Pine Downtime Guidebook
Food scene
Cozy gastropub with great food. Top-notch beer
selection and excellent cocktails, too. Live music on
some nights.
84 locals recommend
Dutch Ale House
253 Main StreetCozy gastropub with great food. Top-notch beer
selection and excellent cocktails, too. Live music on
some nights.
Everyone seems to love Miss Lucy's—and so do we.
Chill vibe, great staff, and outstanding food/drinks.
161 locals recommend
Miss Lucy's Kitchen
90 Partition StEveryone seems to love Miss Lucy's—and so do we.
Chill vibe, great staff, and outstanding food/drinks.
Excellent Italian in a casual, homey setting that feels a
bit like someone's living room. One of our favorite
restaurants in the area.
48 locals recommend
Annarella Ristorante
276 Malden TurnpikeExcellent Italian in a casual, homey setting that feels a
bit like someone's living room. One of our favorite
restaurants in the area.
Just off of Partition Street, Olsen & Co. is a charming
place for coffee, tea, sandwiches, dessert, etc.
37 locals recommend
Olsen & Company Saugerties
11 Jane StJust off of Partition Street, Olsen & Co. is a charming
place for coffee, tea, sandwiches, dessert, etc.
Cute place for delicious coffee, tea, and light food. The
business also has a great backstory.
25 locals recommend
Josie's coffee shoppe
174 Partition StCute place for delicious coffee, tea, and light food. The
business also has a great backstory.
Main Street
244 Main StFamily friendly tex-mex.
“The world's smallest and hardest to find ice cream
shop…(and) the most delicious ice cream you'll ever
eat.” Sounds about right.
45 locals recommend
Alleyway Ice Cream
135 Partition St“The world's smallest and hardest to find ice cream
shop…(and) the most delicious ice cream you'll ever
eat.” Sounds about right.
Really great food and a nice big open space. Good for
families/larger groups, too. Live music on some nights.
138 locals recommend
Woodstock Meats
57 Mill Hill RdReally great food and a nice big open space. Good for
families/larger groups, too. Live music on some nights.
Arguably the best restaurant around. Beautiful space
(both indoors and out), great food and excellent
service.
275 locals recommend
SILVIA
42 Mill Hill RdArguably the best restaurant around. Beautiful space
(both indoors and out), great food and excellent
service.
Same owners as Sylvia. Delicious modern southeast asian cuisine and good cocktails.
59 locals recommend
Good Night
15 Rock City RoadSame owners as Sylvia. Delicious modern southeast asian cuisine and good cocktails.
Fun, casual place and delicious comfort food. Since
Dixon is just outside of Woodstock (which can get
crowded on weekends), this is a great option.
69 locals recommend
Dixon Roadside
261 Tinker StFun, casual place and delicious comfort food. Since
Dixon is just outside of Woodstock (which can get
crowded on weekends), this is a great option.
Never met anyone who didn't love Oriole 9. A great
breakfast/brunch/lunch place with a friendly staff and
a good vibe.
172 locals recommend
Oriole 9
17 Tinker StNever met anyone who didn't love Oriole 9. A great
breakfast/brunch/lunch place with a friendly staff and
a good vibe.
Just outside Woodstock in Bearsville, Nancy's is a
favorite ice cream and baked goods destination. And
their sundaes—10% off on Sundays—are just plain
bonkers.
36 locals recommend
Nancy's Of Woodstock - Artisanal Creamery
297 Tinker StreetJust outside Woodstock in Bearsville, Nancy's is a
favorite ice cream and baked goods destination. And
their sundaes—10% off on Sundays—are just plain
bonkers.
Incredible local German butcher. Super high quality.
People come from all over for the Smoke House. Oh,
and their smoked stuff is awesome!
59 locals recommend
Smoke House of the Catskills
724 NY-212Incredible local German butcher. Super high quality.
People come from all over for the Smoke House. Oh,
and their smoked stuff is awesome!
Delicious burgers and frozen custard. Great option after a day at north/south lake.
136 locals recommend
Mama's Boy Burgers
6067 Main StDelicious burgers and frozen custard. Great option after a day at north/south lake.
Price Chopper, 10 minutes away, is the nearest big
grocery with all the basics.
77 locals recommend
Price Chopper
138 Ulster AvePrice Chopper, 10 minutes away, is the nearest big
grocery with all the basics.
About 20 minutes away, this is our preferred grocery
with excellent produce, meats and pretty much
everything else you'd need.
216 locals recommend
Adams Fairacre Farms
765 Dutchess TurnpikeAbout 20 minutes away, this is our preferred grocery
with excellent produce, meats and pretty much
everything else you'd need.
One of our favorite farm stands in the area. Last we
checked, the were open 9-5 seven days a week.
78 locals recommend
Story Farms
4640 NY-32One of our favorite farm stands in the area. Last we
checked, the were open 9-5 seven days a week.
