17 Best Dog Friendly Restaurants Pittsfield

Pittsfield Rye Bakery Bakery • $$
1010 South St, Pittsfield

“Their breads and rolls go up to eleven! I can’t get enough of their Signature Farmers Bread. It’s so flavorful and consistently delicious. Great bakery and breads - you won’t be disappointed whether you buy their breads in stores locally or drop in in-person to the main bakery store“

5 Superb15 Reviews
Thrive Diner Vegan • $
145 Wahconah St, Pittsfield

Customers` Favorites

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

“I just got the Reuben, black bean chili and buffalo cauliflower and they were amazing!! I was nervous about the seitan in the Reuben because I don’t like tofu but I couldn’t even tell! Will definitely be back 😁“

4.8 Superb76 Reviews
South Street Pizza House Pizza • $
148 South St, Pittsfield

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

“Pizza is delicious I recommend a large pepperoni mushroom black olive pizza YUM …meatball grinder is filled with sliced oversized meatballs and the hot roast beef grinder is to die for enjoy!!!

Parking: Park in the back walk to the front ..“

4.8 Superb29 Reviews
Italian-American Club Bar • $$
203 Newell St, Pittsfield

“nice little hole in the wall bar“

4.8 Superb4 Reviews
Sibaritas Italian • $$
27 Mc Kay St, Pittsfield

Customers` Favorites

Three Cheese Mushroom Ravioli
Spaghetti and Meatballs
Lentil Soup and Chicken
Salmon Carpaccio
Marinated Olives
Shrimp Parmesan
Burrata Caprese
Veal Osso Buco
Caesar Salad
Burro Blanco

“Awesome place to enjoy great Itialian dishes. Nicole was very helpful with the menu and service was spot on!!! Food was delicious!!!“

4.7 Superb142 Reviews
Wandering Star Craft Brewery Brewery • $
11 Gifford St, Pittsfield

“wandering star makes delicious beers, in a beautiful, homey spot. there’s a reason people in the industry all over the tri state know this place.“

4.4 Superb20 Reviews

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.“

4.5 Superb41 Reviews
Let's Do Lunch Pet Friendly • $
56 Main St, Lee - 9.92 miles

Customers` Favorites

Maine Lobster Roll
Soups & Chowders
Grilled Cheese
Chicken Salad
Garden Salad
Clam Chowder
Tuna Salad

“I felt like my grandma had just made me a sandwich. It was a very comforting, friendly place! Great staff.“

4.7 Superb57 Reviews
Jake's Java Coffee Shops • $
20 Williamstown Rd, Lanesborough - 6.37 miles

“Went for the first time yesterday and it was amazing. I got two 10” pizzas and a cheese danish all for around 30 bucks. Excellent service and the food was amazing. Will definitely be going back.“

5 Superb65 Reviews
No. Six Depot Roastery & Cafe Cafe • $
6 Depot St, West Stockbridge - 9.83 miles

Customers` Favorites

Banana Chocolate Chip Muffin
Chocolate Croissant
Drip Coffee

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

4.7 Superb70 Reviews
Balderdash Cellars Wineries • $$
81 State Rd, Richmond - 4.71 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!!“

4.9 Superb92 Reviews
The Berkshire Dog Pet Friendly • $$
126 S Main St #2, Lanesborough - 4.61 miles

“Love ❤️ the place . Lots of great goodies for your pet .“

5 Superb2 Reviews
13

Haven

Haven Bakery • $
8 Franklin St, Lenox - 6.34 miles

Customers` Favorites

Eggs Benedict with Side Salad and Home Fries
Baked French Toast with Blueberry Sauce
Smoked Salmon Eggs Benedict Special
Blueberry Baked French Toast
Scrambled Eggs and Toast
Gluten Free French Toast
Croissant French Toast
Buttermilk Pancakes
Jasmine Maple Latte
Blueberry Pancakes

“We were in the Lenox area for a few days of sightseeing and good dining. One day after touring around, we stopped at Haven for lunch. Fairly full but we got a table right away.
We had a salad and a flat bread sandwich. Both were very tasty. Most seating is inside but they also have some outside seating on the side under colorful umbrellas.
All staff were very pleasant . You order at the register and then they bring the food directly to your table. Very nice.“

4.6 Superb87 Reviews
Joe's Diner American • $
85 Center St, Lee - 9.6 miles

Customers` Favorites

Western Omelette Hash Browns and Cinnamon Toast
French Toast and Hash Browns
Potatoes and Toast
Bacon Bleu Burger
Steak and Cheese
Steak and Eggs
Sausage Gravy
Egg and Toast
Cowboy Burger
Cheeseburger

“Joe’s Diner is hands down the best spot for breakfast in The Berkshires. Awesome prices and the quality of the food is unbeatable. Scrambled eggs were cooked to perfection, bacon was crisp, and the shredded hash browns were amazing. The over-easy eggs were done just right, the pancake was the perfect size and fluffy. A great classic American diner, which we love. The staff was incredibly friendly and welcoming, making us feel right at home. We'll stop by every time we’re in town.
NOTE: they only accept cash but have an ATM on site.“

4.6 Superb100 Reviews
15

Brava

Brava Wine Bar • $$
65 Church St, Lenox - 6.42 miles

Customers` Favorites

Kale Salad Roasted Tomato Carrot Cheese
Grilled Lamb Chops with Minted Sauce
Swiss Chard Pine Nuts Black Garlic
Arugula Prosciutto Fontina Onion
Parmesan Truffle Fries
Crispy Chicken Wings
Tomato & Basil Soup
Patatas Bravas
Meatballs
Peppers

“My wife and I stopped in for Valentine’s Day last night and were reminded why Brava is the best restaurant in the Berkshires. We have been three times and every time we go we are impressed. Initially we were hesitant, thinking it would be over priced but it is always less expensive than we expected. Pizzas, wings, and the bread pudding were the favorites this time. 10/10.“

4.5 Superb45 Reviews
The Olde Heritage Tavern Bar • $$
12 Housatonic St # 201, Lenox - 6.48 miles

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
Heritage Wings

“We never go wrong when we head to the Olde Heritage Tavern. Great food & drinks, great service, great atmosphere!“

4.4 Superb62 Reviews
Lucky's Ice Cream Ice Cream Shop • $
30 W Center St, Lee - 9.61 miles

Customers` Favorites

Cookie Dough-Gummy Bears-Hot Fudge
Raspberry Dole Whip
Oreo - PB Cups
PB Pie

“Ice cream was delicious!!!! Went three times while in Lenox….. however - instead of writing what flavors they didn’t have they should have listed the ice cream flavors they DID have on the counter!“

4.3 Superb81 Reviews

You May Also Like