Hollow Road guidebook
Sightseeing
Pack A Picnic And Dine Alfresco Atop Burger Hill.
When you get your first glimpse of the Catskills, you’ll quickly understand how the sandstone mountains, covered with old-growth forests, have inspired artists and delighted vacationers for centuries. One of the easiest ways to view the Catskills in Rhinebeck is from Drayton Grant Park at Burger Hill, which recently won Hudson Valley Magazine’s 2021 Award for Best “Small Hike, Big View.”
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Drayton Grant Park at Burger Hill
3158 NY-9GPack A Picnic And Dine Alfresco Atop Burger Hill.
When you get your first glimpse of the Catskills, you’ll quickly understand how the sandstone mountains, covered with old-growth forests, have inspired artists and delighted vacationers for centuries. One of the easiest ways to view the Catskills in Rhinebeck is from Drayton Grant Park at Burger Hill, which recently won Hudson Valley Magazine’s 2021 Award for Best “Small Hike, Big View.”
Although it is located about 10 miles upriver from Hyde Park, Franklin D. Roosevelt’s hometown, Wilderstein, is forever connected to the 32nd president. The impressive three-story Queen Anne mansion is the ancestral home of Daisy Suckley, a close confidant of America’s longest-serving president. Not only is she the woman who gifted FDR his beloved and well-known black Scottish terrier, Fala, but she was also with him when he passed away in Warm Springs, Georgia, during World War II.
While the clay-colored Victorian mansion with dark green accents and a distinctive circular tower is impressive, so are the gorgeous grounds. They were designed by Calvert Vaux (one half of the dynamic duo who designed New York City’s Central Park) and include an impressive network of carriage drives and walking trails rimmed with native flora and accented by wooden gazebos.
Explore the grounds and exterior of Wilderstein between 9 a.m. and 4 p.m. year-round at no charge. Or dive deeper into the property’s history with a guided tour.
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Wilderstein Historic Site
330 Morton RdAlthough it is located about 10 miles upriver from Hyde Park, Franklin D. Roosevelt’s hometown, Wilderstein, is forever connected to the 32nd president. The impressive three-story Queen Anne mansion is the ancestral home of Daisy Suckley, a close confidant of America’s longest-serving president. Not only is she the woman who gifted FDR his beloved and well-known black Scottish terrier, Fala, but she was also with him when he passed away in Warm Springs, Georgia, during World War II.
While the clay-colored Victorian mansion with dark green accents and a distinctive circular tower is impressive, so are the gorgeous grounds. They were designed by Calvert Vaux (one half of the dynamic duo who designed New York City’s Central Park) and include an impressive network of carriage drives and walking trails rimmed with native flora and accented by wooden gazebos.
Explore the grounds and exterior of Wilderstein between 9 a.m. and 4 p.m. year-round at no charge. Or dive deeper into the property’s history with a guided tour.
Brittany Hollow Farm
7141 Albany Post RdEnjoy Scenic Views Of The Catskills And Beyond At Ferncliff Forest
Although it’s a bit more of a hike (1.2 miles out and back) and is best paired with a whole lot of stairs (more on that in a bit), one of the best views in the Hudson Valley is at Ferncliff Forest. Although it’s open year-round for mountain biking, fishing, camping, and other outdoor activities, the game refuge and forest preserve is best known for its steel-fire tower that offers panoramic views of the Catskills, Hudson River, and Kingston-Rhinecliff Bridge.
The lookout tower is an easy 0.6-mile trek through the old-growth forest from the parking lot, but you will need to climb eight flights of stairs for the rewarding view.
Pro Tip: If you enjoy hiking, check out these other great treks in the Catskills.
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Ferncliff Forest
68 Mt Rutsen RdEnjoy Scenic Views Of The Catskills And Beyond At Ferncliff Forest
Although it’s a bit more of a hike (1.2 miles out and back) and is best paired with a whole lot of stairs (more on that in a bit), one of the best views in the Hudson Valley is at Ferncliff Forest. Although it’s open year-round for mountain biking, fishing, camping, and other outdoor activities, the game refuge and forest preserve is best known for its steel-fire tower that offers panoramic views of the Catskills, Hudson River, and Kingston-Rhinecliff Bridge.
