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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.

Trail
“Take a short ride to Dover Plains to pick up the trail to the Dover Stone Church - a one-of-a-kind natural wonder.”
  • 9 locals recommend
Restaurant
$$
“Big W's is a destination - it is one of the best BBQ places in NY. Warren (Big W) started as a 5-star chef in NY and moved upstate to escape the city. He started a road-side stand and eventually turned it into a restaurant. ”
  • 5 locals recommend
Point of Interest
“Hike along a beautiful water steam, with amazing scenery of forest and cave formation at the end of this 25 minute trail. ”
  • 5 locals recommend
Route
  • 1 local recommends
Food
  • 2 locals recommend
Point of Interest
“We still haven't toured this one but it's on our radar...how can you not want to see the Lucky little Orphans? ”
  • 3 locals recommend
Natural Feature
“Hike back along the river to find this amazing cathedral / cavern hewn out of rock where Pequot Sachem Sassacus and his warriors fled from the English Army in the 1600s. ”
  • 2 locals recommend
Food
“Well-stocked and thoughtful farm store featuring raw milk and McGrath cheese made from this milk. Ask to see the baby cows!”
  • 1 local recommends
Farm
“Pawling Farmer's Market Charles Coleman Blvd Downtown Pawling Saturday's 9:00 - 1:00 p.m. Fresh, organic, local grown produce”
  • 2 locals recommend
Off-Licence
  • 1 local recommends
Natural Feature
  • 1 local recommends
New American Restaurant
$$$
“Historic and wonderful on a cold night by the fire. Need reservations as not always open.”
  • 2 locals recommend
Train Station
“Level of difficulty: Somewhat strenuous Distance and time: 7 miles; at least 5 hours www.nynjtc.org/park/appalachian-national-scenic-trail; www.dutchess.org/hiking/pawling_appalachian_trail It looks like a vintage movie set, but the tiny wooden train platform created specifically for Appalachian Trail hikers, about two miles outside of Pawling, is for real and operates on weekends and holidays. Don’t be fooled: The trail from the train station starts out easy and flat along a lovely wooden boardwalk over Great Swamp wetlands brimming with birds and frogs. Fields and forests follow, but then comes the whammy: a steep ascent to Cat Rocks that is rewarded with pretty, panoramic views. ”
  • 8 locals recommend
Establishment
  • 1 local recommends