Restaurants near Canaan

Home Range Winery 146 Flints Crossing Rd, Canaan Wineries • $$
146 Flints Crossing Rd, Canaan

“An amazing place to visit! Great wine and music. Great place to spend an afternoon. And the owners are absolutely wonderful! ❤️”

4.7 Superb57 Reviews
2

Subway

Subway 12845 NY-22, Canaan Sandwich Shop • $
12845 NY-22, Canaan

Customers` Favorites

Big Philly Cheesesteak Salad
Spicy Italian
Turkey Breast
Guacamole

“Great location attached to the Love's. They weren't stingy on anything, and I even got an extra meatball on my Sub. Instantly better than 95% of Subways.”

3.3 Good50 Reviews
Old Chatham Country Store & Cafe 639 Albany Turnpike, Old Chatham Bistros • $$
639 Albany Turnpike, Old Chatham - 6.22 miles

“A perfect summer meal in a gorgeous garden - when we arrived we discovered their daily menu had few vegetarian options so we asked if the chef could make some simple grilled vegetable and instead he made 7 exquisite, world class veggie dishes - our server told us he took it as in inspiring challenge. while the beef and shellfish dishes enjoyed by half the table were perfectly executed (in facvt, the clam broth made we swoon in joy) the vegetarians were the winners (and graciously shared their summer bounty with the whole table)”

4.9 Superb86 Reviews
The Lost Lamb 31 Main St, Stockbridge Patisserie/Cake Shop • $
31 Main St, Stockbridge - 11.32 miles

Customers` Favorites

Macarons
Bakery
Almond Croissant
Cupcake
Muffins
Chocolate Chip Cookies
Breakfast Sandwich
Pain Au
Egg Salad Sandwich
Lemon Blueberry Loaf Cake

“If only one could bottle the heavenly aroma that greets you when you open the door! The case is filled with one temptation after another, including a variety of GF items. The GF cranberry muffin is redolent with orange. The bursts of fresh cranberry are a tart surprise. The GF chocolate Bundt cake is tender, fudgy and moist, with just the right amount of vanilla glaze.”

4.7 Superb133 Reviews
No. Six Depot Roastery & Cafe 6 Depot St, West Stockbridge Coffee Shops • $
6 Depot St, West Stockbridge - 6.7 miles

Customers` Favorites

Chocolate Croissant
Banana Chocolate Chip Muffin
Drip Coffee

“Delicious salad and tea! Super friendly staff and pleasant to have a light lunch outdoors! 😊”

4.7 Superb235 Reviews
Truc Orient Express 3 Harris St, West Stockbridge Vietnamese • $$
3 Harris St, West Stockbridge - 6.77 miles

“Exquisite hospitality and kindness shown by the owner. Her attention to detail and care with everything she does is expressed in her delicious authentic food. She takes immense care with my food restrictions and is one of the only places I feel safe eating out. Truc is a true testament to her long standing family business that continues to thrive and be an active part in our community here in West Stockbridge.”

5 Superb61 Reviews
Maverick's 502 Columbia Pike, New Lebanon Sandwich Shop • $
502 Columbia Pike, New Lebanon - 4.83 miles

Customers` Favorites

Salads
Bagel Sandwich
Croissant
Bread Choices
Pie
Turkey
Avocado
Strawberry
Bagel with Plain Cream Cheese
The Grown-Up Grilled Cheese

“Such great soups, great service, friendly atmosphere, and a breakfast selection you can’t beat! Weekly ritual in my home and something to look forward to!”

5 Superb149 Reviews
Woodlife Farm Market 36 Old Rte 20, New Lebanon Comfort Food
36 Old Rte 20, New Lebanon - 5.39 miles

“Incredible place, beautiful indoor and outdoor dining options and the best food I’ve had locally! Couldn’t recommend it more!”

4.9 Superb52 Reviews
Stockbridge Coffee & Tea 6 Elm St, Stockbridge Coffee Shops • $
6 Elm St, Stockbridge - 11.4 miles

“Great coffee, great chai, great people!!”

