5.7 out of 10

Wingdale

41.664040147268 -73.5713931668873
Great for
  • Peace & Quiet
  • Safe & Sound
  • Lack of Traffic
  • Parking
  • Cost of Living
Not great for
  • Nightlife
  • Shopping Options
  • Gym & Fitness
  •  
  •  
Who lives here?
  • Country Lovers
  • Families with kids
  • Retirees
  • Tourists
  • Singles

Reviews

2/5 rating details
  • Neighborly Spirit 5/5
  • Safe & Sound 5/5
  • Clean & Green 5/5
  • Pest Free 3/5
  • Peace & Quiet 5/5
  • Eating Out 2/5
  • Nightlife 1/5
  • Parks & Recreation 3/5
  • Shopping Options 1/5
  • Gym & Fitness 3/5
  • Internet Access 4/5
  • Lack of Traffic 5/5
  • Parking 5/5
  • Cost of Living 3/5
  • Resale or Rental Value 3/5
  • Public Transport 4/5
  • Medical Facilities 3/5
  • Schools 3/5
  • Childcare 3/5
2yrs+

"For people who really want to get away from it all..."

Wingdale is a hamlet in the town of Dover. At one time it was home to the Harlem Valley Psychiatric Center, which closed in 1994 after 70 years. During its years of operation, the hospital employed progressive treatments, though many of them have since been discontinued. Today, the land sits unused, though there are plans to develop a mixed-use community of homes and shops. The complex, called Dover Knolls, will be conveniently located to the Harlem Valley-Wingdale Metro North station and may generate up to $11 million dollars in tax revenue.

The hamlet has minimal amenities, and is characterized by its rural and quiet atmosphere. To the south, the town of Pawling has a small village with shops and restaurants. The area sits approximately halfway between Danbury, CT and Poughkeepsie; both feature large malls and numerous big-box stores and restaurants.

Students who reside in Wingdale attend Dover’s public schools. The district educates 1,600 students in four schools. Wingdale Elementary houses kindergarten through second grade, Dover Elementary has grades 3-5, and secondary students attend Dover Middle School and Dover High School. The district’s performance on state exams is adequate, with 5 to 10 percent of students failing to meet standards. Approximately one-quarter of the students live in poverty. However, the district participates in the universal pre-kindergarten program, which allows parents to enroll their children in pre-school, tuition free. Kindergarten is a full day.

Residents of Wingdale can use Dover’s recreational facilities and programs. The main property is Thomas J. Boyce Park, with a playground and equestrian facility. There is also a public pool, Ketcham Memorial. A section of the Appalachin Train, which stretches from Georgia to Maine, also cuts through the area.

There are many vacant plots of land for sale. House-hunters who are prefer existing homes will find options at every price point, from homes priced at or near a million dollars to modest single-family starter homes.
Pros
  • Quiet and simple lifestyle
  • Virtually no traffic congestion
  • has its own train station
Cons
  • Relatively far from amenities
Recommended for
  • Families with kids
  • Hipsters
  • Country Lovers
5/5 rating details
  • Neighborly Spirit 5/5
  • Safe & Sound 5/5
  • Clean & Green 5/5
  • Pest Free 5/5
  • Peace & Quiet 5/5
  • Eating Out 3/5
  • Parks & Recreation 5/5
  • Shopping Options 3/5
  • Internet Access 5/5
  • Lack of Traffic 5/5
  • Parking 5/5
  • Cost of Living 5/5
  • Resale or Rental Value 5/5
  • Public Transport 5/5
  • Medical Facilities 5/5
  • Schools 5/5
  • Childcare 5/5
2yrs+

"Don't Skip the BBQ at Big W's on your Way to Thomas J. Boyce Park!"

Wingdale is a hamlet of Dover, NY that's home to Camp Ramah in the Berkshires, a Jewish summer camp, and once home to the now closed Harlem Valley Psychiatric Hospital. The camp is located on the banks of beautiful Lake Ellis, which is also home to many residents in the town. Most homes go for around $149,000. Students go to Dover's own Union Free School District, which showcases student art on the walls of the High School/Middle School building, indicating that the school encourages creativity and individuality.


Wingdale itself has its very own train station, as well as several shops and restaurants. Shops include the Wingdale Supermarket, Webatuck Craft Village, Wingdale Hardware, Hunt County Furniture, Inc., O'Neil Upholstry, and Judsonson's Farmer's Market (an outdoor market that's open May until October, especially fun to go to during the warm summer months). Both Mary Kay and Avon rival for customers in Wingdale. Restaurants include Cousin's Pizza and Cousin's Cafe (of the same ownership); Peking Kitchen; Big W's Roadside BBQ; Ben's Store (deli and restaurant); Chophouse Lounge (mainly for adults who want a fun, romantic time); the Valley Diner, and Guidetti's Italian Restaurant.

