Overview
The Town of Chester is made of several communities in the Adirondacks around the small hamlet of Chestertown. Other hamlets within the town boundaries include Pottersville, Friends Lake, Loon Lake, and Schroon Lake. Of the three lakes, only Loon Lake has a public beach—for the others you'll have to check into a B&B.
1 sights · 3 places to eat · 1 places to stay
Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage
Best things about Chester
Natural Stone Bridge & Caves
This privately-owned attraction features a self-guided 0.75 mi trail (with some steps) showcasing a system of shallow marble caves, potholes and whirlpools created by the Trout Brook, which runs through the property. The…
Plan your trip
Best time to visit & weather
Most comfortable: May–Oct. Summer highs reach about 84°F; winter lows dip to about 16°F. Cold months (Jan, Feb, Dec) can bring snow and ice; check road conditions. Wettest: Jul and Jun. (climate data from nearby Albany)
Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).
Getting there
- From you: to see whether to drive or fly, and how long it takes.
- RUT Rutland - Southern Vermont Regional Airport, Rutland — 46 mi away. Directions
- SLK Adirondack Regional Airport, Saranac Lake — 52 mi away. Directions
- ALB Albany International Airport, Albany — 64 mi away (major hub). Directions
Chestertown, which lies at the heart of the broader "town," is centered immediately south of the junction of NY-8 and NY-9, just off exit 25 on the Northway.
Full “Get in” guide ↓Budget & where to stay
No prices are listed for this place yet. See the Sleep guide ↓ for options.
Food for you
Cuisine (tap to filter)
What to ask about, for your diet
Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder
Map
Every listing with a location. Tap a pin for its Google Maps link.
Get in
Chestertown, which lies at the heart of the broader "town," is centered immediately south of the junction of NY-8 and NY-9, just off exit 25 on the Northway.
See
See Natural Stone Bridge & Caves
This privately-owned attraction features a self-guided 0.75 mi trail (with some steps) showcasing a system of shallow marble caves, potholes and whirlpools created by the Trout Brook, which runs through the property. The most famous cave in the park, Stone Bridge Cave, is reputed to be the largest marble cave entrance in the eastern United States, 160 ft wide and 33 ft tall.
Do
The lakes are the big attractions, and are all popular places to swim, fish, boat, laze about, etc. There are also several sleepy horse ranches that will be happy to set you up with lessons, or a ride through the woods. Public lands are few in the immediate area, limiting the amount of hiking opportunities.
Eat
Eat Luna's Pizza
It's not likely that you will find a cuter pizzeria elsewhere in upstate New York. Eccentric decor, friendly staff, good panini and salads (in addition to the greatpizzas), and free Wifi make this a great stop off the Northway.
Eat Main St Ice Cream Parlor
A cheery ice cream, soda fountain, sandwich eatery in an old Town Hall building approaching the Platonic ideal of small town main street architecture. Tears still shed for the venerable soft serve institution of Swanee's, but no one really has any right to complain with such a great ice cream parlor right in the heart of town. Good for a light meal as well, or gift shopping for that matter.
Eat O.P. Frederick's
O.P.'s can be a little pricey, but their food is consistently some of the best around, and they have a good selection of local microbrews on tap. If you like that sort of rustic old pine wood Adirondacks atmosphere, you'll be pleased.
Sleep
Go next
- Ticonderoga, on US Highway 9N nine miles north of Hague and thirty miles NE of Chestertown, is a historic fortress from the native, Anglo-French and Revolutionary War era
Nearby
Lake George
City / town · 38 listings · 15 mi away
Ticonderoga
City / town · 19 listings · 23 mi away
Crown Point
City / town · 4 listings · 28 mi away
Blue Mountain Lake
City / town · 6 listings · 32 mi away
Elizabethtown
City / town · 13 listings · 38 mi away
Brandon
City / town · 4 listings · 39 mi away
Keene
City / town · 5 listings · 40 mi away
Westport
City / town · 8 listings · 41 mi away
My experience
Write about your trip here. Notes save automatically in this browser as you type; back them up from My journal.