4.9 Superb119 Reviews
Balderdash Cellars 81 State Rd, Richmond Wineries • $$
81 State Rd, Richmond - 5.66 miles

“Truly the best experience in the Berkshires! Delicious wines & beers, friendly owners & staff, beautiful scenery overlooking Richmond pond and the Berkshire mountains, plenty of chairs, tables and area to sit and enjoy, kid & dog-friendly, great food trucks, wonderful musical entertainment, and a renovated barn for large parties. We are so lucky to have Balderdash here!!”

4.8 Superb170 Reviews
Dan's Diner 1005 NY-203, Chatham Diner • $
1005 NY-203, Chatham - 7.72 miles

Customers` Favorites

Toast
Lemonade
Burgers
Gravy
Home Fries
Chicken Sandwich
Bacon and Eggs Overlight
Meat Lovers Omelette
Blueberry Pancakes
Hot Mess a Must Try

“Austin has captured the old fashion diner car. Wonderfully restored. Fun to sit at the counter and watch the magic. Reasonably priced. Yummy Omletes! Give it a try; I don't think you'll be disappointed! 👍👍”

4.7 Superb136 Reviews
S&S Farm Brewery 174 Middle Rd, Nassau Brewery • $$
174 Middle Rd, Nassau - 8.4 miles

“May 4 at S&S The beer was good as always. The music was very good and Flaco Tacos was excellent. Cold and windy, still a great evening. Beer line was a long wait. It’s better when beer is served at two locations.”

4.8 Superb124 Reviews
Roaring 20s Brewery & Taphouse 565 US-20, New Lebanon Brewery • $
565 US-20, New Lebanon - 4.52 miles

“Two thumbs up. Highly recommend.”

4.9 Superb62 Reviews
14

Anna's

Anna's 175 Lebanon Mountain Rd, Pittsfield Pizza • $
175 Lebanon Mountain Rd, Pittsfield - 5.19 miles

Customers` Favorites

Pepperoni Pizza
Anna

“Food was awesome!!!! Owner was so nice! Hadn’t been there in a few years but the place looks great and food is still amazing! He was so nice, especially considering my 3 kids were like monkeys everywhere. Best pizza I’ve had in years! Can’t wait to go back.”

4.9 Superb66 Reviews
Jimmy D's 531 Columbia Pike Route 20, New Lebanon Pizza • $
531 Columbia Pike Route 20, New Lebanon - 4.67 miles

Customers` Favorites

Cheeseburger
Toast
Grilled Chicken and Greek Salad Wrap
Royal Chicken Souvlaki Platter
Homemade Meatloaf Dinner
Corned Beef Hash & Eggs
Spaghetti and Meatballs
With Grilled Chicken
Baby Clam Scampi
Vegetable Pizza

“Dropped my son back at prep school yesterday and stopped by here for the first time. I had a standard cheese pizza, and it was very good Greek-style pizza! My wife and son had cheeseburgers, and both enjoyed. My son ended up bringing back a pizza to school, and him and his classmates all enjoyed. Cool old school spot that is a cross between a diner and standard sit down restaurant. We will be back for sure.”

4.6 Superb183 Reviews
16

AMICI

AMICI 5 Albany Rd, West Stockbridge Italian • $$
5 Albany Rd, West Stockbridge - 6.6 miles

Customers` Favorites

Eggplant Parm
Seafood
Chicken Parmigiana
Caesar Salad
Olives
The Vesuvius
Fettuccine Alfredo
Spinach Ravioli
Roasted Vegetables
Housemade Truffle Fries

“Amici is a gem! We discovered it only just now, while looking for a place that could accommodate a party of seven on short notice, in the high season of summer. The food was delicious; the Caesar salad, truffle fries, and chicken parmigiana were especially good. And the service was wonderful, both friendly and efficient—which we appreciated with two hungry kids in the party. Speaking of kids, Amici is very family-friendly. They made a kid-size lasagna for our seven-year-old—which he finished, and that was great (because he’s finicky). We will definitely be back!”

