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Places in Chester

Chester’s downtown: 169 places in a five-minute walk

335 places in Chester: 49 places to eat and drink, 32 shops, 24 things to do and 4 places to stay. Local spots first, with directions to every one.

All places
335
83 per 1,000 residents
Eat & drink
49
12 per 1,000 residents
Shops
32
5 gifts · 4 antiques · 1 books
Things to do
24
5 outdoors · 6 arts · 3 landmarks
Places to stay
4
1 per 1,000 residents

What kind of places does Chester have?

Read from every listing. The page puts what stands out first.

A real downtown169 places within a five-minute walk of Brookside Ave.A food town49 places to eat and drink, 12 per 1,000 residents.Farms & markets5 farms, farm stands and markets.A coffee town6 independent cafés, coffee shops and bakeries, 10 with the sweet shops and chains.
★ What stands out · The map

Where Chester gathers

169 of Chester’s 335 places sit within a five-minute walk of Brookside Ave.

Brookside Ave
169places in a five-minute walk of Brookside Ave50% of Chester’s places
Eat & drink

49 places to eat & drink

30 restaurants, 10 cafés & treats, 5 farms & markets. Local spots first.

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Shops

32 shops

5 gifts & boutiques, 4 antiques & vintage, 4 clothing. Local spots first.

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Things to do

24 things to do

10 fitness & sports, 6 arts & culture, 5 parks & outdoors. Local spots first.

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Places to stay

4 places to stay

4 hotels & inns. Local spots first.

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Everyday

200 errands & services

Groceries, gas, the barber, the vet, the bank.

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Offices & pros 76United States Postal Service · Suburban Propane · Keller Williams RealtyBanks & insurance 21TD Bank · Mike Cordero - State Farm · Coinsource Bitcoin ATMHome services 19Learning Land Day Care · Extra Space Storage · Minute KeyHealth care 19Middletown Medical · Brookside Family Dentistry · Cvs PharmacyAuto & gas 17Monro Auto Service and Tire Centers · Chestnut Market · Vin-J's Oil & LubeHair & beauty 13Chris Cuttz Barbershop · Chester Barbershop · Beauty BoutiqueGroceries & convenience 7Shoprite · Beer World · Lorgans LiquorsPets 3PetVet Vaccination Clinic · The Dog Pawlor · The Dog PawlorOther services 25Flynn Funeral & Cremation Memorial Centers, Inc. · Jesters Restaurant & Pub · BEST LUXURY TRANSPORTATION SERVICES
Community

26 schools, churches & public places

Where Chester learns, worships and gets things done.

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Schools & childcare 10Little Scholars Childcare and Preschool · Chester High School · Diva DanceTown & public services 7Village of Chester · Chester Village Police · Chester Fire Department - Walton Engine & Hose CompanyPlaces of worship 5First Presbyterian Church · St Columba Church 31 high st · St Pauls Episcopal ChurchCommunity groups 4Surrey Psychotherapy · Whispering Hills Recreation · American Legion Orange Blossom Post #1167

Talk & tips

Favorites, openings and closings from Chester neighbors.

Town Square →
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Is Allan's Falafel | Lunch & Dinner Restaurant in Chester, NY the best place to eat in Chester?

Your answer becomes a post in Town Square.

What’s missing?

Not on the map yet. It may just be missing.

No bookstore listed ·
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Some place details from Overture Maps (CDLA-Permissive-2.0), checked against the Census town line. Places added by neighbors go live once a second neighbor confirms them. Spot a mistake? Open the place and tap Edit mode.

How we sort and count

Each list puts neighbor favorites first (ratings and photos), then the most complete listings (a website, a phone number, a note), with local, independent spots ahead of national chains. Categories come from each place’s map category, so a café filed under “Shops” still shows up with the cafés. “A five-minute walk” is a quarter mile from the busiest spot on the map. Per-1,000 figures use the Census population.