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Places in Chester

Chester’s downtown: 62 places in a five-minute walk

201 places in Chester: 25 places to eat and drink, 36 shops, 17 things to do and 13 places to stay. Local spots first, with directions to every one.

All places
201
67 per 1,000 residents
Eat & drink
25
8.4 per 1,000 residents
Shops
36
10 gifts · 6 antiques · 5 books
Things to do
17
3 outdoors · 4 arts · 3 landmarks
Places to stay
13
4.3 per 1,000 residents

What kind of places does Chester have?

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

★ What stands out · The map

Where Chester gathers

62 of Chester’s 201 places sit within a five-minute walk of Main St.

Main St
62places in a five-minute walk of Main St31% of Chester’s places
Eat & drink

25 places to eat & drink

9 restaurants, 9 farms & markets, 4 cafés & treats. Local spots first.

See all →
See all 9 farms & markets →
Places to stay

13 places to stay

11 hotels & inns, 2 camping & rentals. Local spots first.

See all →
Shops

36 shops

10 gifts & boutiques, 7 home & hardware, 6 antiques & vintage. Local spots first.

See all →
Things to do

17 things to do

7 fitness & sports, 4 arts & culture, 3 parks & outdoors. Local spots first.

See all →
See all 7 fitness & sports →
Everyday

84 errands & services

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

See all →
Community

26 schools, churches & public places

Where Chester learns, worships and gets things done.

See all →
Next door

Chester and its neighbors

Tap a town to see its places.

Places per 1,000 residents · all places listed
Ludlow163Grafton89Chester67Springfield53

Talk & tips

Favorites, openings and closings from Chester neighbors.

Town Square →
Weigh in
Is Subway 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 brewery listed ·
Share a tip

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.