Mileage between sites is bracketed, in bold and given in miles and tenths of miles, e.g. (2.6) for two and six tenths, or (0.1) for one tenth of a mile. The exception to this rule is the mileage for the full extent of SIDE TRIPS, which is neither bracketed nor bolded.

Municipalities are listed by letters in the guide and on markers; sites and historic areas are identified by numbers.

Sites visible from the Routes are in caps within the text.

Side Trips and other Off Route attractions are suggested at points marked by an asterisk (*) and italics. Directions to these sites are at the end of each tour. Because basic tours take several hours each, we suggest return visits to explore these additional sites. Dutchess County Farm Produce Maps and winery brochures are available at Tourism Information Centers county-wide.

Telephone numbers in Dutchess County are primarily in the 845 area code, with the exception of Millerton and Pine Plains, where some numbers are in the 518 area. Check the telephone directory for assistance.

Where the map indicates "Start" set your trip meter at "0" and begin. (Note that individual trip meters may vary slightly from mileage indicated.)

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1. HILLSIDE METHODIST CHURCH (R). A small, Gothic Revival fieldstone church
built in 1855, now an antique store.

Continue north and drive 2.2 miles and bear right on Closs Dr. Drive 0.2 mile to stop sign. Bear left on Mill St. and drive 0.2 mile.

2. JOHN BENNER STONE HOUSE (R). Built ca. 1740 for the first Methodist services.

Continue across Rt. 9; Mill St. becomes Mill Rd. Drive 2.4 miles to Morton Rd.

3. RHINEBECK CEMETERY (R). On the right after the intersection note this non-sectarian
cemetery, the resting place of Levi Parsons Morton (1824-1920), governor of New York
(1895-96) and vice-president of the United States (1889-93).

4. MILL RD. Mill Rd. leads to the 16-Mile District, a contiguous landscape designated by the
NYS Dept. of Environmental Conservation in 1980 as the first state historic-scenic
landscape. This includes 18th and 19th C. natural and cultural landscapes, such as the
American Romantic Style landscape, a distinctly Hudson Valley creation of landscape
architect Andrew Jackson Downing. Unusual stone walls outline holdings of the Livingston
and Beekman families, original patent holders; some properties are adapted for new
purposes and other, privately owned residences are closed to the public.

Turn right on CR 85, Morton Rd. and drive 2.4 miles to Hutton St.

5. WILDERSTEIN (L). Open for public tours - call 845/876-4818. The Thomas Suckley
Estate features a magnificent Queen Anne structure with interior decoration by Tiffany and
landscape by Calvert Vaux and AJ Downing. Morton Rd. leads to Rhinecliff, a hamlet
settled shortly after 1686 and a key transportation point since the early 1700s.

Turn left on Hutton St. to the Hudson River.

View the Rondout Lighthouse and Catskill Mountains.

Return to Charles St. and turn left. Continue on Charles St. Drive 1.0 mile to River Rd. (NYS marker on left).

Note the town's first houses built early 1700s.

Turn left on CR103, River Rd. Drive 3.3 miles to stop light on Rt. 199.

6. RIVER RD. Designated as a scenic road within the Mid-Hudson Shorelands Scenic
District, this route passes a number of famed river estates and estate-related out-buildings.

Continue north to stop light and cross Rt. 199. Continue on CR 103, River Rd. for 4.1 miles to Robbins Rd.

7. POETS' WALK (L). A romantic landscape park reflecting 19th C. American landscape
design, featuring two miles of walking trails through woods and open fields, with rustic
cedar pavilions.

8. ROKEBY (L). This working family farm, formerly called "LaBergerie," was built in 1811
by General John Armstrong and his wife, Aida Livingston, and remains in the Livingston
family.

9. ST. JOHN THE EVANGELIST EPISCOPAL CHURCH (R). A gray, wooden
Carpenter Gothic structure.

10. MONTGOMERY PLACE (L). Open for public tours – call 845/758-5461. River Rd.
continues to Annandale passing by Montgomery Place, the estate built by Janet Livingston
Montgomery in 1805, after the death of Revolutionary War hero General Richard
Montgomery. The main house, overlooking the Hudson, is one of the finest examples of
Federal architecture in the Hudson Valley.

11. ANNANDALE. Annandale's proximity to the Hudson made it a mill site from the mid-
1700s, producing everything from flour and woolens to the last venture, ca. 1900, when W.
H. Baker built a chocolate factory so successful, it had to move to larger quarters in Red
Hook.

12. BARD COLLEGE (L). Now coed, Bard College was originally founded in 1860 as an
Episcopal men's school. In 1933 it was renamed for its founder, John Bard, grandson of Dr.
Samuel Bard, physician to George Washington and Benjamin Franklin. A variety of
architectural styles found within its boundaries includes the English Gothic Collegiate
Chapel of the Holy Innocents, 18th c. Dutch vernacular stone farmhouses and a ca. 1900
Georgian Revival mansion.