Wingdale has the Thomas J. Boyce Park, which is a great place for the whole family to enjoy, and for anyone who loves playing sports and generally being outdoors. There's a playground for the kiddies. Dogs are okay, if they're leashed. Dover is a great place to come visit and live and raise a family. The people here will make you feel right at home. A trip to NYC takes a little over an hour by train. Just walk around in the park, go swimming at Lake Ellis, visit the Farmer's Market on a hot sunny day and buy ripe vegetables and fruits, or hike the Appalachian trail for the die-hard nature-lover in you: if it's small country towns that you love, then I'm sure you're bound to love Wingdale!
Pros
  • has its own train station
  • Appalachian Trail
  • Quiet and simple lifestyle
  • Big W's BBQ is Awesome
  • Picturesque rural setting
  • Virtually no traffic congestion
Cons
  • Hardly anything to do
Recommended for
  • Singles
  • Families with kids
  • Tourists
  • Gay & Lesbian
  • Students
  • Country Lovers
  • Beach Lovers
2/5 rating details
  • Neighborly Spirit 2/5
  • Safe & Sound 4/5
  • Clean & Green 3/5
  • Pest Free 4/5
  • Peace & Quiet 4/5
  • Eating Out 3/5
  • Nightlife 2/5
  • Parks & Recreation 4/5
  • Shopping Options 2/5
  • Gym & Fitness 3/5
  • Internet Access 4/5
  • Lack of Traffic 4/5
  • Parking 4/5
  • Cost of Living 4/5
  • Resale or Rental Value 3/5
  • Public Transport 3/5
  • Medical Facilities 4/5
  • Schools 4/5
  • Childcare 4/5
2yrs+

"An uncomplicated, rural hamlet"

Wingdale is a quiet, rural hamlet located within the greater town of Dover, NY. There isn't much here in the way of shopping or nightlife. Houses here are more modest and affordable, which is nice, but the lack of ameneties and entertainment are definitely the big trade-off. You really do need to enjoy peace and quietude or you might feel isolated and lonely. It is also practically imperative to own a car here due to its stretched out nature and especially if you have anything more than very basic needs.

In Wingdale, you will find a few decent restaurants, at least, including Il Compare Restaurant, an intimate family-friendly place with solid Italian fare, the elegant Lodge Restaurant, Ben’s Deli, the Valley Diner and the awesome Big W’s Roadside BBQ with its oustanding fall of the bone tender smoked meats. In Dover Plains, you will find a Subway, a McDonald’s, Freshco 22 which is an American-Mexican Deli, the Dover Café and Four Brothers Pizza which is a family-friendly local favorite that serves up excellent salads with luscious Greek dressing and some fairly food pizza.

As for shopping, Wingdale has the Wingdale Supermarket, Blue Owl Boutique and Consignment, Hunt Country Furniture, Style Haven, Tilly’s Accessories, Webatuck Craft Village and Grind Inc, which is a sporting goods store and Wingdale Hardware. Dover Plains has a Freshtown, Renny’s Store,a specialty food store, a CVS Pharmacy, a Dollar Plus, a Redbox, Good Tidings and A Little Bit of Everything.

Parent town of Dover has a relatively well developed parks and rec department, thankfully, with myriad classes, a nice senior program and a pretty good park that is home to many of these events, Thomas J. Boyce Park. There you will also find a nice playground and a skate park. In Dover Plains, there is the community pool, J H Ketcham Memorial Pool.

For more entertainmnet options, one can drive up to Poughkeepsie to see a movie or to New Milford, CT to go bowling.

Wingdale is relatively safe with little crime.

There is a Metro North Train Station in Dover and commute time to NYC is between two hours and two minutes and two hours and seven minutes.

Wingdale students are a part of the Dover Union Free School District which is decent.

The median household income is about $50,361.

The population of greater Dover is approximately 8,699 people.
Pros
  • Quiet and simple lifestyle
  • Big W's BBQ is Awesome
  • Picturesque rural setting
  • Virtually no traffic congestion
Cons
  • Hardly anything to do
Recommended for
  • Families with kids
  • Retirees
  • Country Lovers
3/5 rating details
  • Neighborly Spirit 3/5
  • Safe & Sound 5/5
  • Clean & Green 4/5
  • Peace & Quiet 5/5
  • Eating Out 1/5
  • Nightlife 1/5
  • Parks & Recreation 3/5
  • Shopping Options 1/5
  • Gym & Fitness 1/5
  • Internet Access 3/5
  • Lack of Traffic 4/5
  • Parking 3/5
  • Cost of Living 4/5
  • Resale or Rental Value 3/5
  • Public Transport 1/5
  • Medical Facilities 1/5
  • Schools 3/5
2yrs+

"A nice, small hamlet, but with few things around"

Wingdale is on the eastern side of Dutchess County near the Connecticut border, and anyone who knows this county is aware that the western half (particularly the southwestern quadrant) and the eastern half might as well be in other states. The difference could not be bigger: in Poughkeepsie, it's built-up, suburban and urban, and with plenty of modern conveniences and hangouts like malls, restaurants, bars, clubs, and more. In Wingdale, you're just not going to find much of anything, try though you might.

