CATSKILL —Settled in the mid-1600s. Although the site of mills and other enterprises in the late 1600s, Catskill did not begin to grow as a village until just after the Revolution when it became an important and thriving commercial hub of the turnpike era until the Erie Canal diverted traffic north to Albany.
 
 
 
 

1) THOMAS COLE HOUSE , Spring St. Residence of Thomas Cole from his marriage in 1836 to 1848, the year of his death. Built circa 1815-1816, and named Cedar Grove, it was here that Thomas Cole painted his celebrated series of allegorical paintings, “The Voyage of Life.” It was here also that Cole tutored his sole pupil, Frederic Edwin Church. Cole had been a visitor to the Catskill Mountains since the mid-1820s, painting many of his signature landscape works in NYC in the winters following annual summer sketching trips to the mountains. On National Register. Thomas Cole House Website
 
 
 

2) THOMPSON STREET CEMETERY The final resting place of Thomas Cole and his wife, Maria Bartow Cole. The cemetery, fittingly, has a commanding view of the eastern escarpment of the Catskills. A more recent luminary interred in the cemetery was boxing trainer Cus D’Amato, mentor to Mike Tyson, who was one of D’Amato’s pall bearers.
 
 

3) BEATTIE-POWERS ESTATE, off Prospect Avenue 1831 Greek Revival built by James Powers, a wealthy lawyer who later became a NYS Assemblyman, on property purchased from Charles Beach, the local stagecoach magnate who built the Catskill Mountain House. Bequeathed to the Village of Catskill; undergoing restoration. On National Register.
 
 

4) GREENE COUNTY COUNCIL ON THE ARTS, 398 Main St.. Galleries, concerts, literary readings. Year round.
 
 
 
 

5) DUTCHMAN’S LANDING, Catskill Riverside park, boat launch and artist’s interpretive walking path. View of Hudson River School painter Frederic Church’s Olana, and Rogers Island, according to oral tradition the scene of the final climactic 17th-century battle between the Mohawks and the Mohicans.
 
 
 

6) CANTINE HOUSE, West Main St. Home of “Uncle” Sam Wilson (the inspiration for Uncle Sam, the homespun symbol and icon of America) and his wife, Betsy, from 1817 to 1826. While living in Catskill, Wilson operated a sloop line and a general store, and he was a partner in a slaughterhouse. Earlier, this house was the scene of Martin Van Buren’s wedding on February 21, 1807.
 
 
 

7) DUBOIS HOUSES, W. Main St. 1762 & 1774. 18th-century stone vernacular houses built by descendants of Louis DuBois, who immigrated from France in 1660 to become the leader of the Huguenots who founded New Paltz. Cornwallis’s surrender at Yorktown was celebrated here.
 
 
 

8) STORY’S FARM A large working family farm, with fresh produce farmstand. View of Kaaterskill Clove, the ledge where the Catskill Mountain House once stood, and the vertical scar of the Otis Elevating RR, The Otis once carried passengers up the steep face of the escarpment to the grounds of the grand hotel.
 
 
 

PALENVILLE —“The Village of Falling Waters”, settled circa 1810-1820. According to local legend, this was the home of Rip Van Winkle, whose ill-fated hunting trip and epic slumber occurred high up in Kaaterskill Clove, along the Rip Van Winkle Trail (Rt. 23A). In the late 1840s, following the growing fame and success of Thomas Cole, Palenville became a thriving artists’ colony centering around Asher B. Durand, who spent many summers and autumns here.
 
 
 

9) THE RIP VAN WINKLE TRAIL Rt. 23A, scenic route from Palenville to Haines Falls, following the footsteps of Rip Van Winkle and his faithful dog, Wolf. Built by prison chain gangs, Rt. 23A took 7 years to complete (1914-1921).
 
 
 

10) FAWN’S LEAP rock formation and waterfalls, Kaaterskill Clove. For two centuries a favorite spot for artists and photographers.
 
 
 
 

11) SITE OF THE KIERSTED TANNERY, off Rt. 23A, at the foot of Buttermilk Falls. A few foundations remain of this tannery which was once surrounded by a settlement called East Hunter, with a school and post office.
 
