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Chris O'Leary Band

Chris O'Leary Band

Meadow Blues Coffee | 8 Greycourt Avenue, Chester, NY 10918-1233, United States
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A blues performance led by Chris O'Leary, former frontman for Levon Helm's band and an award-winning blues recording artist.

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Hadestown
NOV 23

Hadestown

​COME SEE HOW THE WORLD COULD BE.​Welcome to HADESTOWN, where a song can change your fate. Winner of eight...

Thanksgiving Dinner at MacArthur's Riverview Restaurant
NOV 26

Thanksgiving Dinner at MacArthur's Riverview Restaurant

​Leave the cooking to us! Gather with family and friends and enjoy a festive Thanksgiving feast, featuring...

Thanksgiving Dinner at Cedar Lakes Estate
NOV 26 - NOV 27

Thanksgiving Dinner at Cedar Lakes Estate

Make Cedar Lakes your home away from home this Thanksgiving — and leave the cooking to us.Spend the afterno...

Game Night with Boardgame Bounty Hunters
NOV 26 - JAN 29

Game Night with Boardgame Bounty Hunters

GAME NIGHT! Bring your favorite games or play some of ours. Plus Boardgame Bounty Hunters on site selling p...

Holiday Bricktacular
NOV 27 - JAN 2

Holiday Bricktacular

Nothing beats a LEGOLAND holiday - especially during the festive season! LEGOLAND New York transforms into...

Eggbert's Christmas on the Farm at Devitt's
NOV 27 - DEC 24

Eggbert's Christmas on the Farm at Devitt's

All aboard for Christmas magic at Devitt’s! Eggbert’s Christmas on the Farm opens November 27, and we’...

Christmas on the Farm: Horse Drawn Wagon Rides
NOV 27 - NOV 28

Christmas on the Farm: Horse Drawn Wagon Rides

​Horse Drawn wagon rides with photo props set up to take holiday photos both Friday and Saturday! Find the...

Holiday Love Local Maker Market
NOV 27

Holiday Love Local Maker Market

Bring your Thanksgiving family and shop small this holiday season! The Holiday Love Local Maker Market retu...

Welcome Winter Weekend
NOV 27 - NOV 29

Welcome Winter Weekend

Admission: HHNM Members: FREE Not-yet-Members: $5 per person ages 3 & up. No pre-registration is needed...

Holiday Lights in Bloom
NOV 27 - DEC 28

Holiday Lights in Bloom

Free Garden Themed Light Display Walk-Through at the Orange County Arboretum, located in Thomas Bull Memori...

Christmas on the Farm: A Walk-thru Holiday Light Show
NOV 27 - DEC 31

Christmas on the Farm: A Walk-thru Holiday Light Show

​Join us during the most beautiful time of year and experience the joy and wonder of Christmas on the Farm!...

Winter Wonderland at Dogwood Acres!
NOV 27 - DEC 31

Winter Wonderland at Dogwood Acres!

Winter Wonderland is back at Dogwood Acres, and it’s the coziest night out in the Hudson Valley! Hop on a w...

Town of Mount Hope Christmas Tree Lighting
NOV 27 - NOV 28

Town of Mount Hope Christmas Tree Lighting

​The magic of the holidays is right around the corner! Join us for a festive evening filled with holiday ch...

Watt Christmas Wonderland
NOV 27 - DEC 28

Watt Christmas Wonderland

Christmas is here! Join us for our 21st season of celebrating the holiday season at WATT Christmas Wonderla...

Christmas Tree Lighting Ceremony & Parade
NOV 27

Christmas Tree Lighting Ceremony & Parade

A family-oriented holiday parade and tree-lighting ceremony presented by the City of Middletown and the Dow...

City of Middletown Ice Rink Opening Day
NOV 27 - NOV 28

City of Middletown Ice Rink Opening Day

Opening night November 27th is FREE! Skate rentals are limited. Admittance & rentals are on a first com...

Black Friday Super-Bash™ & Tree Lighting @ Tin Barn
NOV 27 - NOV 28

Black Friday Super-Bash™ & Tree Lighting @ Tin Barn

You’ve just hunted around for the best bargains in town, now celebrate as you work off that turkey dinner a...