Turn left on Robbins Rd. Drive 0.6 mile to return to River Rd.

13. RICHARD B. FISHER CENTER FOR THE PERFORMING ARTS (L). Designed by
internationally acclaimed architect Frank Gehry, the 110,000-square-foot world-class
facility houses two theaters and four rehearsal studios for dance, theater, and music. Call for
tours/performances 845/758-7900.

Turn left on River Rd. Continue to Rt. 9G for 0.1 mile.

Turn left on Rt. 9G and drive 2.2 miles to CR78, Broadway.

14. TIVOLI BAYS UNIQUE AREA AND SCENIC VIEWS (L). Rt. 9G near CR 79.
Established as an estuarine resource area by the state in 1981, this area is the presumed site
of Henry Hudson's 1609 visit when Red Hook was named. Nature trails and hiking are
available, and just beyond the parking area for Tivoli Bays is one of Dutchess County's
most spectacular views of the Catskill Mountains.

15. TIVOLI/MADALIN AREA (L), Rt. 9G and CR 78. This area, settled since the early
1700s, was an important early transportation center as a river link for stage routes from
eastern Dutchess and Connecticut. It became a key railroad depot at the turn of the 20th C.

Turn left on CR 78, Broadway and drive 0.9 mile to Woods Rd.

16. TIVOLI VILLAGE CENTER. CR 78. Note the TIVOLI VETERANS MEMORIAL
PARK (R); the OLD MADALIN BRIDGE over the White Clay kill (plaque on R); the
former public elementary and high school at De Peyster Commons (R); and the brick
WATTS DE PEYSTER FIREMAN'S HALL (L). Kaatsbaan International Dance Center,
situated ½ block beyond Woods Rd. overlooking the Hudson River, features professional
recitals, workshops and open rehearsals. Call for schedule 845/757-5106.

Turn right on Woods Rd., continue on Columbia County CR 6 and drive 2.8 miles to Rt. 9G.

17. CLERMONT STATE HISTORIC SITE (L). Open for public tours – call 518/537-4240.
En route note ST. PAUL'S EPISCOPAL CHURCH (L), parish to a number of Livingston
related families, some of who are interred in the graveyard. Clermont State Historic Park is
the former estate of Chancellor Livingston, a drafter of the Declaration of Independence.
While part of the park is in Dutchess, the house, built ca. 1730, is in Columbia County.
Entrance on left.

Turn right on Rt. 9G and drive 1.7 miles to CR 78, West Kerleys Corners. Turn left on CR 78, West Kerleys Corner Rd., and drive 2.8 miles to Rt. 9. Turn right on Rt. 9 and drive 0.4 mile to Old Post Rd. Then turn left on Old Post Rd. and drive 0.7 mile to CR56.

18. ST. JOHN'S REFORMED CHURCH (L). A white Carpenter Gothic built ca. 1871 joins
18th and 19th C. houses, old cemeteries, farms and a tiny village green in Upper Red Hook.
A state marker identifies the brick THOMAS HOUSE (L) as an important stage stop,
headquarters of General Israel Putnam during the Revolutionary War.

Turn left on CR 56 and drive 6.0 miles to CR 50.

Observe a wealth of scenery. COKERTOWN offered coal storage for a railroad spur to Spring Lake resort, giving the area its name. FULTON HOMESTEAD (L), Turkey Hill area, has been maintained as a working farm since 1771 and offers spectacular views of the mountains east and west at 783 feet above sea level. Local tradition holds Torre Rock Rd. was the site where Tory fugitives met during the Revolutionary War. At the approach of CR 50, The ROELIFF JANSEN KILL and BRIDGE mark the northernmost border when Dutchess was formed in 1683.

Turn right on CR 50, Jackson Corners Rd. and drive 0.6 mile to Taconic Parkway.

19. JACKSON CORNERS AND GADDES STORE (L), CR56 at CR 50. Jackson Corners
was an important stop on the Nobletown stage road to northern New England before the
end of the 18th C. Gaddes Store (1773) was one of many inns along the route, spaced
roughly ten miles apart so horses could be changed and passengers allowed to stretch. A
few hundred feet into Columbia County leads to the Taconic Parkway.

Turn left on Taconic Parkway South and drive 4.6 miles to exit for Pine Plains/Red Hook.

20. TACONIC PARKWAY. One of the most beautiful in the US and now managed by the
NYS Department of Transportation, it is part of a network of southeastern New York
roadways, begun in the 1920s. Inspired by European historic road systems, in 1932 the first
leg of the parkway extended into Dutchess under the authority of the Taconic State Park
Commission. The name "Taconic" is said to have come from an Indian root word,
translated as forest or forest clearing.

21. THOMAS CARVEL COUNTRY CLUB (L). Named for the founder of Carvel Ice Cream
Stores, the club features a championship 18-hole golf course. Call 518/398-7101 for (?).
Just beyond the country club is the 718-acre LaFayetteville Forest, a multi-use resource
area for outdoor activities.

