15 Best Dog Friendly Restaurants Lenox

1
Brava

Brava Wine Bar • $$
65 Church St, Lenox

Customers` Favorites

Parmesan Truffle Fries
Crispy Chicken Wings
Patatas Bravas
Meatballs
Peppers

“AMAZING! I love a tapas restaurant, try a bunch to share is wonderful, and good wine helps! Don't call me crazy but GET THE SWISS CHARD! The boom boom shrimp was so good! The sauce on the patatas bravas is good but spicy beware. The sirloin was cooked to perfection! The special pizza had pork, onions, pineapple I forget the cheese but this is also a MUST, I know pineapple on pizza is a NO NO but this was AMAZING! For dessert we had bread pudding and passion fruit gelato also very good! Highly recommend this restaurant!“

4.6 Superb83 Reviews
The Olde Heritage Tavern Bar • $
12 Housatonic St # 201, Lenox

Customers` Favorites

Loaded Chicken Quesadilla
Spinach and Artichoke Dip
New England Clam Chowder
Philly Steak and Cheese
Heritage Clam Chowder
Basket of Pub Fries
Soft Baked Pretzel
French Onion Soup
Fish and Chips
Spinach Salad

“Had lunch here after exploring the village of Lenox. For a weekday in fall 2022 it was quite crowded. Tough to find a table but we lucked out with the timing.The staff were attentive even with the crowds but not overly so.The beer selection was decent with some good local options.Food was good solid pub food. The wraps (pictured) are hearty and well made.This is a good place to enjoy a nice lunch or just enjoy drinks with friends.“

4.1 Good91 Reviews
No. Six Depot Roastery & Cafe Cafe • $
6 Depot St, West Stockbridge - 4.54 miles

Customers` Favorites

Chocolate Croissant

“Absolutely love this roastery! Visiting Stockbridge for a few days and so glad we stumbled upon this place. Amazing tasting latte and scones. Staff is super friendly and best of all, very dog friendly. Highly recommend if you’re looking for a good cup of coffee and somewhere to relax with a book or some “

4.7 Superb57 Reviews
Thrive Diner Vegan • $
145 Wahconah St, Pittsfield - 7.53 miles

Customers` Favorites

Beyond Burger with Lettuce Tomato Onion & Dijon Vinaigrette on a Pretzel Bun
Five Directions Buddha Bowl
Mediterranean Buddha Bowl
Buffalo Cauliflower
Avocado Bruschetta
Fried Tofu Nuggets
Sweet Potato Fries
Spicy Buddha Bowl
Spicy Kale Salad
Chocolate Cake

“What an adorable little place! An old railroad car diner that serves delicious vegan food! This is some kicked up vegan and GF food that will satisfy the pickiest of eaters. Everyone should give it a try! Mediterranean grain bowl is excellent.“

4.8 Superb96 Reviews
Balderdash Cellars Wineries • $$
81 State Rd, Richmond - 4.87 miles

“We love this place. Live music and good food trucks on a Saturday. This place can’t be beat. Donna greeted us when we walked in and directed us to the tables down stairs that had been set up to accommodate more guests. We were still able to hear the music and chat. We enjoy going in the warmer weather as they have tons of chairs to sit outside and enjoy food, wine and music.“

4.8 Superb62 Reviews
Pittsfield Rye Bakery Bakery • $$
1010 South St, Pittsfield - 3.74 miles

“Stopped in to the bakery this past weekend. We were staying at the hotel next door, making a visit back to our hometown for a family event. We fondly remember the bread from childhood and have been excited to see it and buy it in supermarkets near our Boston home recently. The rye bread is awesome, but I am also enjoying the chocolate and apple breads. My husband adores the soft slider rolls too. During our visit we had the opportunity to meet the congenial owners and have a brief chat. The owner was gracious enough to add some extra rolls to our order. our niece loved having them for her engagement party. The kindness was much appreciated and we look forward to stocking up on more bread when we return to Pittsfield this fall. In the meantime we will look for it in our local Shaw’s. The rye bread is the best! the Gaul’s from Brockton, MA“

5 Superb7 Reviews
Roses Restaurant American • $
160 Housatonic St, Lee - 4.4 miles

Customers` Favorites

Roses' Grilled Bacon Cheeseburger
Espresso Croissant French Toast
The Best Huevos Rancheros
The Breakfast Burrito
Eggplant Napolitano
Blueberry Pancakes
Breakfast Sandwich
Buttermilk Pancakes
Chicken & Waffles
Thick Bacon & Eggs

