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Chester NY Lodging

As the local experts in Upstate NY real estate we love sharing the small businesses, organizations and events that make each of the towns and villages we work in unique, wonderful places to live. We know (because we live here) that choosing a home in The Catskills and Hudson Valley is just as much about the lifestyle it affords as the finishes and square footage. Enjoy our list and feel free to contact us with any questions!

Photo courtesy of @glenmeremansion on Instagram

Stagecoach Inn

Glenmere Mansion

Sleep Inn & Suites

Oceane Vineyards

James Motel

Exploring

Need A Recommendation?

Need a recommendation for the area? Call our New Paltz, NY Real Estate office. We love to talk things to do in the Catskills & Hudson Valley;

Coldwell Banker New Paltz Real Estate Office

Address: 157 Main Street, New Paltz, NY

Phone Number: 845-225-0615

Email: info@villagegreenrealty.com

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Things To Do In Chester, NY

LODGING

When you’ve been new-home-hunting in Chester, stay over at the Holiday Inn right in the Village of Chester. Or choose from one of the elegantly decorated rooms at the Stagecoach Inn.

Sports & Outdoor Activities

Explore Goosepond Mountain State Park’s 1,500 acres. Put the clubs in the car & head to Bill Flynn’s course at Monroe Country Club.

Arts & Entertainment

Creativity is alive & well in Chester at Sugar Loaf Performing Arts Center. From cumbia to country, trip the light fantastic at Diva Dance Studio. Take in a film at Elite Cinema 6.

Farms & Markets

Shop for all your farm-fresh veggies & fruit at Bienskie Farm & Sun Sprout Farm. In the market for edible flowers? Chester Agricultural Center has them… & organic watermelons too!

FOOD

Agua Fresca & Frijoles at Sabor A Casa. Felafel & Tzatziki at Allan’s. Tofu & Spicy Soup at Magoya. Bacon Burger at Christopher’s Bistro. Maple Latte & Croissants at Meadow Blues.

Fitness & Lifestyle

Northeastern Martial Arts offers Tae Kwon Do. Flexibility In Flight puts yoga in the air. Spruce up at Chris Cuttz Barbershop.

Shopping

Artisans thrive at Sugar Loaf Arts & Crafts Village: Sugar Loaf Candle Shop is celebrating 40+ years! Sift through herbs, essential oils & skin care at Sugar Loaf Mountain Herbs.

Attractions

At Castle Fun Center visitors go from the roller skating rink to mini-golf, from the climbing wall to the arcade, from the driving range to the batting cages - there’s something for everyone!

There's so much to do in Chester, NY - it can be hard to decide! Contact one of our Local Experts at Village Green Realty. We'd love to give you our recommendation on the best things to do in Chester.

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Chester Properties For Sale

All Listings	Under $100,000	$200,000 - $300,000
$300,000 - $400,000	$400,000 - $500,000	$500,000 - $600,000
$600,000 - $700,000	$700,000 - $800,000	$800,000 - $900,000
$900,000 - $1,000,000	Over $1,000,000