Alissa’s guidebook

Alissa
Alissa’s guidebook

Food scene

Great for a family meal, a growler to go, or a night out with friends.
114 locals recommend
Chatham Brewing
59 Main St
114 locals recommend
Great for a family meal, a growler to go, or a night out with friends.
Grilled Cheese, Coffee, Breakfast (8:00AM), Charcuterie
39 locals recommend
Bimi's Cheese Shop
21 Main St
39 locals recommend
Grilled Cheese, Coffee, Breakfast (8:00AM), Charcuterie
Great breakfast and Mexican lunch
7 locals recommend
Toast Cafe
41 Main St
7 locals recommend
Great breakfast and Mexican lunch
Great International Beer selection and Charcuterie
27 locals recommend
Saisonnier
11 Chatham St
27 locals recommend
Great International Beer selection and Charcuterie
Breakfast and Lunch
145 locals recommend
Bartlett House
2258 NY-66
145 locals recommend
Breakfast and Lunch
117 locals recommend
The Red Lion Inn
30 Main St
117 locals recommend
No. Six Depot Roastery & Cafe
6 Depot St
82 locals recommend
66 locals recommend
Our Daily Bread Deli
116 Hudson Ave
66 locals recommend
21 locals recommend
Morningbird
4 Hudson St
21 locals recommend
Recently reopened!
68 locals recommend
Blue Plate
1 Kinderhook St
68 locals recommend
Recently reopened!
Italian
14 locals recommend
nonne
10 Main St
14 locals recommend
Italian
Breakfast, desserts, coffee
22 locals recommend
Main St Goodness, home of PieconicNY bakery
20 Main St
22 locals recommend
Breakfast, desserts, coffee
Delicious cocktails - not great for kids
54 locals recommend
The People's Pub
36 Main St
54 locals recommend
Delicious cocktails - not great for kids
Good pizza
12 locals recommend
Lagonias Bistro
15 Hudson Ave
12 locals recommend
Good pizza

Sightseeing

A wonderful and historic afternoon with a great cafe to eat in before or after your visit.
161 locals recommend
Hancock Shaker Village
1843 W Housatonic St
161 locals recommend
A wonderful and historic afternoon with a great cafe to eat in before or after your visit.
Just over the Massachusetts’s border in Stockbridge! They host many spectacular events throughout the year.
109 locals recommend
Naumkeag
5 Prospect Hill Rd
109 locals recommend
Just over the Massachusetts’s border in Stockbridge! They host many spectacular events throughout the year.
118 locals recommend
Berkshire Botanical Garden
5 W Stockbridge Rd
118 locals recommend
Martin Van Buren National Historic Site
1013 Old Post Rd
53 locals recommend
210 locals recommend
The Olana Partnership
5720 NY-9G
210 locals recommend
The Mount, Edith Wharton's Home
2 Plunkett St
167 locals recommend

Outdoors

This bike shop just so happens to be owned by your hosts! When staying with us, we can be your bike concierge! We’ll also offer discounts on rentals and service to our guests.
Velo Domestique Bicycle Shop
1006 Kinderhook St
This bike shop just so happens to be owned by your hosts! When staying with us, we can be your bike concierge! We’ll also offer discounts on rentals and service to our guests.
Their office is on Main Street in the Village - they maintain many wonderful trails in Columbia County and are full of information on where to go.
8 locals recommend
Columbia Land Conservancy Inc
49 Main St
8 locals recommend
Their office is on Main Street in the Village - they maintain many wonderful trails in Columbia County and are full of information on where to go.
Skiing
329 locals recommend
Catamount Mountain Ski Resort
78 Catamount Rd
329 locals recommend
Skiing
Skiing in the winter and adventure activities in the summer.
200 locals recommend
Jiminy Peak
37 Corey Rd
200 locals recommend
Skiing in the winter and adventure activities in the summer.
Skiing
115 locals recommend
Bousquet Ski Area
101 Dan Fox Dr
115 locals recommend
Skiing
Part of the Empire State Trail that runs from NYC to Buffalo and Canada.
Albany-Hudson Electric Trail
Albany-Hudson Electric Trail
Part of the Empire State Trail that runs from NYC to Buffalo and Canada.
Good old fashioned dirt track racing in neighboring New Lebanon.
14 locals recommend
Lebanon Valley Speedway
1746 US-20
14 locals recommend
Good old fashioned dirt track racing in neighboring New Lebanon.
39 locals recommend
Butternut Basin
39 locals recommend
Chatham's Park - in the summer there is a pond with a sandy beach area and lifeguards on duty. Two playgrounds. Skateboard/BMX park. Soon to be completed Pump Track!
12 locals recommend
Crellin Park
2940 NY-66
12 locals recommend
Chatham's Park - in the summer there is a pond with a sandy beach area and lifeguards on duty. Two playgrounds. Skateboard/BMX park. Soon to be completed Pump Track!
Golf Course with 9 Hole and 18 Hole Tee Times available to book to the general public.
11 locals recommend
Winding Brook Country Club
2839 NY-203
11 locals recommend
Golf Course with 9 Hole and 18 Hole Tee Times available to book to the general public.

City/town information

Art galleries, restaurants/bars, antique shops, and boutiques galore.
442 locals recommend
Hudson
442 locals recommend
Art galleries, restaurants/bars, antique shops, and boutiques galore.
Historic and quaint village with good restaurants and access to the Empire State Trail
25 locals recommend
Kinderhook
25 locals recommend
Historic and quaint village with good restaurants and access to the Empire State Trail
A visit to the state capital, Palace Theatre, or the State Museum
59 locals recommend
Albany
59 locals recommend
A visit to the state capital, Palace Theatre, or the State Museum
25 minutes away and very picturesque! - The "Norman Rockwell" town. The town houses the Norman Rockwell Museum and the Red Lion Inn.
69 locals recommend
Stockbridge
69 locals recommend
25 minutes away and very picturesque! - The "Norman Rockwell" town. The town houses the Norman Rockwell Museum and the Red Lion Inn.
188 locals recommend
Great Barrington
188 locals recommend
78 locals recommend
Crandell Theatre
48 Main St
78 locals recommend

Music

The summer venue for the Boston Pops. Grab a cheese plate from Bimis, some wine, and head over for a great evening!
58 locals recommend
Tanglewood
58 locals recommend
The summer venue for the Boston Pops. Grab a cheese plate from Bimis, some wine, and head over for a great evening!
Concert Venue
38 locals recommend
The Egg
South Mall Arterial
38 locals recommend
Concert Venue

Museum

NY's State Museum
87 locals recommend
New York State Museum
222 Madison Ave
87 locals recommend
NY's State Museum
Great Family Museum Trip
40 locals recommend
Fireman's Firefighting Museum
117 Harry Howard Ave
40 locals recommend
Great Family Museum Trip
This FREE local sculpture park is a great way to spend a few hours! Bring a snack or a picnic and eat amongst the art. Note: right now you must make a reservation for weekend visits.
310 locals recommend
Art Omi
1405 Co Rte 22
310 locals recommend
This FREE local sculpture park is a great way to spend a few hours! Bring a snack or a picnic and eat amongst the art. Note: right now you must make a reservation for weekend visits.
344 locals recommend
Norman Rockwell Museum
9 Glendale Rd
344 locals recommend