“Brunch at Roses was a rare treat. Sunday brunch time was bustling; service was prompt, friendly and consistent. We all were extremely satisfied with omelets, which included choices of many items such as vegetarian sausage, tomatoes, onions, mushrooms, home fries, cheese, and more. The bread was excellent and so was the coffee. I was the only one at our table that finished my plate as portions were huge. After 2 years of living nearby, this has been my favorite brunch. It is my new go to spot.“

4.5 Superb132 Reviews
South Street Pizza House Pizza • $
148 South St, Pittsfield - 6.34 miles

Customers` Favorites

Medium Pepperoni and Mushroom
Pizza over Three Toppings
Grilled Chicken Salad
House Special Pizza
Feta Cheese Pizza
Meatball Grinder
Cuban Sandwich
Pepperoni Pizza
Chicken Pizza
Pizza Slice

“This is a regular go to for me. If you're looking for fancy, gourmet pizza this isn't that place. But if you're looking for solid, good, non-greasy pizza with a crust that's right on the crunchy side of chewy and crunchy (but still foldable); sauce that's not over sweet; and a good, rich, cheese... This House is your home.“

4.5 Superb27 Reviews
The Spot | Cold Pressed Juice, Acai Bowls, Smoothies, Boba Teas Juice • $
381 Tyler St, Pittsfield - 7.33 miles

Customers` Favorites

To Go Bowl the Vacay Bowl the Vacay Smoothie
Build Your Own Bowl

“Almost every trip to Pittsfield requires a stop into The Spot for one of their juices, smoothies, or my favorite Açaí Bowl in the country. I travel to many states and always try their açaí bowl offerings. Only one in. Colorado came close, but The Spot is still number 1!! Can’t wait until they open Bear Butter in Great Barrington.“

4.4 Superb17 Reviews
Wandering Star Craft Brewery Brewery • $
11 Gifford St, Pittsfield - 7.89 miles

“What an absolute gem! I'm not a beer drinker, but I've been converted now. No food served, but you can bring your own snacks. There is a sweet residential cat that doesn't take kindly to dogs. The outdoor beer garden has all the right vibes. Bocce ball and a ping pong table too. Also, great wifi! Well worth the visit, plan to stop here at least for one beer.“

4.4 Superb23 Reviews
Italian-American Club Bar • $$
203 Newell St, Pittsfield - 6.9 miles

“...we are very blessed that my daughter can have her wedding be the "first event back" at The Italian American Club since the covid 19 outbreak...the hall is beautiful...and we couldn't happier with the inhouse catering...everything is just perfect...highly recommend any event to be held there...❤“

4.3 Superb7 Reviews
Lucky's Ice Cream Ice Cream Shop • $
30 W Center St, Lee - 3.57 miles

“Nice affordable family-friendly ice cream place in Lee. Order at the window; sit indoors or outdoors. Wooden playground outside for the kiddos, plus games etc inside. Staff were friendly and patient. Good selection of both hard and soft ice cream, but they were out of many hard scoop flavors. Restrooms for customers; plenty of parking around the building.“

4.4 Superb47 Reviews
Joe's Diner American • $
85 Center St, Lee - 3.6 miles

Customers` Favorites

Western Omelette Hash Browns and Cinnamon Toast
French Toast and Hash Browns
Bacon Bleu Burger
Steak and Cheese
Sausage Gravy
Egg and Toast
Cowboy Burger
Cheeseburger
Quesadilla
Home Fries

“I haven't been here in years and I know it's a new owner but I felt like not a lot changed. There have been some renovations and it was very comfortable there. We went for lunch but I was able to get breakfast which was really good! Great service!“

4.4 Superb100 Reviews
The Red Lion Inn Pet Friendly • $$$
30 Main St, Stockbridge - 5.72 miles

“We love going here for a drink that we order at the bar and then sit on the couches to enjoy by the fireplace. It is such a romantic and charming spot. I highly recommend their irish coffees that they make with real whip cream on top! The little booths are secluded too if you want to enjoy an intimate dinner.“

3.9 Good493 Reviews
Barrington Brewery & Restaurant American • $$
420 Stockbridge Rd Unit 4, Great Barrington - 10.33 miles

Customers` Favorites

Beer Battered Onion Rings
Chocolate Stout Cake
Great Beer and Food
Beer Battered Fries
Cheddar Ale Soup
Fish and Chips
Chocolate Cake
Cobb Salad
Blonde

“I've never had a bad meal or bad beer here. I love that it's a brewery that focuses on classic styles (and has beer on CASK for god's sake!) Being able to get a bitter or English IPA on cask is about as good as it gets.The food's always great too. I've never been disappointed with what I've ordered, and the prices are more than fair. Having oysters there is a huge positive too.I'll continue making the drive from Pittsfield to grab dinner here!“

3.8 Good108 Reviews
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