Upstate Guide

Laura
Upstate Guide

Outdoor

There is a residential only beach during the summer (we have passes for four guests, so our guests can get in free and $5 additional per person, cash only). If you have canoes, kayaks, or paddle boards, there is a public (free) boat launch accessible.
17 locals recommend
Queechy Lake
17 locals recommend
There is a residential only beach during the summer (we have passes for four guests, so our guests can get in free and $5 additional per person, cash only). If you have canoes, kayaks, or paddle boards, there is a public (free) boat launch accessible.
Lake Taghkanic State Park – 30 mins away. A lake surrounding by good hiking. Great for kids!
132 locals recommend
Lake Taghkanic State Park
1528 New York 82
132 locals recommend
Lake Taghkanic State Park – 30 mins away. A lake surrounding by good hiking. Great for kids!
Beebe Hill (Harvey Mountain State Forest) 1.7 Mile Trail (in and out) with fire tower and great views.
23 locals recommend
Beebe Hill State Forest
County Route 5
23 locals recommend
Beebe Hill (Harvey Mountain State Forest) 1.7 Mile Trail (in and out) with fire tower and great views.
Tanglewood – 30 mins - Grab a bottle of wine and head to the crown jewel of the Berkshires where you can hear the Boston Symphony Orchestra play throughout the summer. Check for limited operating hours due to COVID.
Tanglewood Preserve
1 Tanglewood Rd
Tanglewood – 30 mins - Grab a bottle of wine and head to the crown jewel of the Berkshires where you can hear the Boston Symphony Orchestra play throughout the summer. Check for limited operating hours due to COVID.

Museum

Outdoor sculpture garden. Free and open to the public during COVID. See their website for rules.
310 locals recommend
Art Omi
1405 Co Rte 22
310 locals recommend
Outdoor sculpture garden. Free and open to the public during COVID. See their website for rules.
Hancock Shaker Village – 15 mins – Great for kids. Experience shaker society in one of the most well-known shaker villages in the country. Check for limited operating hours due to COVID.
161 locals recommend
Hancock Shaker Village
1843 W Housatonic St
161 locals recommend
Hancock Shaker Village – 15 mins – Great for kids. Experience shaker society in one of the most well-known shaker villages in the country. Check for limited operating hours due to COVID.
MassMOCA – 45 mins - This is a world class museum and definitely worth seeing. It’s massive and almost impossible to do in a day. Check for limited operating hours due to COVID.
33 locals recommend
MASS MoCA
1040 Mass MoCA Way
33 locals recommend
MassMOCA – 45 mins - This is a world class museum and definitely worth seeing. It’s massive and almost impossible to do in a day. Check for limited operating hours due to COVID.

Neighborhoods

West Stockbridge – 15 mins - The closest town in the Berkshires. No. Six Depot is a great spot for lunch / coffee plus there is a great sculpture museum in the center of town.
19 locals recommend
West Stockbridge
19 locals recommend
West Stockbridge – 15 mins - The closest town in the Berkshires. No. Six Depot is a great spot for lunch / coffee plus there is a great sculpture museum in the center of town.
Stockbridge – 20 mins – Not much going on in this town but the historic centerpiece of the town Red Lion Inn is worth a visit for dinner. It’s timeless and unchanged over many generations. The town itself is surrounded by beautiful quintessential New England homes.
69 locals recommend
Stockbridge
69 locals recommend
Stockbridge – 20 mins – Not much going on in this town but the historic centerpiece of the town Red Lion Inn is worth a visit for dinner. It’s timeless and unchanged over many generations. The town itself is surrounded by beautiful quintessential New England homes.
Great Barrington – 30 mins – Great Barrington hosts the best restaurant in all of the Berkshires, Prairie Whale. PRO MOVE: After dinner at Prairie Whale, walk down main street to get ice cream from SoCo.
188 locals recommend
Great Barrington
188 locals recommend
Great Barrington – 30 mins – Great Barrington hosts the best restaurant in all of the Berkshires, Prairie Whale. PRO MOVE: After dinner at Prairie Whale, walk down main street to get ice cream from SoCo.
Lenox – 30 mins – The “poshest” town in the Berkshires and home to Tanglewood. Lots of cafes and stores. A bit older of a demographic.
86 locals recommend
Lenox
86 locals recommend
Lenox – 30 mins – The “poshest” town in the Berkshires and home to Tanglewood. Lots of cafes and stores. A bit older of a demographic.