Latin Night
NOV 28

Latin Night

Latin Night | November 27 | Doors: 8:00PM | Show: 9:00PM-1:00AM | Silk Factory About the Show: Join us for...

Santa's Brunch @ Bear Mountain Inn
NOV 28 - DEC 20

Santa's Brunch @ Bear Mountain Inn

Some wish lists are too important for the mailbox. This season, Santa is spending his weekend mornings at B...

Holiday Wreath Making Event
NOV 28

Holiday Wreath Making Event

Join AspiratInns Wellness Resort for a hands-on holiday craft workshop. Participants will make a fresh cust...

Holiday Festival and Tree Lighting in Greenwood Lake
NOV 28

Holiday Festival and Tree Lighting in Greenwood Lake

​Get ready for a day filled with festive cheer! The Village of Greenwood Lake is thrilled to announce the r...

Town of Wallkill Holiday Parade & Tree Lighting
NOV 28

Town of Wallkill Holiday Parade & Tree Lighting

It's the most wonderful time of the year, and we're getting ready to celebrate with our community! Town Sup...

Lost Angeles - Ultimate 80s Arena Rock Experience
NOV 28 - NOV 29

Lost Angeles - Ultimate 80s Arena Rock Experience

LOST ANGELES IS COMING TO BLUE ARROW FARM! Get ready for a night of HUGE guitars, powerhouse vocals and all...

Comedy Night at The Ellis
NOV 29

Comedy Night at The Ellis

Laugh the night away at The Ellis with a special guest headliner and a lineup of great comics. Small crowd,...

R&B Friendsgiving Bash with DJ Fresh and Friends
NOV 29 - NOV 28

R&B Friendsgiving Bash with DJ Fresh and Friends

THANKSGIVING SEASON MEANS FAMILY, FRIENDS & A REALLY BIG R&B BASH! FRIENDSGIVING BASH 2026 W/ DJ FR...

Christkindlmarkt in Port Jervis
NOV 29

Christkindlmarkt in Port Jervis

​12th Annual Christkindlmarkt​An enchanting Christmas Market in Historic Downtown Port Jervis NY! Specialty...

Salsa & Sangria: A Beginners Salsa Class and Latin Dance Social
NOV 29

Salsa & Sangria: A Beginners Salsa Class and Latin Dance Social

City Winery Hudson Valley presents Salsa & Sangria: A Beginners Salsa Class and Latin Dance Social, in...

Tree Lighting Ceremony
NOV 29

Tree Lighting Ceremony

A holiday tree-lighting ceremony at Shannen Park with a visit from Santa and refreshments. The event is hos...

Christmas Tree Lighting Ceremony with Santa
NOV 29

Christmas Tree Lighting Ceremony with Santa

Join the Town of Wawayanda Christmas Tree Lighting Ceremony with Santa. Highlights include pictures with Sa...

Hudson Valley Comedy Showcase Series Ft. Jason McLaren
DEC 4

Hudson Valley Comedy Showcase Series Ft. Jason McLaren

City Winery Hudson Valley presents its very first Hudson Valley Comedy Showcase, curated entirely by Hudson...

1st Fridays with Evan Watson
DEC 4 - DEC 5

1st Fridays with Evan Watson

1st Fridays with EVAN WATSON! The man brews great beer and plays a great guitar. Come see him on the Taproo...

Chadwick Lake Tree Lighting with Santa
DEC 4

Chadwick Lake Tree Lighting with Santa

​Santa is coming to Chadwick Lake Park! ​It's time for our annual Tree Lighting! Join us as Santa uses a li...

Christmas Tree Lighting
DEC 4

Christmas Tree Lighting

Annual Christmas Tree Lighting. For more information call Village Hall 845-386-5172

The Nutcracker
DEC 5 - DEC 6

The Nutcracker

The Nutcracker — A Holiday Tradition Returns This holiday season, this beloved holiday classic returns...

A Farewell to Kings (AF2K): The Ultimate Live RUSH Tribute
DEC 5

A Farewell to Kings (AF2K): The Ultimate Live RUSH Tribute

A Farewell to Kings (AF2K) returns to Silk Factory on Friday, December 4, 2027, for a two-set live RUSH tri...