 
 

12) KAATERSKILL FALLS New York State’s highest waterfalls, consisting of an upper falls of 167 feet, and a lower falls of 64 feet, with an amphitheater behind the upper falls. One of the most celebrated scenic sites in 19th-century America, painted several times by Thomas Cole and most of the artists of the Hudson River School. Also a favorite spot for American writers of the Romantic era., such as James Fenimore Cooper and William Cullen Bryant.
 
 
 

HAINES FALLS —Founded after the Revolution by Samuel & Elisha Haines of Putnam County, reputedly Tory sympathizers during the war. Became a thriving village with the advent of the railroads. Home of the grand hotels of the 19th century the Catskill Mountain House and Hotel Kaaterskill.
 
 
 

13) THE ULSTER & DELAWARE RAILROAD STATION IN HAINES FALLS, just off Rt. 23A Opened in 1914, it once greeted passengers going to and from the grand hotels. Now the home of The Mountain Top Historical Society . Undergoing restoration. National Register.
 
 
 

14) THE CATSKILL MOUNTAIN HOUSE SITE, THE WALL OF MANITOU, on Rt. 18, 4 miles off 23A Known as the Pine Orchard, this was the magnificent setting for the Catskill Mountain House, America’s first destination mountain resort, built in 1823, perched on the edge of the eastern escarpment of the Catskills, the “Wall of Manitou” of Native American legend. The Mountain House provided elegant 19th-century R&R for America’s rich and famous, with a spectacular view of the Hudson Valley which enchanted the Hudson River School painters and literary Romantics.
 
 
 

TANNERSVILLE —Settled shortly after the Revolution. Originally a small settlement surrounding a tannery, Tannersville became a bustling summer resort village after trains came in 1882.
 
 
 

15) MOUNTAIN TOP ARBORETUM, Rt. 23C A living collection of native and exotic trees and shrubs. Six acres of botanically identified plantings of flowering trees, evergreens and shrubs. Research center and educational programs. Year round.
 
 
 
 

HUNTER —Settled shortly after the Revolution, circa 1790. A large tannery was built in 1822 by Col. Edwards. With the coming of the railroad in the 1880s, Hunter was transformed into a village of hotels, boardinghouses and Main St. shops.
 
 
 

16) HUNTER MTN. SKI MUSEUM—Antique skis, boots, bindings, photographs, books and mementos.
 
 
 
 

LEXINGTON —Settled by Revolutionary War veterans from the Hudson Valley. In the 1800s, there were grist mills, saw mills, and a tannery.
 
 
 

17) ART AWARENESS (LEXINGTON HOUSE, CIRCA 1883) National Register. Arts exhibits, theatre, music, dance. June-August.
 
 
 

18) MUSIC & ART CENTRE OF GREENE COUNTY Ukrainian Church and Grazhda. Rt. 23A. Built in the traditional way, without nails. Hand-carved interior. Classical chamber music concerts, Ukrainian folk arts, July & August.
 
 
 

19) SCHOHARIE CREEK Public access parking areas for trout fishing. Fly fishing, first introduced in the Catskills in the 1890s, became popular in the latter half of the 20th century, largely through the efforts of Lexington’s Art Flick, the dean of Catskill Mtn. fly fishing.
 
 
 

PRATTSVILLE —Settled by Dutch and Palatines from the Schoharie Valley, circa 1757. An important industrial center in the early to mid-1800s, beginning with the building of Zadock Pratt’s tannery in 1824, reputedly the largest in the world at that time.
 
 
 

20) PRATT ROCK PARK Relief sculptures carved into a cliffside overlooking the Schoharie Creek Valley, dating from 1841-1871. Called “New York’s Mount Rushmore”, the images depict the life of Zadock Pratt and his achievements. National Register.
 
 
 

21) ZADOCK PRATT MUSEUM The 1828 homestead and carriage house of Zadock Pratt, tanner and statesman (US Congress 1837-1839 & 1843-1845). Period furnishings, special exhibits, readings and lectures. National Register. Pratt built most of the village of Prattsville as an early form of "model community” for his tannery workers. Pratt Museum website
 
 
 

22) PRATTSVILLE CLIFFS & THE BENHAM CEMETERY, Maple Lane The cliffs behind the cemetery are a nesting ground for eagles. Buried in the cemetery are soldiers from the Revolution and the Civil War, and the Hon. Zadock Pratt. Nearby is the Benham house, the oldest structure in Prattsville, circa 1760, and a pre-Revolution cemetery containing the graves of the first settlers.
 