The lookout tower is an easy 0.6-mile trek through the old-growth forest from the parking lot, but you will need to climb eight flights of stairs for the rewarding view.
Pro Tip: If you enjoy hiking, check out these other great treks in the Catskills.
Cruise Down The Hudson River
If you’re visiting Rhinebeck between mid-May and the end of October, see the beautiful Hudson River Valley from a new perspective by boarding a boat. Departing from Kingston (just across the Hudson River from Rhinebeck), Hudson River Cruises offers a 90-minute narrated cruise.
As you sail south to the Mills Mansion in Staatsburg, before doubling back to Kingston, you’ll pass Hudson River lighthouses, historic waterfront mansions, impressive bridges, and other scenic and historical sights.
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Hudson River Cruises
40 E Strand StCruise Down The Hudson River
If you’re visiting Rhinebeck between mid-May and the end of October, see the beautiful Hudson River Valley from a new perspective by boarding a boat. Departing from Kingston (just across the Hudson River from Rhinebeck), Hudson River Cruises offers a 90-minute narrated cruise.
As you sail south to the Mills Mansion in Staatsburg, before doubling back to Kingston, you’ll pass Hudson River lighthouses, historic waterfront mansions, impressive bridges, and other scenic and historical sights.
Sterling Forest
Poets' Walk Park
776 River RdBlack Creek Preserve
Winding Brook RoadFalling Waters Preserve
Dominican LaneWinnakee Nature Preserve
3 Van Dam RdMills Mansion
Montgomery Place Historic Estate
River RoadRondout Lighthouse
Esopus Meadows Lighthouse
Mills Norrie State Park
9 Old Post RdKingston-Rhinecliff Bridge
17 Kingston-Rhinecliff BridgeContemplate nature at Innisfree Garden, rated one of the world's ten best gardens.
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Innisfree Garden
362 Tyrrel RdContemplate nature at Innisfree Garden, rated one of the world's ten best gardens.
Food scene
A Manhattan Chef Heads Upstate. A Country Tavern Follows.
Clare de Boer, who won accolades at King, is branching out with Stissing House, in a former Hudson Valley inn.
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Stissing House
7801 S Main StA Manhattan Chef Heads Upstate. A Country Tavern Follows.
Clare de Boer, who won accolades at King, is branching out with Stissing House, in a former Hudson Valley inn.
The Corner offers a Mediterranean-inspired menu, using local ingredients and imported items. The bar presents an eclectic selection of wines and fresh-ingredient cocktails designed by Employees Only in NYC. Led by Devan Reid, the bar celebrates inventive cocktails that highlight the seasons.
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The Corner
53 BroadwayThe Corner offers a Mediterranean-inspired menu, using local ingredients and imported items. The bar presents an eclectic selection of wines and fresh-ingredient cocktails designed by Employees Only in NYC. Led by Devan Reid, the bar celebrates inventive cocktails that highlight the seasons.
FRENCH CUISINE
The Bocuse Restaurant re-imagines the execution of classic French cuisine through the lens of ultra-modern cooking techniques, brings a new style of casual yet sophisticated service, and offers breathtaking architectural interior design. With a great French wine list and innovative cocktail program, The Bocuse Restaurant is a unique and exciting, world-class dining experience.
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The Bocuse Restaurant
1946 Campus DrFRENCH CUISINE
The Bocuse Restaurant re-imagines the execution of classic French cuisine through the lens of ultra-modern cooking techniques, brings a new style of casual yet sophisticated service, and offers breathtaking architectural interior design. With a great French wine list and innovative cocktail program, The Bocuse Restaurant is a unique and exciting, world-class dining experience.
he 98-acre Milea Estate Vineyard is a very successful winery in the historic Hudson River Region, dedicated to capturing the unique, natural environmental benefits of soil, climate, and sunlight to produce outstanding, award-winning wines. Located in one of the oldest wine-growing regions in the entire country, Milea Estate Vineyard is in the heart of the fertile Hudson Valley, 80 miles north of New York City, nestled among beautiful rolling hills and surrounded by beautiful streams, horse pastures, dairies, and orchards. It is at the very center of the nation’s most exciting, diverse and up-and-coming farm-to-table movement.