The Nutcracker
DEC 5 - DEC 7

The Nutcracker

The Nutcracker — A Holiday Tradition Returns this holiday season, this beloved holiday classic returns to t...

Bialas Farms Artisan Market
DEC 5

Bialas Farms Artisan Market

​Winter veggies plus jam, handmade gifts, aromatherapy, soaps, pottery, spices, baked goods, and more!​

Good Grief! It's Whoville in Washingtonville
DEC 5

Good Grief! It's Whoville in Washingtonville

Good Grief! It’s Christmas in Whoville!On Saturday, December 5, 2026, we’re going Whoville for a full day o...

Revolutionary War: The Turning Point @ Museum Village
DEC 5 - DEC 6

Revolutionary War: The Turning Point @ Museum Village

Join us for the program: Revolutionary War; The Turning Point. Historic presentations, living history demon...

A Holiday Makers Market at Finding Home Farms
DEC 5 - DEC 6

A Holiday Makers Market at Finding Home Farms

​Join us for some wonderment in the woods at our 5th Annual Winter Makers Market at Finding Home Farms. Sho...

Nearby Places to Explore

2 miles range
Meadow Blues Coffee
CAFE

Meadow Blues Coffee

Coffee shop located in Historic Chester, NY! Homemade pastries, Breakfast sandwich, Local Craft Beer, Wine...

Rushing Duck Brewing
CRAFT BEVERAGE

Rushing Duck Brewing

Welcome to Rushing Duck Brewing, a premier craft brewery located at 2 Greycourt Ave in Chester, NY. Renowne...

Chester Train Station site (Erie Railroad)
POINT OF INTEREST

Chester Train Station site (Erie Railroad)

Sonder
CLOTHING STORE

Sonder

Welcome to Sonder, a place that beautifully captures the essence of connection and community! As you enter...

Jarvis Boone Memorial Amphitheater
PARK

Jarvis Boone Memorial Amphitheater

Welcome to the Jarvis Boone Memorial Amphitheater, a vibrant venue that harmoniously blends community spiri...

Valkyrie Coffee Roasters
CAFE

Valkyrie Coffee Roasters

We’re a specialty coffee roastery that’s about to make a huge impact on the Hudson Valley. We have worked t...

Rustic Wheelhouse Restaurant
RESTAURANT

Rustic Wheelhouse Restaurant

Welcome to the Rustic Wheelhouse Restaurant, nestled in the heart of Chester, New York. Located at 39 Main...

Tacos Express
RESTAURANT

Tacos Express

Welcome to Tacos Express, conveniently located at 44 Main St, Chester, NY 10918! Step inside this vibrant e...

Carpenter Community Park
PARK

Carpenter Community Park

Discover the beauty of Carpenter Community Park, situated at 19 Vadala Rd in scenic Chester, NY. This encha...

Allan's Falafel | Lunch & Dinner Restaurant in Chester, NY
RESTAURANT

Allan's Falafel | Lunch & Dinner Restaurant in Chester, NY

Welcome to Allan's Falafel, your go-to destination for authentic Mediterranean dining in Chester, NY, locat...

Main St Pizzeria & Restaurant
MEAL DELIVERY

Main St Pizzeria & Restaurant

Specialty pizza, appetizers, soups and salads, rolls and calzone, cold and hot heroes, Mon, closed. Tue-Thu...

Linda's Thrifting & Antiques
FURNITURE STORE

Linda's Thrifting & Antiques

Welcome to Linda's Lockers Thrift Store, where treasures await you at every turn! Dive into a world of seco...

Magoya
RESTAURANT

Magoya

Japanese food, including sushi, sashimi, and popular Japanese cooked entrees. Mon-Thur, 11:30am-10pm. Fri-S...

Flagship Premium Cinemas - Chester
MOVIE THEATER

Flagship Premium Cinemas - Chester

Experience the magic of cinema at Flagship Premium Cinemas in Chester! Nestled at 78 Brookside Ave, Chester...

Brother Bruno’s Pizza Chester NY
BAR

Brother Bruno’s Pizza Chester NY

Comfort food. Tasteful Italian cuisine, pizza, and chicken wings. Sun-Thur, 10am-10pm. Fri & Sat, 10am-11pm.

