Guidebook for Olivebridge

Megan & Keenan
Megan & Keenan
Guidebook for Olivebridge

Food Scene

Off the beaten path! Amazing food and owner. Great place to see an intimate show of local and touring acts. Now it’s all outdoors and has a beautiful garden area with tables and lawn, only 25 mins away!
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The Pines
5327 NY-212
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Off the beaten path! Amazing food and owner. Great place to see an intimate show of local and touring acts. Now it’s all outdoors and has a beautiful garden area with tables and lawn, only 25 mins away!
Great coffee, and quick breakfast! 20 mins away.
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Bread Alone Bakery
3962 NY-28
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Great coffee, and quick breakfast! 20 mins away.
25 mins away. Really beautiful place to hang with a bottle of cider and get pizza that taste like it’s straight out of Italy. Great for groups, but does get very busy as it’s a popular spot. Be patient and you’ll have a wonderful time!
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Westwind Orchard
215 Lower Whitfield Rd
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25 mins away. Really beautiful place to hang with a bottle of cider and get pizza that taste like it’s straight out of Italy. Great for groups, but does get very busy as it’s a popular spot. Be patient and you’ll have a wonderful time!
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Ollie's Pizza
4 Bruceville Rd
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SILVIA
42 Mill Hill Rd
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Wake up for a morning hike and then treat yourself to the Pancakes and a breakfast skillet at the Diner. Theres usually a bit of a wait on the weekends, but its more then worth it! 27 mins away.
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Phoenicia Diner
5681 NY-28
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Wake up for a morning hike and then treat yourself to the Pancakes and a breakfast skillet at the Diner. Theres usually a bit of a wait on the weekends, but its more then worth it! 27 mins away.
One of the best burgers in town! Grab a seat at the bar, and you'll have fun chatting with some of the best bartenders/servers around. Great stop on your way back from the sky hill!
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Peekamoose
8373 NY-28
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One of the best burgers in town! Grab a seat at the bar, and you'll have fun chatting with some of the best bartenders/servers around. Great stop on your way back from the sky hill!
Great family and group spot in Woodstock. Lots of other options for the non pizza eater. Easy and casual!
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Catskill Mountain Pizza Co
51 Mill Hill Rd
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Great family and group spot in Woodstock. Lots of other options for the non pizza eater. Easy and casual!
Quick, easy, burger and shake joint. If your up in Hunter don't miss this spot.
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Mama's Boy Burgers
6067 Main St
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Quick, easy, burger and shake joint. If your up in Hunter don't miss this spot.
Great romantic intimate setting in Stone ridge 25 mins away and some of the best food I've had in the Hudson Valley. Foodie destination.
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Butterfield Restaurant
3805 Main St
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Great romantic intimate setting in Stone ridge 25 mins away and some of the best food I've had in the Hudson Valley. Foodie destination.
Good Night
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Stone House Tavern
4802 United States Rte 209
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Arrowood Farm-Brewery
236 Lower Whitfield Rd
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Entertainment & Activities

Its definitely a busy resort, BUT local secret is you can get a day pass for $25 to the gym, sauna, and hot tub. Definitely worth it after a cold hike.
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Emerson Resort & Spa
5340 NY-28
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Its definitely a busy resort, BUT local secret is you can get a day pass for $25 to the gym, sauna, and hot tub. Definitely worth it after a cold hike.
Great historic music venue that recently got some beautiful restoration work done to it. Reasonable cover charge, if any, and great place to just pop into to see whats going on. Food and great drinks!
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Colony
22 Rock City Rd
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Great historic music venue that recently got some beautiful restoration work done to it. Reasonable cover charge, if any, and great place to just pop into to see whats going on. Food and great drinks!
Music most weekends!
159 Einheimische empfehlen
The Pines
5327 NY-212
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Music most weekends!

Drinks & Nightlife

Great bar and late night grilled cheese spot. Play some pool, get a local beer or cocktail and grab a board game. This place is awesome, and one of the few newer spots thats open late.
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Station Bar & Curio
101 Tinker St
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Great bar and late night grilled cheese spot. Play some pool, get a local beer or cocktail and grab a board game. This place is awesome, and one of the few newer spots thats open late.
Amazing destination brewery! Some of the best local beer, dog friendly, and great snacks. Also theres an awesome easy hike to a small waterfall, so definitely make an afternoon out of it. Limited hours of operation, check their site or instagram!
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West Kill Brewing
2173 Spruceton Rd
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Amazing destination brewery! Some of the best local beer, dog friendly, and great snacks. Also theres an awesome easy hike to a small waterfall, so definitely make an afternoon out of it. Limited hours of operation, check their site or instagram!
Brewery and great food at a pretty amazing price for this area!
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Rough Cut Brewing Co.
5945 US-44
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Brewery and great food at a pretty amazing price for this area!
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Arrowood Farm-Brewery
236 Lower Whitfield Rd
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Westwind Orchard
215 Lower Whitfield Rd
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Parks & Nature

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Ashokan High Point Trailhead
821 Watson Hollow Rd
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Great day loop with beautiful views! $10 entry fee
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Minnewaska State Park Preserve
5281 Route 44-55
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Great day loop with beautiful views! $10 entry fee
Great hike up an old access road at the top of Overlook Mt in Woodstock. As you hike up the very maintained old road, you'll reach the old ruins of the Overlook hotel, and hike further to the fire tower to get an insane view of the valley.
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Overlook Mountain
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Great hike up an old access road at the top of Overlook Mt in Woodstock. As you hike up the very maintained old road, you'll reach the old ruins of the Overlook hotel, and hike further to the fire tower to get an insane view of the valley.
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Colgate Lake
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Kaaterskill Falls
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Great short hike near Westkill Brewing!
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Diamond Notch
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Great short hike near Westkill Brewing!
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Vernooy Kill Falls
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Great for biking or a nice easy walk!
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Ashokan Rail Trail- Boiceville Bridge Trailhead
5080 NY-28A
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Great for biking or a nice easy walk!
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Giant Ledge Trailhead
Oliverea Road
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Wittenberg mountain
961 Woodland Valley Road
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Essentials

These guys are the BEST! Pick up grocery essentials, a fresh hot pizza, grill essentials, gas, and more! We love Tetta's and are so glad they are back up and running, please support them!
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Tetta's Market
2082 Co Rd 3
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These guys are the BEST! Pick up grocery essentials, a fresh hot pizza, grill essentials, gas, and more! We love Tetta's and are so glad they are back up and running, please support them!
Closest grocery store with just about everything.
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Boiceville Supermarket
4099 NY-28
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Closest grocery store with just about everything.
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Adams Fairacre Farms
765 Dutchess Turnpike
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