Top 7 Things to do in Sleepy Hollow, New York (NY)

January 2, 2022 Carley Gatson

Sleepy Hollow is a village in the town of Mount Pleasant, in Westchester County, New York. The village is located on the east bank of the Hudson River, about 30 miles (48 km) north of New York City, and is served by the Philipse Manor stop on the Metro-North Hudson Line. To the south of Sleepy Hollow is the village of Tarrytown, and to the north and east are unincorporated parts of Mount Pleasant. The population of the village at the 2010 census was 9,870.
Restaurants in Sleepy Hollow

1. Old Dutch Church and Burying Ground

Sleepy Hollow, NY +1 914-631-4497 http://www.odcfriends.org/
Excellent
62%
Good
27%
Satisfactory
10%
Poor
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Overall Ratings

4.5 based on 210 reviews

Old Dutch Church and Burying Ground

Some of the characters in Irving's Legend can be found buried in this cemetery.

Reviewed By psudino - Weehawken, United States

Sometimes we forget about the rich history of our nation so close to home. After reading a book that took place in Tarrytown and referencing the headless horseman and the legends of Sleepy Hallow this became an educational trip to bring the story to life. The fact that the church of such a well known story can accessed so easily makes the Sleepy Hollow stories so much more realistic, because you can say for the scenes that happen in and around the church, "I've been there". My title is that the church was originally erected in 1697. There are very few standing artifacts in this country that can claim an origination date before the 1700s, so this is quite special.

2. Kykuit

381 N Broadway, Sleepy Hollow, NY 10591-1806 +1 914-366-6900 [email protected] http://www.hudsonvalley.org/historic-sites/kykuit
Excellent
72%
Good
20%
Satisfactory
5%
Poor
1%
Terrible
2%
Overall Ratings

4.5 based on 748 reviews

Kykuit

Grand home and grounds of this former Rockefeller estate offer a marvelous collection of modern sculptures, Chinese and European ceramics, fine furnishings and beautifully landscaped terraces and gardens. KYKUIT IS TEMPORARILY CLOSED UNTIL MAY 3. Please continue to check this listing or go to our website for updates.

Reviewed By LJL1974 - Middletown, United States

While the "classic" tour is slightly shorter and more limited than the grand tour, we did not feel at all shortchanged. The classic is over two hours (including the shuttle ride to/from visitor center at Phillipsburg Manor to Kykuit) and includes an extensive amount of the mansion interior as well as a wonderful tour of gardens and grounds, and the coach house. Our guide (Helen?) was amazing in her ability to fascinate us with information on the three resident generations of the Rockefeller family, the architecture and renovations of the main structure as well as the coach house, and the artists who created the amazing sculptures and other artwork throughout the home and grounds. This is a wonderful tour!

3. Headless Horseman Bridge

540 N Broadway, Sleepy Hollow, NY 10591-1300 https://www.kitgentry.com/sleepyhollow_real03.html
Excellent
67%
Good
33%
Satisfactory
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4.5 based on 3 reviews

Headless Horseman Bridge

4. Sleepy Hollow Cemetery

540 North Broadway, Sleepy Hollow, NY 10591 +1 914-631-0081 http://www.SleepyHollowCemetery.org
Excellent
66%
Good
27%
Satisfactory
6%
Poor
1%
Terrible
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Overall Ratings

4.5 based on 545 reviews

Sleepy Hollow Cemetery

Reviewed By reneamyhue

~Our family and friends, a group of (25), recently had the privilege of embarking on a Private Two-Hour Walking Tour of the beautiful “Sleepy Hollow Cemetery” located in the legendary town of Sleepy Hollow, N.Y. ~Combining the best attributes of both the Daylight Walking Tour & Evening Lantern Tour, our tour guide, Christina, guided us through an intricate maze of paths, upon which we admired the stunning architecture of mausoleums and vaults, the magnificent statuary, and artisanal tombstones. Christina was extremely informative, captivating, enthusiastic and humorous. ~We witnessed a beautiful sunset, walked alongside deer and wildlife, and glimpsed the majestic beauty and serenity of this extraordinary place. Christina was truly exceptional in every respect. ~The customized tour was specifically tailored to reflect the interests of our guest of honor and highlighted many notable figures laid to rest in this peaceful place. Among those visited were Washington Irving, author of the infamous “The Legend of Sleepy Hollow” and William Rockefeller. A noteworthy attraction, replete with huge vintage brass key to gain entry, was the viewing of “the Receiving Vault”, especially noteworthy to Dark Shadows fans. ~The Tour was simply exceptional!

5. Rockwood Hall State Park

Rte 9, Sleepy Hollow, NY http://www.nynjtc.org/hike/rockwood-hall-sleepy-hollow
Excellent
71%
Good
29%
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4.5 based on 21 reviews

Rockwood Hall State Park

Reviewed By Y2080GAdavidh

This vista overlooking the hudson river connects via the 7 bridges trail and the aquaduct leading to NYC and Ossining. It is a great place for sleedding and there is lots of parking by the Hospital or by the North Enterance also. Wide open fields, rare trees, lots of stonework are all that is left of the mansion that used to sit here. Excelent place to fly a kite in the back, walk on the loop trail or take the 7 bridges trail up. Take a kite, sled. There are no facilities here so bring anything you need. Roads are good gravel and drained so you can go if its wet no problem.

6. TaSH (Tarrytown and Sleepy Hollow) Farmers Market

Patriot's Park Route 9, Sleepy Hollow, NY 10591 [email protected] http://tashfarmersmarket.org/
Excellent
50%
Good
50%
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4.5 based on 6 reviews

TaSH (Tarrytown and Sleepy Hollow) Farmers Market

The TaSH is located in a beautiful park between the historic villages of Tarrytown and Sleepy Hollow. It runs every Saturday from 8:30am - 2pm, Memorial Day weekend through Thanksgiving and features 30+ vendors sourced from within 100 miles. The market offers free live music, children’s activities, chef demos, educational programs and more creating a wonderful community experience and destination.

7. Philipsburg Manor

381 N Broadway, Sleepy Hollow, NY 10591-1806 +1 914-366-6900 [email protected] http://www.hudsonvalley.org/historic-sites/philipsburg-manor
Excellent
50%
Good
31%
Satisfactory
11%
Poor
4%
Terrible
4%
Overall Ratings

4.0 based on 217 reviews

Philipsburg Manor

Philipsburg Manor is a living history museum, where visitors enter the year 1750, when the Manor was a thriving milling and trading complex that was home to 23 enslaved individuals of African descent. PHILIPSBURG MANOR IS TEMPORARILY CLOSED UNTIL MAY 3. Please continue to check this listing or go to our website for updates.

Reviewed By HootieToo - Mentor, United States

Cannot comment on this outside of the Halloween events provided in October. But, if you're into Halloween, this is THE place to visit! It was unlike anything I've ever experienced. The grounds are turned into a haunted delight with mazes, creatures, live sculptures and a headless horseman that is an absolute hoot! We stood along a fence to get into the maze and every so often the horseman on his black horse would run through the pasture. We were so delighted and laughed so hard we could hardly stand it. One of my most memorable experiences while on a vacation. LOVED IT!!

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