Nelly Latin Restaurant. Dominican 🇩🇴
RESTAURANT

Nelly Latin Restaurant. Dominican 🇩🇴

Large portions at affordable pricing.

mingtown
RESTAURANT

mingtown

The New Chester Diner Family Restaurant
RESTAURANT

The New Chester Diner Family Restaurant

Tina's Pizza Cafe & Restaurant
MEAL DELIVERY

Tina's Pizza Cafe & Restaurant

Chester Ice Cream
STORE

Chester Ice Cream

Hello, we are Brad and Christine Post and we are excited to share Curly’s Premium Homemade Ice Cream with N...

Chester Village Deli & Catering
RESTAURANT

Chester Village Deli & Catering

Welcome to Chester Village Deli & Catering, your go-to destination for delightful culinary experiences...

Bagel Girls Cafe
RESTAURANT

Bagel Girls Cafe

At Bagel Girls Cafe, located at 69 Brookside Ave in Chester, NY, every bite transports you to a world of co...

Christopher's Bistro
RESTAURANT

Christopher's Bistro

Fine food, craft beer, and cocktails. Mon-Thur, 11:30am-9pm. Fri, 11:30am-10pm. Sat, 12-10pm. Sun, 12-8pm

A Theme Come True
WEDDING VENUES

A Theme Come True

Welcome to A Theme Come True, located at 69 Brookside Ave #201 in the charming town of Chester, NY! This en...

El Zapata 3 Restaurant
RESTAURANT

El Zapata 3 Restaurant

Sunhing
MEAL DELIVERY

Sunhing

Chester Historical Society
HISTORY

Chester Historical Society

On the former Erie Main Line, this restored 1915 Arts & Crafts style passenger station hosts rotating exhib...

Holiday Inn Express & Suites Chester-Monroe-Goshen by IHG
LODGING

Holiday Inn Express & Suites Chester-Monroe-Goshen by IHG

Welcome to the Holiday Inn Express & Suites Chester-Monroe-Goshen by IHG, your premier destination for...

The Castle Fun Center
CONFERENCE FACILITIES

The Castle Fun Center

The Castle Fun Center is a fantastical adventure destination, catering to families with children of all age...

Jesters Restaurant & Pub
BAR

Jesters Restaurant & Pub

Delicious foods including burgers, wings, pizza, salads, snacks, craft beer on tap. Mon-Wed, closed. Thur,...

Frozen Ropes
THINGS TO DO

Frozen Ropes

One of the premier sports facilities in the Hudson Valley. Offering baseball and softball instruction, tour...

The Rock Sports Park
STORE

The Rock Sports Park

One of the premier sports facilities in the Hudson Valley. Offering baseball and softball instruction, tour...

Goose Pond Mountain
NATURAL FEATURE

Goose Pond Mountain

Hacienda
RESTAURANT

Hacienda

Delicious Mexican and American food. One of the best margaritas in the Hudson Valley. Mon & Tues, closed. W...

Palacio Catering and Conference Center
LODGING

Palacio Catering and Conference Center

Step into elegance at Palacio Catering and Conference Center, situated at 1700 New York 17M in Goshen. Our...

Long Lot Farm Brewery
CRAFT BEVERAGE

Long Lot Farm Brewery

Long Lot Farm Brewery is a hidden gem nestled in the picturesque landscapes of Chester, New York. Located a...

Pine Hill Farm
POINT OF INTEREST

Pine Hill Farm

Historic family-owned farm with sweet corn, Heirloom tomatoes, flowers, eggplant, broccoli, and more. U-pic...

Match Point Tennis
PICKLEBALL

Match Point Tennis

4 indoor tennis courts; 3 dedicated full size, air conditioned pickleball courts; 1 practice pickleball cou...

Turf 17
THINGS TO DO

Turf 17

Premium indoor turf facility for soccer and lacrosse. Year round. Events available for beginner, intermedia...

Jack and Louise Birnberg Preserve
TOURIST ATTRACTION

Jack and Louise Birnberg Preserve

187-acres with 2 nature trails located off Greycourt Road with access through the Heritage Trail. The Âľ mil...

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