2 locals recommend
Store
“Conveniently located in the heart of downtown Chester! Only a 5 minute walk!”
  • 1 local recommends
Route
“Take your car over the river on the ferry ($5 one way) to Gillette Castle for a great family-friendly outing with stunning views. Open April to November only (closed on Thanksgiving).”
  • 2 locals recommend
Doctor
“Local historical society. Please call in advance to book a reservation with them!”
  • 1 local recommends
Colloquial Area
“Just up the road we have a small lake, with beach and food shack. It's great for children and has ample parking. Cedar Lake is only open to Chester residents, so if you're interested, please let us know and we'll get a parking pass for you.”
  • 2 locals recommend
Natural Feature
“Great place to go swimming and hike the trails. They occasionally charge for parking in the summer.”
  • 1 local recommends