Exit Taconic right at Pine Plains/Red Hook Exit. Turn right on Rt. 199 West and drive 3.6 miles to light on Rt. 199.

(For a side trip, Wilcox Park, a short distance on Rt. 199 East, is 615 acres of forested hills, streams and a lake for swimming, boating and other activities. Call 845/758-6100 for ?)

22. WILCOX MEMORIAL HALL and MILAN TOWN HALL (R). A living monument to
the Wilcox family, this white frame Neo-Colonial Revival, completed in 1966, is one of the
most beautiful and well-appointed halls in Dutchess County. Restrooms.

23. ROWE UNITED METHODIST CHURCH, PARSONAGE, CEMETERY (L).
Methodism was established in Milan in 1790 and the society's first church built 10 years
later. The present Greek Revival structure ca. 1838 is the only surviving church in the
township.

24. BATTENFELD GREENHOUSES (L). Northern Dutchess greenhouses have provided the
florists of New York with stock since the late 1800s, and Battenfeld Greenhouses have
become a primary and specialized grower of anemone hybrids for the valley.

Bear right at light on Rt. 199 West and drive 3.8 miles to Rt. 9.

25. ROCK CITY (L), Rt. 199 at 308. Taking its name from the rocky terrain, this area was a
site of several 18th and 19th C. manufacturing enterprises, producing everything from
textiles to whiskey. From here to Red Hook is the last leg of one of the oldest roads in the
county. Note the RED HOOK GOLF COURSE with 18-hole championship course,
restaurant and pro shop (L).

26. RED HOOK VILLAGE. Rts. 9 and 199. Park and walk to Village Center. A settlement since the mid 1700s, this area was once called Hardscrabble and later Lower Red Hook. Remnants of 18th C. farms and estates predate the village.

INN AT RED HOOK, www.theredhookinn.com, 845/758-8445. Stop at the 1841 Federal style Inn at Red Hook for your overnight stay or dine in there causally elegant restaurant,
Roasted Garlic.

Turn left at intersection to Rt. 9 South. Park and walk the Village Center.

Drive 2.4 miles to Stone Church Rd.

27. QUITMAN HOUSE (L), Rt. 9. This 1798 parsonage was the birthplace of Brig. Gen. John
A. Quitman, military hero (Mexican War) and US Senator (state marker).

28. LUTHERAN STONE CHURCH (R), Rt. 9. This 1786 structure replaces a log church ca.
1730 and housed a congregation dating back to the Palatine immigration of 1715.

Turn left on Stone Church Rd. opposite Lutheran Stone Church. Drive 1.5 miles to Norton Rd. Turn left on Norton Rd. to Old Rhinebeck Aerodrome entrance.

29. OLD RHINEBECK AERODROME (L). This site is home to World War I and pioneer
Lindbergh-era aircraft (1900-1937). Displays, air shows and barnstorming rides in an open
cockpit biplane.

Return to Rt. 9; turn left. Drive 2.9 miles to Village of Rhinebeck.

30. MILE MARKER 101 MILES TO NEW YORK (R). Rt. 9, near Wey's Crossing. Red
sandstone markers were erected along the King's Highway after Benjamin Franklin became
Postmaster General of the Colonies in 1752, gave mileage between Albany and New York
City.

31. OLD RHINEBECK CEMETERY (L). Known as Wey's Crossing, this was site of the
original village of Rhinebeck, center of Palatine settlement. Its first church and churchyard
were built ca. 1716.

32. DUTCHESS COUNTY FAIRGROUNDS (L), Rt. 9. Fairs have been held at this site
since the mid 1840s. Since 1919 the Dutchess County Fair has been held here annually the third week in August, attracting thousands of visitors from all over the Northeast.

RHINEBECK DEPARTMENT STORE, www.rhinebeckstore.com, 845/876-5500. Start your shopping at the Rhinebeck Department Store. Find authentic country classic with Cachet,
Pendleton, Woolrich, Rainforest and Northern Isles. Remember your visit with exclusive memorabilia for the whole family.

33. VILLAGE OF RHINEBECK. Rt. 9. Park and walk the quaint village, enjoy the fine restaurants and visit the many boutiques and shops. Incorporated 1834, it has been the center of business and government since the early 1700s. Note WHITE'S CORNER (State Education Marker), the site of the Dutch Reformed Church built 1802; the POST OFFICE, a 1938 Roosevelt-era WPA project replicating the long-demolished Dutch farmhouse of Rhinebeck's original patentees; the BEEKMAN ARMS (1766), purported to be one of America's oldest inns and meeting place for historical greats from Washington to Roosevelt; and the DELAMATER INN, a Carpenter Gothic, gingerbread gem designed by Alexander Jackson Davis. Tourist Information Center opposite Beekman Arms (seasonal).

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