Food scene

Ben Gable Savories – $ Great for breakfast or lunch. Very casual and one of our absolute favorites. Check for limited hours due to COVID.
38 locals recommend
benGABLEsavories
17 Central Sq
38 locals recommend
Ben Gable Savories – $ Great for breakfast or lunch. Very casual and one of our absolute favorites. Check for limited hours due to COVID.
Pieconic – 15 mins - $ Go here for the pie only. It’s an average lunch spot but the pie is incredible! Open for takeout during COVID.
22 locals recommend
Main St Goodness, home of PieconicNY bakery
20 Main St
22 locals recommend
Pieconic – 15 mins - $ Go here for the pie only. It’s an average lunch spot but the pie is incredible! Open for takeout during COVID.
Bartlett House – 20 mins – $$$ Perfect spot for brunch or dinner. They also have a more low key coffee shop with homemade pastries and bread. Open for takeout during COVID - recommend: any baked breads - pullman or sourdough, pastries, hot coffee to go + beans, breakfast sandwiches, lunch and dinner.
145 locals recommend
Bartlett House
2258 NY-66
145 locals recommend
Bartlett House – 20 mins – $$$ Perfect spot for brunch or dinner. They also have a more low key coffee shop with homemade pastries and bread. Open for takeout during COVID - recommend: any baked breads - pullman or sourdough, pastries, hot coffee to go + beans, breakfast sandwiches, lunch and dinner.
Local 111 – 20 mins - $$$ A solid dinner spot! Check for limited hours due to COVID.
79 locals recommend
Local 111
111 Main St
79 locals recommend
Local 111 – 20 mins - $$$ A solid dinner spot! Check for limited hours due to COVID.
West Taghkanic Diner – 30 mins - $ The wait for food can be long but it is delicious and in an old diner setting. Check for limited hours due to COVID.
58 locals recommend
West Taghkanic Diner
1016 NY-82
58 locals recommend
West Taghkanic Diner – 30 mins - $ The wait for food can be long but it is delicious and in an old diner setting. Check for limited hours due to COVID.
Fish & Game – 40 mins - $$$ Great atmosphere and good food. Check for limited hours due to COVID.
82 locals recommend
Fish & Game
13 S 3rd St
82 locals recommend
Fish & Game – 40 mins - $$$ Great atmosphere and good food. Check for limited hours due to COVID.
Maker Hotel – 40 mins - $$$ Go here for cocktails. They have a bar with a fireplace and outdoor seating. Check for limited hours due to COVID.
136 locals recommend
Hudson Food Studio
746 Warren St
136 locals recommend
Maker Hotel – 40 mins - $$$ Go here for cocktails. They have a bar with a fireplace and outdoor seating. Check for limited hours due to COVID.
Wm. Farmer and Son – 40 mins - $$$ Check for limited hours due to COVID.
168 locals recommend
Wm. Farmer and Sons
20 S Front St
168 locals recommend
Wm. Farmer and Son – 40 mins - $$$ Check for limited hours due to COVID.
Nine Cakes – Cake and ice cream. $
25 locals recommend
Nine Cakes
748 Warren St
25 locals recommend
Nine Cakes – Cake and ice cream. $
Six Depot – Good breakfast and lunch spot. Also great coffee. Online ordering for coffee pick up and breakfast and lunch. Check for limited hours due to COVID.
82 locals recommend
No. Six Depot Roastery & Cafe
6 Depot St
82 locals recommend
Six Depot – Good breakfast and lunch spot. Also great coffee. Online ordering for coffee pick up and breakfast and lunch. Check for limited hours due to COVID.
Red Lion Inn – 20 mins – An old school restaurant that seems like you’ve stepped back into time. Worth a visit. Open for in-restaurant dining. Check for limited hours due to COVID.
117 locals recommend
The Red Lion Inn
30 Main St
117 locals recommend
Red Lion Inn – 20 mins – An old school restaurant that seems like you’ve stepped back into time. Worth a visit. Open for in-restaurant dining. Check for limited hours due to COVID.
Prairie Whale – 30 mins - One of our favorites. If you’re familiar with Andrew Tarlow (Diner, Marlow and Sons, etc…) then you’ll get the vibe of Prairie Whale. Outdoor patio seating available during COVID. Get there early! Check for limited hours due to COVID.
203 locals recommend
The Prairie Whale
178 Main St
203 locals recommend
Prairie Whale – 30 mins - One of our favorites. If you’re familiar with Andrew Tarlow (Diner, Marlow and Sons, etc…) then you’ll get the vibe of Prairie Whale. Outdoor patio seating available during COVID. Get there early! Check for limited hours due to COVID.
SoCo Ice Cream – Down the street from Prairie Whale. Great spot for a summer treat. Open for takeout! Check for limited hours due to COVID.
45 locals recommend
Soco Creamery
5 Railroad St
45 locals recommend
SoCo Ice Cream – Down the street from Prairie Whale. Great spot for a summer treat. Open for takeout! Check for limited hours due to COVID.
Local brewery with great beer. Dine in or take out. Beers to go!
114 locals recommend
Chatham Brewing
59 Main St
114 locals recommend
Local brewery with great beer. Dine in or take out. Beers to go!
Thursday BBQ is fantastic! Order ahead on their online store for curbside pickup!
SoMa Catering
4 Albany Rd
Thursday BBQ is fantastic! Order ahead on their online store for curbside pickup!
A delicious local pizza spot! Pick up a pie + salad for a light meal or go for the pasta. Lovely people. Order at 4PM for preferred pick up time! Early pick up times go quickly if you like to eat early.
14 locals recommend
nonne
10 Main St
14 locals recommend
A delicious local pizza spot! Pick up a pie + salad for a light meal or go for the pasta. Lovely people. Order at 4PM for preferred pick up time! Early pick up times go quickly if you like to eat early.