 
 

GRAND GORGE —Settled by Scotsman John More in 1786. A busy crossroads on the Catskill Turnpike. Became a very productive farming community in the 19th century, especially after the railroad came through and connected Grand Gorge with the vast NYC market. Site of an important creamery in the late 1800s & early 1900s.
 
 
 

23) HEADWATERS OF EAST BRANCH DELAWARE RIVER
 
 
 

ROXBURY —Founded by Connecticut families in 1790. The Ithaca-Catskill Turnpike connected Roxbury with the rest of New York, and the village thrived in the 19th century with tanneries, mills, factories and farms. The Ulster & Delaware Railroad arrived in 1871, creating easier access to markets and bringing the first vacationers to what Helen Gould Shepard called "the village of peaceful days.”  Roxbury, NY Website
 
 
 

24) BURROUGHS MEMORIAL FIELD & BOYHOOD ROCK, off Rt. 30 (on Burroughs Memorial Road) The grave of literary naturalist John Burroughs, by Boyhood Rock, Burroughs’ well-loved childhood perch. Burroughs was born on a farm a little further up the road, where he lived until his mid-teens when he left to attend the Ashland Academy. State Historic Site. Kiosk.
 
 
 

25) WOODCHUCK LODGE, Burroughs Memorial Rd. Built by Curtis Burroughs, John’s brother, circa 1864. Burroughs’ summer home from 1910-1920, where the guest list included Henry Ford, Harvey Firestone, and many other luminaries of the time. National Historic Landmark.  Woodchuck Lodge Page at Roxbury Website
 
 
 

26) JAY GOULD MEMORIAL REFORMED CHURCH, Main St. English Gothic Revival church built 1893/94 by the 6 children of Jay Gould, the "railroad king”, who was born and raised in Roxbury and went on to build one of the largest financial empires in America. Tiffany stained glass windows, carved oak, limestone arches, St. Lawrence Seaway marble, pipe organ. Self-guided tours weekday mornings by appointment. Visit the church's website.
 
 
 

27) DELAWARE & ULSTER RR Terminus. Chartered as the Rondout & Oswego in 1866. First train reached Roxbury on Dec. 12, 1871. Became the Ulster & Delaware, nicknamed “The Up & Down”, in 1875. Brought tourists and commuters to and from the mountains, and hauled milk, coal, cauliflower & butter back to the city. Ended passenger service in 1954, freight service in 1976.
 
 
 

28) ROXBURY ARTS GROUP Exhibits, performing arts. Year round.
 
 
 

ASHLAND —Settled after the Revolution. Consisted of farms, mills and light manufacturing. Prior to the Civil War, it was a center for the manufacture of hats, with 3 busy factories.
 
 
 

29) RED FALLS, Rt. 23Scenic public swimming hole. In the first half of the 19th century, the falls was the site of a cotton mill surrounded by a bustling hamlet known as Federal City.
 
 
 

30) ST. JOSEPH’S CHAPEL, Rt. 23 Early Catholic Church in the Catskills, circa 1800-1840, built by Irish immigrants who worked in the nearby tannery, and the cotton mill at Red Falls. Their graves, many marked simply by upright slate slabs, fill the chapel’s small cemetery. Mass celebrated once a year in August.
 
 
 

WINDHAM —Settled shortly after the Revolution by “Connecticut Yankees”. Dairy farming and light manufacturing, until the resort industry became foremost in the late 19th century.
 
 
 

31) LAWRENCE CARRIAGE MUSEUM, Rt. 23 Over three dozen authentic, restored horse-drawn vehicles used from the early 19th century to the early 20th century in the mountaintop area.
 
 
 

32) CHRISTMAN’S WINDHAM HOUSE, Rt. 23 Greek revival inn, 1805. Oldest continuously-operating inn in the Catskill Mtns., originally built to accommodate drovers herding sheep and cattle up and down the mountain roads.
 
 
 

33) PRESBYTERIAN CENTRE CHURCH BUILDING, Rt. 23 Built in 1835. National Register.
 
 
 
 

34) MOHICAN TRAIL - Scenic drive along Rt. 23 from Windham to Leeds, with public parking overlook spot with five state view near Point Lookout Inn.
 
