Downtown Chester, New York

Discover shopping, dining, and accommodation in downtown Chester.

Moving to Chester?

Order a Free Relocation Guide
Shop Downtown

We are seeking partnerships with forward-thinking city officials and business leaders to replicate
their downtowns and launch immersive virtual cities together.

Shop

0 results

Hotels

GLENMERE MANSION

634 Pine Hill Road

Chester, New York

Holiday Inn Express Hotel & Suites Chester

2 Bryle Place

Chester, New York

Hotel Tips

Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.

Bring an actual credit card to avoid deposits and pre-authorizations consuming money in your checking account which will reduce your available balance. Hotels that accept paper cash often ask for a hefty deposit to cover potential damages in your room leaving you scrambling to find an ATM.

Avoid booking poolside for kids playing during the day and gatherings at night. Sound bounces off of the water and voices carry so ask for a room away from the pool either on the opposite side of the hotel or in higher floors.

Things To Do

Chester is the place to plan your wedding. You'll be spending a lot of time downtown as there are so many wonderful shops to find invitations, photographers, bakers, caterers and jewelers. Planning your wedding will be a breeze with so much support from local merchants to make a perfect and memorable day.

Chester has several options for shopping for specialty food items that are not found in regular grocery stores. Shops tailored for "foodies" offer tastings of the products as well as scheduled culinary classes to perfect your skills. Shop for infused oils, salts and spices from around the World!

Chester micro breweries have popped up in downtown corridors to quench the thirst of local or traveller whos is looking for a one-of-a-kind experience for suds brewed on site. If you are looking for a light beer or something randy and dark, you are sure to find a wide assortment of options to choose from.

Why Do You Love Downtown?

Ariel

i have been here since 2005 and fell in love with downtown, the shops are amazing, good prices, nice people, great gifts ect... the scenery is wonderful as well

Diane Koivunen

Love the yarn store and the restaurants

Caren Murphy

Cute shops, great crab cakes, friendly.

Jennifer Murphy

It's our town!

CJ

Great vibe to this town! My mom lives in Medford so when I come to visit, I like to stop in Ashland.

Join our newsletter

Support Cancer Research

The American Cancer Society does not endorse any product or service.