Grocery

Place an order at Shadowbrook to pick up on your way to our homestead. Their farm store is open for walk-ins or order ahead at https://www.shadowbrookfarmllc.com/shop. They carry: pasture beef, pork, chicken, eggs, milk, ice cream, local honey and maple syrup and more.
Shadowbrook Farm
2479 County Route 5
Place an order at Shadowbrook to pick up on your way to our homestead. Their farm store is open for walk-ins or order ahead at https://www.shadowbrookfarmllc.com/shop. They carry: pasture beef, pork, chicken, eggs, milk, ice cream, local honey and maple syrup and more.
A grocery store with locally grown or produced fruits, vegetables, grocery products, and household items as possible and are committed to supporting our local farmers and artisans. https://store.hawthornevalley.org/about/
103 locals recommend
Hawthorne Valley Farm Store
327 County Route 21c
103 locals recommend
A grocery store with locally grown or produced fruits, vegetables, grocery products, and household items as possible and are committed to supporting our local farmers and artisans. https://store.hawthornevalley.org/about/
Large local grocery store with all local and organic produce, fresh meats and seafood. https://guidosfreshmarketplace.com/
248 locals recommend
Guido's Fresh Marketplace
760 S Main St
248 locals recommend
Large local grocery store with all local and organic produce, fresh meats and seafood. https://guidosfreshmarketplace.com/
Local large format grocery with essentials.
65 locals recommend
Price Chopper
2614 NY-66
65 locals recommend
Local large format grocery with essentials.
Local wine store with order ahead and curbside pick up or walk-ins.
12 locals recommend
(drink.)
15 Dardess Drive
12 locals recommend
Local wine store with order ahead and curbside pick up or walk-ins.