Glamping destinations near Pleasantville, New York span elevations between 400 and 1,800 feet across the rolling Hudson Valley and surrounding highlands. The area features a mix of deciduous forest and small lakes with seasonal temperature ranges from summer highs of 85°F to winter lows near 20°F. Most luxury accommodations remain operational from April through October with limited options during winter months.
What to do
Hiking trails: Mountain Lakes Park offers several hiking trails directly accessible from its glamping sites. One camper noted, "There are also many hikes which can be trekked straight from the campgrounds which is always a huge plus in my mind." The park contains Mt. Bailey, the highest point in Westchester County, offering hikers a challenging terrain option.
Water activities: Several campgrounds provide water recreation options during summer months. At Lake Waramaug State Park, "The lake is great for kayaking, paddle boarding, canoes and for fishing. Bring your own gear but kayak and canoe rentals are available." The swim areas are typically small and best for younger children.
Wildlife viewing: The forests surrounding glamping sites support diverse wildlife. Mahlon Dickerson Reservation campers should note the prevalence of bears in the area. "There are a lot of bear warnings here so that gave us a bit of pause with our three little boys," observed one visitor, though actual encounters remain rare when proper food storage practices are followed.
What campers like
Privacy and seclusion: Despite their proximity to urban areas, many glamping locations offer surprising isolation. At Mahlon Dickerson Reservation, "Our site is easily the nicest—all the way in the back with only one neighbor. It is so quiet here." Sites are typically well-spaced with natural buffers between accommodations.
Military-only options: Service members seeking luxury camping close to Pleasantville can utilize exclusive facilities. West Point FMWR Round Pond receives high marks from military families: "We've been coming here for at least 13 years. We love that it's a place specifically for Vets and active Military. Everyone is amazingly respectful of each other and the caretakers take such care of the grounds."
Unique dome structures: The geodesic domes at Moon Valley Campground provide a distinctive glamping experience. As one reviewer described, "Small, clean with great views and great location for hiking, cruising etc. The dome has incredible views." These climate-controlled structures are positioned to maximize scenic vistas while maintaining comfort.
What you should know
Cell service limitations: Most glamping sites in the region have limited connectivity. At Lake Waramaug, "Cell service is basically non-existent. Our trip this weekend was the first time we received more than 1 bar in 20 years." Some campers appreciate this forced digital detox, while others may need to plan accordingly.
Bathroom facilities vary widely: Comfort stations at glamping locations range from rustic to well-appointed. High Point State Park campers should note: "Toilets are pump flushed. Showers are only located INSIDE High Point State Park, not throughout the campsites, but entry is free for campers."
Seasonal considerations: Most luxury accommodations close during winter months. Jellystone Park Gardiner operates from "April 16 to November 1," providing a typical operating window for glamping facilities in the region. Some sites reduce amenities during shoulder seasons.
Tips for camping with families
Kid-friendly activities: Jellystone Park Gardiner focuses heavily on children's entertainment. One parent shared, "This campground is great for kids. It has an event just about every weekend with kid activity." Another mentioned specific amenities: "Nice pool that is shallow so you can relax and let the little ones go in the water park section alone or they have a 3 ft pool also."
Space considerations: When glamping with larger family groups, site selection becomes crucial. At Camp Glen Gray, "Cabins are always clean and stocked with firewood. Lots of hiking trails. Trading post is well stocked and volunteers are always friendly and able to answer any questions." Their cabins accommodate family groups comfortably.
Wildlife precautions: Families should maintain awareness of local wildlife. Waramaug campers noted, "Never have we had issues with wildlife besides squirrels and ducks. Leave no trace is important—it keeps the unwelcome wildlife out." Teaching children proper food storage and waste disposal practices ensures safer glamping experiences.
Tips from RVers
Hookup availability: Most glamping sites near Pleasantville offer limited RV amenities. At West Point FMWR Round Pond, RV sites include "electric and water hook ups only" with "bath houses are absolutely spotless." Sites typically accommodate smaller RVs rather than large motorhomes.
Leveling challenges: RV pads at several campgrounds require attention to leveling. One camper at High Point State Park observed, "We have a trailer and the 'trailer' sites aren't level." Bringing adequate leveling blocks for your RV is recommended, particularly for glamping sites developed within natural terrain.
Navigation considerations: Roads accessing glamping locations often present challenges for larger vehicles. Lake Waramaug visitors noted, "The roads around the campground are very narrow with a lot of blind curves." RVers should research access routes carefully, particularly for sites in more remote hillside locations.
