The Top 14 Attractions around Hillside
There are plenty of places to see and visit around Hillside. Whether you love hiking or cycling, Hillside is a region where 14
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
Last updated: November 11, 2025
Ashokan Rail Trail
Highlight • Trail
The Ashokan Rail Trail is a great multi-use trail, that has a compact surface. This trail runs beside the Ashokan Reservoir. It is open during daylight hours.
There are parking areas and restrooms at the trailheads.
There are parking areas and restrooms at the trailheads.
Tip by
Onteora Lake
Highlight • Lake
Onteora Lake and its trail offers a variety of terrain and views, from hemlock forests and rocky ledges to a tranquil lake and a pond. You can choose from three …
Tip by
Sign up now to discover places like this
Get recommendations on the best single tracks, peaks, & plenty of other exciting outdoor places.
Sign up for free
Rosendale Trestle Bridge
Highlight • Bridge
The Rosendale Trestle Bridge, situated along the Wallkill Valley Rail Trail, is famous for providing a breathtaking view of the Rosendale area and the Roundout Creek. It's recommended to ride slowly across the bridge due to some boards needing maintenance.
Tip by
Wallkill Valley Rail Trail
Highlight (Segment) • Trail
The Wallkill Valley Rail Trail totals roughly 22 miles in one direction. The path follows an old railroad line and is primarily packed-gravel surface the entire time. This is a …
Tip by
George Clinton Kingston–Rhinecliff Bridge
Highlight • Bridge
Caution: The marked shoulder for cyclists is narrow and has no dedicated boundary to the cars (unlike the pedestrian lane). The shoulder can have rusty nails or glass.
Tip by
Hudson River Overlook
Highlight • Viewpoint
This viewpoint gives you a nice lookout over the trees, extending all the way to the Hudson River in the near distance. Shaupeneak Mountain is behind you.
Tip by
Empire state Trail
Highlight • Trail
The Empire State Trail runs thru here, there is a new spa and restaurant on the trail. huttonbrickyards.com/spa
Tip by
Louisa Pond
Highlight • Lake
Louisa Pond is set within the Shaupeneak Ridge. The pond is quite small, but a lovely peaceful place to come and take in the surroundings. It is quite picturesque here, …
Tip by
Ashokan Rail Trail — Woodstock Dike Trailhead
Highlight (Segment) • Trail
The Ashokan Rail Trail is a great multi-use trail, that has a compact surface. This trail runs beside the Ashokan Reservoir. It is open during daylight hours.
There are parking areas and restrooms at the trailheads.
There are parking areas and restrooms at the trailheads.
Tip by
Ferncliff Forest
Highlight • Forest
Ferncliff Forest is a 200-acre old-growth forest that is known for housing Mount Rutsen and its observation tower.
Tip by
Kingston Point Rail Trail
Highlight • Cycleway
There is a narrow gravel single track to ride that runs along the railroad and the Hudson River at Kingston Point Park
Tip by
Sign up for free to discover even more attractions around Hillside.
Sign up for free
Already have an account?
Get inspired with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures around London and beyond.
Explore more
Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:
KerhonksonEllenvilleGardinerMinnewaska State Park PreserveAccordRubyWatchtowerHurleyClintondaleKingstonLake KatrineCragsmoorWoodstockStone RidgeHighlandWest HurleyShokanNapanochRiftonWalker ValleyZenaNew PaltzTillsonRosendaleHigh FallsLincoln ParkPhoeniciaPort EwenSlide Mountain WildernessMiltonEast KingstonGlascoMarlboroSaugertiesSaugerties SouthMalden-On-HudsonPine HillWallkill
Get ready to conquer new peaks
Sign up for Free