19 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
2

Haven

Haven Bakery • $$
8 Franklin St, Lenox

Customers` Favorites

Eggs Benedict with Side Salad and Home Fries
Blueberry Baked French Toast
Scrambled Eggs and Toast
Croissant French Toast
Buttermilk Pancakes
Jasmine Maple Latte
Blueberry Pancakes
Santa Fe Omelette
Bread Pudding
Fritatta

“In mine sojourns to the quaint establishment known as Haven, I've had the distinct pleasure of indulging in their salmon eggs benedict and imbibing in the delectable mocha latte on each visit. Verily, the victuals and libations, focused though mine culinary exploits may be, have been nought but outstanding and truly commendable.However, it behooves me to share a morsel of discontent. Alas, the parking predicament is a veritable quagmire of inconvenience. In this diminutive hamlet, space for one's carriage is a challenge, especially when the establishment is ensconced in a tucked-away nook. The vexation is compounded by the incessant throng of patrons that perennially graces the establishment. 'Tis a bustling hive of activity, a circumstance that, despite the cafe's undeniable charm, tends to impede upon one's leisurely repast.Yet, despite these minor vexations, one mustn't let the chafing of such trifles overshadow the excellence Haven proffers. The culinary escapades, featuring the salmon eggs Benedict and the mocha latte, remain steadfastly exceptional. The allure of Haven's offerings, while occasionally tested by logistical tribulations, remains undiminished in the grand tapestry of this quaint town's epicurean landscape.“

4.4 Superb81 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 had a coed baby shower for our daughter and our son in law it was a fabulous day!! Donna and Christian are super accommodating, full of energy. Balderdash has incredible karma and make everyone feel special!! Such a great place for a party or just a glass of wine and relax!!!“

4.8 Superb65 Reviews

“Hilltop Orchards is a friendly, fun, and absolutely delicious winery! They welcomed my bachelorette party group with open arms. The wine tasting was so fun, yummy, and so were the donuts. The owners are very kind and giving. We had a blast! 10/10!“

4.8 Superb60 Reviews
Stockbridge Coffee & Tea Coffee Shops • $
6 Elm St, Stockbridge - 5.37 miles

“Such a cool little coffee spot, my husband and I travel a lot and always look for this little local gems, the espresso was on point, we bought a few bags, a mug and some snacks. We went every am we were at the inn. Drinks were hot, flavorful, service was amazing“

4.8 Superb42 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
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 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.“

4.3 Superb16 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
Michaels of Stockbridge American • $$
5 Elm St, Stockbridge - 5.38 miles

Customers` Favorites

Sesame Encrusted Salmon Salad
Grilled Chicken Cobb Salad
Rockwell Reuben Sandwich
Pulled Pork Waffle Fries
Sweet Potato Fries
French Onion Soup
Chicken Carbonara
Chicken Parmesan
Bowl of Chili
Lobster Roll

“Went to Michael's on Sunday for lunch at the bar. We were welcomed so nicely by a great bartender, Kelly. She tended to us immediately and we told her it was our anniversary. She made sure we had great drinks and food! We had a Margarita, bloody mary, and tried a chocolate martini. We had the hugest pretzel that we loved and a Delicious Reuben sandwich and a burger with some wicked good fries. She announced our anniversary to everyone which made the day just a great time for us! We will be back to see her and thank her for being so kind and wonderful to us!“

3.5 Good105 Reviews