 
 

CAIRO —Settled by English colonists in the early 1770s. A farming community, with light manufacturing, until the late 19th century when the resort industry became paramount.
 
 
 

35) WOODSTOCK DAM, Rt. 32, 1 mile north of Rt. 23 Site of 1765 settlement by Englishman James Barker. The dam was built circa 1900 to supply electricity for Cairo and Catskill.
 
 
 

36) SHINGLEKILL FALLS GRIST MILL, & associated buildings Mountain Avenue. Circa 1900 grist mill built on site of 1800 mill. Nearby, site of 18th-century iron forge. Proposed wooden bridge to replace present bridge over falls.
 
 
 

37) GREENE COUNTY ALMSHOUSE Built in 1883 to house the poor of Greene County. Held 90 people. An adjacent frame building could accommodate an additional 35-40. 100 acres around the site were cultivated to feed the residents, and the able-bodied were expected to work. Closed in 1962. Now an office building.
 
 

LEEDS —Settled by the Dutch in the mid-1600s as a string of farms along the Catskill Creek. A bustling mill town after the Civil War, and then a resort village in the 20th century.
 
 
 

38) STONE ARCH BRIDGE, Rt. 23B completed July 26, 1792. Became part of the Susquehanna Turnpike in 1801. On National Register.
 
 
 

39) SITE OF 17TH & 18TH-CENTURY MOHICAN VILLAGE, AND ANCIENT NATIVE BURIAL GROUND Between Rts. 23 & 23B. Archaeological dig in progress. Preliminary studies indicate some remains are 3000 years old.
 
 
 

40) DUTCH REFORMED CHURCH, Rt. 23B Built 1818, near site of first church built in 1732.
 
 
 
 
 
 
 

A) DEC trailhead on Rt. 23A just west of the village. To the north, a hiking and horseback trail up the escarpment to the North/South Lake trails. To the south, a hiking trail up High Peak and Roundtop mountains, connecting with Platte Clove. This is a section of The Long Path, and overlaps with part of the Escarpment Trail.
 
 
 
 

B) BASTION FALLS, DEC trailhead to KAATERSKILL FALLS. 1/2 mile in and out to the fabled falls. Parking lot on Rt. 23A a few hundred yards west of the trailhead.
 
 
 
 

C) NORTH/SOUTH LAKE , on Rt. 18, 4 miles off 23A — Year round recreational area: hiking, boating, swimming, fishing, x-c skiing, horseback riding, snowmobiling. NYS campground,  A network of DEC trails for all abilities, with spectacular lookouts, historic sites, several trailheads in vicinity. DEC map available at gate to lakes. A section of the Escarpment Trail overlaps with The Long Path.
 
 
 

D) DEC trailhead on Elka Park Road, approx. 3 miles off Rt. 23A south of the village. To Mink Hollow Trail.
 
 
 
 

E) DEC trailhead on Rt. 214, one mile off Rt. 23A. To Becker Hollow Trail, connects to Hunter Mountain trails and the Westkill/Spruceton Trail. Part of the Devil's Path. Hunter Mountain ski lift also connects ColonelÕs Chair Trail to these trails.
 
 
 
 

F) Trailhead for walking, hiking, biking, horseback riding, x-c skiing, snowshoeing and snowmobiling, on path of converted train bed of the old Ulster and Delaware Railroad. Goes 19 miles to Bloomville. Eventually will extend all the way to Oneonta. Trailhead west on Rt. 23 1/4 mile outside village.
 
 
 
 

G) DEC trailhead on south side of Rt. 23, 3 miles east of village of Windham. Hiking and snowmobile access to Windham High Peak, and connections to Acra Point and the Blackhead range. This section of the Escarpment Trail overlaps with The Long Path.  A moderate hike which connects to other trails of all levels. Parking.
 
 
 
 

Catskill Mountain Foundation  The CMF provides cultural and educational facilities for the Mountain Top. Its Movie Theatre offers the best of Hollywood, foreign and independent films. The Bookstore/Gallery features books on the Catskill region and a variety of other subjects. Many Gallery exhibits have ties to the Catskill region. Performing Arts events offer Classical and Folk music, modern dance performances in the Spring, and a Poetry Series in the Spring/Fall. Their Farm Market is an outlet for local and regional organic produce,  and is combined with a working organic farm which is open to the public for Saturday tours. CMF Website