4.5 Superb173 Reviews
Once Upon a Table 36 Main St, Stockbridge American • $$
Recommended
36 Main St, Stockbridge - 11.35 miles

Customers` Favorites

French Onion Soup
Grilled Salmon
Kale Caesar
Oven Roasted Beef Tenderloin with Mashed Potato and a Horseradish Cream Sauce
Classic Caesar with Garlic Croutons and Reggiano Parmesan Cheese
Roasted Half Duck with Rasberry Demi-Glace & Mashed Potato
Flourless Chocolate Decadence with Raspoberry Coulis
Creme Brulee Chef's Choice
Coconut Carrot Curry Soup
Wild Mushroom Polenta

“Don't miss Once Upon a Table! Creative cuisine, fresh, healthy options and generous portions. The staff is friendly and helpful. Avi the owner is so warm and hospitable. She aways tries her best to take care and please everyone.”

4.5 Superb282 Reviews
18

Mario's

Mario's US-20, New Lebanon Italian • $$
US-20, New Lebanon - 5.02 miles

Customers` Favorites

Popover
Mushrooms Beignet
Creme Brulee
Lasagna
Tiramisu
Crembrule
Tournedos of Beef
Pan Seared Scallops
Lasagne Bolognese
Caesar Salad with Anchovies Side

“Another Fantastic dinner! Great way to celebrate our Anniversary!! thank you Sage!! Awesome 👌”

4.5 Superb212 Reviews
Smitty's Pizza & Subs 882 US-20, New Lebanon Pizza • $$
882 US-20, New Lebanon - 4.14 miles

“stopped in with my Uncle for pizza and a beer and not only is Kevin a hoot, but I LOVE the pizza!! I will definitely be back next time I'm in town.”

4.4 Superb35 Reviews
Gardner's Coffee Shoppe 15879 NY-22, Stephentown Ice Cream & Frozen Yogurt • $
15879 NY-22, Stephentown - 10.1 miles

Customers` Favorites

Sundae
Hamburger
Shakes & Floats
Chicken Fingers
Cheeseburger
Onion Rings
Baconburger

“The food was amazing with excellent prices. Super friendly staff and almost no wait time for the food. This was our first time here for breakfast and plan on returning real soon to try lunch! We give it a 10/10!”

4.3 Superb130 Reviews
Main Street Cafe 40 Main St, Stockbridge American • $
40 Main St, Stockbridge - 11.35 miles

Customers` Favorites

Sandwiches
Wrap
Home Fries
Beef
New England Clam Chowder
Thanksgiving Sandwich
Turkey Club
Muffin
Apple Walnut Chicken Salad Sandwich
Stuffed French Toast

“Awesome and quick service- food was outstanding!! Definitely a favorite 😍”

4.4 Superb281 Reviews
The Ostrich Room 10 Richmond Mountain Rd, Lenox Bar • $$
10 Richmond Mountain Rd, Lenox - 7.78 miles

Customers` Favorites

Arayes
Crispy Chicken Schnitzel
Burger and Fries
Side of Fries
Charcuterie

“The focaccia bread is a must get! The fries were the crispiest most delicious compliment to the burger. Happy we were able to get in despite not having a reservation.”

4.3 Superb37 Reviews
Jackson's Old Chatham House 646 Albany Turnpike, Old Chatham American • $$
646 Albany Turnpike, Old Chatham - 6.22 miles

Customers` Favorites

Steak
Butternut Ravioli
Stuffed Mushrooms
French Onion Soup
Stuffed Shrimp with Lobster Cream Sauce Rice and Fresh Vegetables
Flo's Fisherman Platter
Prime Rib with Au Jus
Chocolate Peanut Pie
Chicken Cordon Bleu
Blackened Scallops

“I look forward to eating here every time I’m in the area! I love the food! The service is awesome! Every! Time! I especially appreciate the gracious and generous nature of the people who work here. And the owners are wonderful. They have an establishment that consistently provides an excellent meal and the perfect place to catch up with old friends.”

4.3 Superb245 Reviews
Flo's Diner 1245 W Housatonic St, Pittsfield Diner • $
1245 W Housatonic St, Pittsfield - 7.35 miles

Customers` Favorites

French Toast
Raspberry Pancakes
Muffin
Two Eggs Scrambled with Sausage Links and San Francisco Sourdough Toast
Scrambled Egg Home Fries Toast Bacon
Eggs Home Fries and Toast Breakfast
It Was a Breakfast Platter
Bacon and Home Fries
Philly Cheesesteak
Blueberry Pancakes

“the food was alright but for such a simple order they got it wrong. There were only 2 tables that were occupied. I wouldnt think it would be hard to remember toast home fries and eggs”

4.3 Superb239 Reviews
Norte Azul Cantina 15952 NY-22, Stephentown Mexican • $$
15952 NY-22, Stephentown - 10.26 miles

Customers` Favorites

Birria Quesadilla
Chicken Enchiladas
Black Bean Soup
Chips and Salsa
Cowboy Burrito
Queso
Steak Fajitas
Chips and Guacamole
Margherita
Fish Tacos

“Fantastic fresh food, and delicious drinks in a fun setting!”

