Upstate Getaway Guidebook

Peggy
Upstate Getaway Guidebook

Sightseeing

The World's Longest Elevated Pedestrian Bridge - spanning over the the Hudson River between our town of Highland and Poughkeepsie
329 locals recommend
Walkway Over the Hudson State Historic Park
61 Parker Ave
329 locals recommend
The World's Longest Elevated Pedestrian Bridge - spanning over the the Hudson River between our town of Highland and Poughkeepsie
Hike the gunks! Only a 20 minute drive from the house - pro tip park at Peters Kill Area for some cliff jumping!
504 locals recommend
Minnewaska State Park Preserve
5281 Route 44-55
504 locals recommend
Hike the gunks! Only a 20 minute drive from the house - pro tip park at Peters Kill Area for some cliff jumping!
Enjoy a picnic on the estate
227 locals recommend
Vanderbilt Mansion National Historic Site
119 Vanderbilt Park Rd
227 locals recommend
Enjoy a picnic on the estate
109 locals recommend
Home of Franklin D. Roosevelt National Historic Site
4097 Albany Post Rd
109 locals recommend
Give yourself the challenge of hitting the lemon squeeze
408 locals recommend
Mohonk Mountain House
1000 Mountain Rest Rd
408 locals recommend
Give yourself the challenge of hitting the lemon squeeze
Local docks and boat launch by the Hudson River
6 locals recommend
Bob Shepard Highland Landing
52-78 River Rd
6 locals recommend
Local docks and boat launch by the Hudson River

Food scene

Local favorite for German food - sit out on the deck to enjoy a great view of the gunks - TEMPORARILY CLOSED FOR RENOVATIONS
70 locals recommend
Gunk Haus
387 South St
70 locals recommend
Local favorite for German food - sit out on the deck to enjoy a great view of the gunks - TEMPORARILY CLOSED FOR RENOVATIONS
Delicious Italian food right in the Hamlet of highland. Get your wine by the glass they are HUGE!
13 locals recommend
Vigneto Cafe
80 Vineyard Ave
13 locals recommend
Delicious Italian food right in the Hamlet of highland. Get your wine by the glass they are HUGE!
Pick up breakfast before you start your day
12 locals recommend
Bagels & Bites
3497 US Highway 9W
12 locals recommend
Pick up breakfast before you start your day

Local Brews/ Wines

Great spot for a local brew and wine from Nostrano's Winery in Milton! Only open on the weekends with light fare and fun games!
17 locals recommend
Hudson Ale Works
17 Milton Ave
17 locals recommend
Great spot for a local brew and wine from Nostrano's Winery in Milton! Only open on the weekends with light fare and fun games!
Right up the road from us! Pick your Own as well as great FARM BAR - serving up local brews and Bad Seed Apple Cider on the weekends
16 locals recommend
Wilklow Orchards
341 Pancake Hollow Rd
16 locals recommend
Right up the road from us! Pick your Own as well as great FARM BAR - serving up local brews and Bad Seed Apple Cider on the weekends
Great ciders, sours, and pizza/ burgers with a lovely view
38 locals recommend
Brooklyn Cider House
155 N Ohioville Rd
38 locals recommend
Great ciders, sours, and pizza/ burgers with a lovely view
37 locals recommend
Bad Seed Cider
43 Baileys Gap Rd
37 locals recommend
AMAZING Frose - perfect wind down after a long day hiking the area
29 locals recommend
Nostrano Vineyards
14 Gala Ln
29 locals recommend
AMAZING Frose - perfect wind down after a long day hiking the area
Daily Wine Tastings
101 locals recommend
Benmarl Winery
156 Highland Ave
101 locals recommend
Daily Wine Tastings

Activities

27 hole course carved out of apple orchards
11 locals recommend
Apple Greens Golf Course
161 South St
11 locals recommend
27 hole course carved out of apple orchards
Catch a flick!
32 locals recommend
Overlook Drive-In Theatre
126 De Garmo Rd
32 locals recommend
Catch a flick!
48 locals recommend
Hyde Park Drive In Theatre
4114 Albany Post Rd
48 locals recommend
Perfect fall day - pick your own apples and pumpkins with the best homemade apple cider doughnuts!
45 locals recommend
DuBois Farms
209 Perkinsville Rd
45 locals recommend
Perfect fall day - pick your own apples and pumpkins with the best homemade apple cider doughnuts!
Walking, jogging, bikes, roller blades, etc.
14 locals recommend
Hudson Valley Rail Trail
Hudson Valley Rail Trail
14 locals recommend
Walking, jogging, bikes, roller blades, etc.