If your idea is to be out of the way in a small town, then Wingdale may be the place for you. There is a strip mall with a pizza place and a hair salon, amongst other things, as well as a library, an elementary school, a diner, and a very good bakery called Cousin's (try the danishes -- in fact, try everything at least once). There is also a gas station nearby, and Dover High School is not far from the main intersection (Route 22 & Pleasant Ridge Road). That's about it.

If you're looking for wide-open spaces and a place with scenery and parkland, this might be a good destination. If you're looking for nightlife, however, this is definitely not the place for you. You'll almost certainly have to go out of Wingdale to find a nice restaurant, either in Poughkeepsie (over half an hour away), Pawling, or maybe even Connecticut.

This is the kind of town where you'll see the occasional Mercedes or BMW on the roads, because there are wealthier areas around, but Wingdale still is not what I would consider a destination for the rich and famous. Indeed, a great many houses there are modest, as is the way of life here. Speaking of roads, Route 22 is the main road passing through here, and although it is a useful state highway which is no stranger to through traffic, any congestion you'll see is nowhere near that of the Poughkeepsie area. In fact, I have never seen any traffic backups here whatsoever. Seeing more than a few cars stopped at the main traffic light is almost shocking.

Wingdale is a very quiet, small town which is not all that close to major amenities like shopping malls or major medical facilities; if that and the prospect of wide-open spaces has appeal to you, then certainly give it a chance. It's a pleasant community, but if you need to be near civilization, you probably won't think much of it.
Pros
  • Picturesque rural setting
  • Virtually no traffic congestion
  • Quiet and simple lifestyle
Cons
  • Virtually unpopulated
  • Relatively far from amenities
  • Hardly anything to do
Recommended for
  • Retirees
  • Country Lovers
2/5 rating details
  • Neighborly Spirit 3/5
  • Safe & Sound 4/5
  • Clean & Green 2/5
  • Pest Free 3/5
  • Peace & Quiet 4/5
  • Eating Out 4/5
  • Nightlife 1/5
  • Parks & Recreation 2/5
  • Shopping Options 1/5
  • Gym & Fitness 2/5
  • Internet Access 3/5
  • Lack of Traffic 4/5
  • Parking 4/5
  • Cost of Living 4/5
  • Resale or Rental Value 2/5
  • Public Transport 4/5
  • Medical Facilities 3/5
  • Schools 4/5
  • Childcare 3/5
2yrs+

"Great BBQ at Big W's, but some rundown buildings and a lack of excitement bring Wingdale down..."

Wingdale is a nice little hamlet in Dover, and I have mixed feelings about the area. It's funny, I looked into living here and there are a lot of homes on the market, especially for how small Wingdale is, and that's part of the problem. Wingdale has been on a downward slide for a while, with a declining population that I've read is due to the closing of an infamous insane asylum, and it just hasn't recovered. It also doesn't seem like it's going to recover.

This is too bad, because some of the best food in Dutchess County is in Wingdale. Not just in Dover, but in the whole county! Big W's BBQ is outstanding. From the name no doubt you can tell it's all about the quality of the BBQ sauce, and it is soooooo good. I've only been in Dutchess for a little while, and I already go out of my way on the weekends to get a little BBQ brisket. Totally worth the extra drive. And I'm not alone. A lot of people love Big W's.

Outside of Big W's there's very little reason to visit Wingdale, which stinks, but there's so little shopping or dining that you just can't find much to do. It's too bad. I wish I could come here and do more than eat, but I feel like there's so little to do.

The people are nice, but the community feeling is abysmal when compared with other nearby towns. Wingdale just feels like it's on a downward slope and can't get back. I've heard the schools aren't bad, but I can't say for sure, and if you choose to live in Wingdale you won't be too far from other hamlets with more to do and see, but that's more a recommendation of those areas than Wingdale.
Pros
  • Big W's BBQ is Awesome
  • Quiet and simple lifestyle
Cons
  • Hardly anything to do
Recommended for
  • Families with kids
  • Tourists
  • Country Lovers

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