4.3 Superb248 Reviews
M & M's Tap & Tavern 501 US-20, New Lebanon Bar • $$
501 US-20, New Lebanon - 4.79 miles

Customers` Favorites

French Onion Soup
BBQ Chicken Pizza
Buffalo Chicken Pizza
Side of Whiskey Battered Onion Rings
Burger with Bacon
Cheeseburger
Tavern Tacos
Potato Skins
Bourbon Burger
Pepperoni Pizza

“Great food but everything costs extra. Bought $67 worth of food which included 3lbs of wings for about $30-$32. Only comes with two sauces. The ranch wasn’t filled and didn’t go as far as it needed to. I will not pay $1 extra for more when you can get a bottle for about that.”

4 Good223 Reviews
88 China City 501 US-20, New Lebanon Chinese • $
501 US-20, New Lebanon - 4.81 miles

Customers` Favorites

Roast Pork Lo Mein
Vegetable Lo Mein
Mozzarella Stick
Crab Rangoon
Spring Roll

“This restaurant is run by a couple. Very clean, the food is cooked with great care, delicious, and cheaper. I will recommend this restaurant to anyone seeking good Chinese food.”

3.3 Good58 Reviews
Blueberry Hill Market Cafe 515 US-20, New Lebanon Cafe • $
515 US-20, New Lebanon - 4.74 miles

Customers` Favorites

Crunchy French Toast
Blueberry Pancakes
Chicken and Waffles
Breakfast Burrito
Chicken Sandwich
Avocado Toast
Signature Corned Beef Hash Eggs and Toast
Florentine Omelette
Omelette Florentin
Lemonade

“Surprisingly wonderful for dinner with the best burgers in the area.”

4 Good237 Reviews
The Lion's Den The Red Lion Inn, 30 Main St, Stockbridge Bar • $$
The Red Lion Inn, 30 Main St, Stockbridge - 11.32 miles

Customers` Favorites

Clam Chowder
Corn Chowder

“Stopped in last night with my boyfriend and best friend 5/3/25 for a drink and lucked out with a lovely duo performance! My boyfriend used to come to the Red Lion Inn as a kid and he hadn't been in years. We had to stop in while we were in town and it was a very special moment. The only downside would be we only ordered the nuts and they took 30 minutes to come out. Seemed like our waiter was preoccupied with another table and we couldn't help but take notice. Our waiter, very tall slender looking man, was being disrespectful to a younger couple who was staying at the Inn for a weekend getaway. He was hitting on the girlfriend and openly crossing a boundary. The boyfriend even expressed to the waiter how uncomfortable he was that this is his girlfriend. He was asking the couple how they met and if they were even attracted to each other. It was incredibly uncomfortable and creepy to witness and I was appalled at the servers remarks to the couple. As someone who has been a waitress and a bartender, talking down to customers and hitting on their partner is so unbelievably unprofessional and I would be fired immediately. I am really hoping a consequence can come from this. Really upsetting way to leave such a gorgeous establishment with so many memories. Out of respect for this incredible establishment I gave it a 4 stars but it would've been a 5 otherwise.”

3.9 Good597 Reviews
Michaels of Stockbridge 5 Elm St, Stockbridge American • $$
5 Elm St, Stockbridge - 11.43 miles

Customers` Favorites

Dinner
Fish
French Onion Soup
Steak
Clam Chowder
Bowl of Chili
Eggplant Parmesan
Chicken Carbonara
Sweet Potato Fries
Grilled Chicken Cobb Salad

“The best Rueban sandwich I’ve ever had.”

3.6 Good283 Reviews

Get more info in our app

Download app for free

Open