A bit of a drive, but a nice cidery with good food and live music during the summer.
255 locals recommend
Westwind Orchard
215 Lower Whitfield RdA bit of a drive, but a nice cidery with good food and live music during the summer.
The Kitchen at Salt & Fire
Delicious food and drinks
Annarella Ristorante
276 Malden TurnpikeAmazing authentic Italian.
Buns Burgers
Best burgers in the area. They also have a location in Kingston.
Sightseeing
Saugerties Lighthouse
168 Lighthouse DrPublic beach with swimming and lifeguards. Perfect for families.
165 locals recommend
North/South Lake Campground
874 N Lake RdPublic beach with swimming and lifeguards. Perfect for families.
Kaaterskill Falls
Easy'ish hike to beautiful waterfalls.
Playground and sanctuary, to feed animals. Bring leftover veggies and cereal to fee the animals.
44 locals recommend
Forsythe Nature Center
125 Lucas Ave ExtPlayground and sanctuary, to feed animals. Bring leftover veggies and cereal to fee the animals.
A unique, fun experience. Not to mention a great way
to see the area from a different perspective.
Reservations are essential, though, and you'll want to
book as soon as possible.
138 locals recommend
Rail Explorers: Catskills Division
70 High StA unique, fun experience. Not to mention a great way
to see the area from a different perspective.
Reservations are essential, though, and you'll want to
book as soon as possible.
Using native bluestone, Harvey Fite spent 37 years
building this incredible sculpture garden completely on
his own. Check the calendar for special events
including live music and other performances.
351 locals recommend
Opus 40
356 George Sickle RdUsing native bluestone, Harvey Fite spent 37 years
building this incredible sculpture garden completely on
his own. Check the calendar for special events
including live music and other performances.
The Ashokan, which supplies 40% of NYC's water
supply, is also a beautiful, awe-inspiring place for a walk
or bike ride.
232 locals recommend
Ashokan Reservoir
The Ashokan, which supplies 40% of NYC's water
supply, is also a beautiful, awe-inspiring place for a walk
or bike ride.
Great for biking, hiking and walking. This 11.5-mile
recreational trail runs along the Ashokan Reservoir
between West Hurley and Boiceville.
141 locals recommend
Ashokan Rail Trail- Woodstock Dike Trailhead
1285 NY-28Great for biking, hiking and walking. This 11.5-mile
recreational trail runs along the Ashokan Reservoir
between West Hurley and Boiceville.
Feel like kayaking along the Esopus? I Paddle New York
is excellent and close too: right in the village of
Saugerties. Gail, the owner, is nice and super helpful. Be
sure to make reservations in advance, though.
37 locals recommend
I Paddle New York
61 S Partition StFeel like kayaking along the Esopus? I Paddle New York
is excellent and close too: right in the village of
Saugerties. Gail, the owner, is nice and super helpful. Be
sure to make reservations in advance, though.
The nearest resort for famous Catskills skiing,
snowboarding and snow tubing. In the summer and fall
months, they have zip-lining, skyrides and other fun
stuff which requires, as they point out, "no skills." They may
sell out, so consider reservations in advance.
892 locals recommend
Hunter Mountain
The nearest resort for famous Catskills skiing,
snowboarding and snow tubing. In the summer and fall
months, they have zip-lining, skyrides and other fun
stuff which requires, as they point out, "no skills." They may
sell out, so consider reservations in advance.
The Overlook Mountain Spur trail is a
moderate/challenging hike, 2.4 miles each way. You'll
pass an interesting hotel relic from back in the day, and
at the top there's a historic fire tower you can climb up
to take in the view. For a less challenging hike at
Overlook Mtn, The Meads Meadow Trail and Overloop
Trail offer short family friendly style hikes.
222 locals recommend
Overlook Mountain
The Overlook Mountain Spur trail is a
moderate/challenging hike, 2.4 miles each way. You'll
pass an interesting hotel relic from back in the day, and
at the top there's a historic fire tower you can climb up
to take in the view. For a less challenging hike at
Overlook Mtn, The Meads Meadow Trail and Overloop
Trail offer short family friendly style hikes.
Live Music
Formerly a hotel built in the 1920s, The Colony is a
great music venue in Woodstock with an expansive
beer garden in the back yard during non-winter
months.
153 locals recommend
Colony
22 Rock City RdFormerly a hotel built in the 1920s, The Colony is a
great music venue in Woodstock with an expansive
beer garden in the back yard during non-winter
months.
Legendary Woodstock music venue that underwent a
major renovation and is now gorgeous.
195 locals recommend
Bearsville Theater
291 Tinker StLegendary Woodstock music venue that underwent a
major renovation and is now gorgeous.
A local institution and always fun, Keegan is a great
place to have a beer with friends and check out some
live music.
83 locals recommend
Keegan Ales
20 St James StA local institution and always fun, Keegan is a great
place to have a beer with friends and check out some
live music.