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!
159 locals recommend
The Pines
5327 NY-212
159 locals recommend
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.
156 locals recommend
Bread Alone Bakery
3962 NY-28
156 locals recommend
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!
255 locals recommend
Westwind Orchard
215 Lower Whitfield Rd
255 locals recommend
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!
117 locals recommend
Ollie's Pizza
4 Bruceville Rd
117 locals recommend
275 locals recommend
SILVIA
42 Mill Hill Rd
275 locals recommend
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.
597 locals recommend
Phoenicia Diner
5681 NY-28
597 locals recommend
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!
440 locals recommend
Peekamoose
8373 NY-28
440 locals recommend
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!
106 locals recommend
Catskill Mountain Pizza Co
51 Mill Hill Rd
106 locals recommend
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.
136 locals recommend
Mama's Boy Burgers
6067 Main St
136 locals recommend
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.
79 locals recommend
Butterfield Restaurant
3805 Main St
79 locals recommend
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
48 locals recommend
Stone House Tavern
4802 United States Rte 209
48 locals recommend
242 locals recommend
Arrowood Farm-Brewery
236 Lower Whitfield Rd
242 locals recommend

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.
156 locals recommend
Emerson Resort & Spa
5340 NY-28
156 locals recommend
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!
153 locals recommend
Colony
22 Rock City Rd
153 locals recommend
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 locals recommend
The Pines
5327 NY-212
159 locals recommend
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.
109 locals recommend
Station Bar & Curio
101 Tinker St
109 locals recommend
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!
236 locals recommend
West Kill Brewing
2173 Spruceton Rd
236 locals recommend
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!
130 locals recommend
Rough Cut Brewing Co.
5945 US-44
130 locals recommend
Brewery and great food at a pretty amazing price for this area!
242 locals recommend
Arrowood Farm-Brewery
236 Lower Whitfield Rd
242 locals recommend
255 locals recommend
Westwind Orchard
215 Lower Whitfield Rd
255 locals recommend

Parks & Nature

Ashokan High Point Trailhead
821 Watson Hollow Rd
7 locals recommend
Great day loop with beautiful views! $10 entry fee
504 locals recommend
Minnewaska State Park Preserve
5281 Route 44-55
504 locals recommend
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.
222 locals recommend
Overlook Mountain
222 locals recommend
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.
120 locals recommend
Colgate Lake
120 locals recommend
668 locals recommend
Kaaterskill Falls
668 locals recommend
Great short hike near Westkill Brewing!
29 locals recommend
Diamond Notch
29 locals recommend
Great short hike near Westkill Brewing!
70 locals recommend
Vernooy Kill Falls
70 locals recommend
Great for biking or a nice easy walk!
52 locals recommend
Ashokan Rail Trail- Boiceville Bridge Trailhead
5080 NY-28A
52 locals recommend
Great for biking or a nice easy walk!
44 locals recommend
Giant Ledge Trailhead
Oliverea Road
44 locals recommend
11 locals recommend
Wittenberg mountain
961 Woodland Valley Road
11 locals recommend

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!
31 locals recommend
Tetta's Market
2082 Co Rd 3
31 locals recommend
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.
117 locals recommend
Boiceville Supermarket
4099 NY-28
117 locals recommend
Closest grocery store with just about everything.
216 locals recommend
Adams Fairacre Farms
765 Dutchess Turnpike
216 locals recommend