The Milea Estate Vineyard’s winemaking approach is firmly grounded in Old World traditions, using estate-grown or locally-sourced varietals that thrive in the area’s unique soil and climate conditions. The topography of the Hudson Valley is perfectly suited for fruit production, with the first vineyards in the region dating back to 1677. What does all of this mean for Milea Estate Vineyard? From its first crush in 2015 that resulted in award-winning wines, the vineyard has maintained its high wine-making standards, continuing to produce extraordinary varietals that are continuously growing in popularity with wine connoisseurs. They are committed to crafting the finest Bordeaux influenced wines in New York State.
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Milea Estate Vineyard
450 Hollow Rdhe 98-acre Milea Estate Vineyard is a very successful winery in the historic Hudson River Region, dedicated to capturing the unique, natural environmental benefits of soil, climate, and sunlight to produce outstanding, award-winning wines. Located in one of the oldest wine-growing regions in the entire country, Milea Estate Vineyard is in the heart of the fertile Hudson Valley, 80 miles north of New York City, nestled among beautiful rolling hills and surrounded by beautiful streams, horse pastures, dairies, and orchards. It is at the very center of the nation’s most exciting, diverse and up-and-coming farm-to-table movement.
The Milea Estate Vineyard’s winemaking approach is firmly grounded in Old World traditions, using estate-grown or locally-sourced varietals that thrive in the area’s unique soil and climate conditions. The topography of the Hudson Valley is perfectly suited for fruit production, with the first vineyards in the region dating back to 1677. What does all of this mean for Milea Estate Vineyard? From its first crush in 2015 that resulted in award-winning wines, the vineyard has maintained its high wine-making standards, continuing to produce extraordinary varietals that are continuously growing in popularity with wine connoisseurs. They are committed to crafting the finest Bordeaux influenced wines in New York State.
Le Petit Bistro
2-8 E Market StFrench bistros
Le Canard Enchaine
276 Fair StGreat traditional French restaurant.
Market St
19 W Market StTerrapin Restaurant
6426 Montgomery St
The Amsterdam
6380 Mill StPizzeria Posto
43 E Market StSo delicious!
The Tavern at Beekman Arms
6387 Mill StCinnamon
51 E Market StAroi
55 E Market StRiver and Post
Very pretty, cozy place, good service and great food.
Troutbeck
515 Leedsville RdChic, elegant country surroundings and good food.
Great gourmet menus a great prices. Reservations have to be made days in advance.
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The Culinary Institute of America
1946 Campus DrGreat gourmet menus a great prices. Reservations have to be made days in advance.
Gourmet menu at great prices. This restaurant is part of the CIA , culinary institute of America which is a culinary school.
Ristorante Caterina de’ Medici
1946 Campus DrGourmet menu at great prices. This restaurant is part of the CIA , culinary institute of America which is a culinary school.
Gourmet menus at great prices. its part of the CIA, the culinary institute of America.
Post Road Brew House at The Culinary Institute of America
Gourmet menus at great prices. its part of the CIA, the culinary institute of America.
Ski and snowboard
Hunter Mountain
Belleayre Mountain Skímiðstöð
181 Galli Curci RdA bit more than an hour from the house
Catamount Mountain Skíðasvæði
78 Catamount Rdsupermarkets and groceries
Adams Fairacre Farms
765 Dutchess TurnpikeGreat place to do groceries, organic products.
Tops Friendly Markets
271 Main StGolden Russet Cafe & Grocery
835 Fiddlers Bridge Rd10 mm away from the house
Towns to see
Millbrook
Tivoli
Rhinebeck
Very cute village with many restaurants to choose.
Hudson
Red Hook
Movies
Hyde Park Drive In Theatre
4114 Albany Post RdWineries
Millbrook Vineyards & Winery
26 Wing RdMilea Estate Vineyard
450 Hollow RdClinton Vineyards
450 Schultzville Rd