38 Best Dog Friendly Restaurants Chester

Little House Brewing Company Brewery • $$
16 Main St, Chester

“excellent beer in a good variety, wonderful small pub atmosphere many other breweries fail at, some of the best bartenders I've ever encountered. plenty of to-go options, dog friendly, great events.“

4.8 Superb62 Reviews
The Villager Caterers • $
13 Main St, Chester

Customers` Favorites

Bagel

“Killer food, imaginative combinations of ingredients alway yield amazing tastes and texture, ending with a smile plastered on your face. Chef Rich and his crew never disappoint. My fav motorcycle RTE breakfast. Right up there with O’Rourke’s Diner in its heyday. ❤️❤️❤️❤️❤️😎“

4.7 Superb55 Reviews
Simon's Marketplace Deli • $
17 Main St, Chester

Customers` Favorites

Mouse Trap Sandwich
Caprese Sandwich
Blueberry Muffin
Banana Bread
Baguette
Cookies
Scone

“I have been going here for at least 11 years. The food never disappoints. I love the daily specials and holiday special orders. Fresh and delicious. The bakery is excellent, the cookies are irresistible. Quaint gourmet sandwich, coffee, and gift shop in downtown Chester. Highly recommend, outdoor seating. Always friendly service.“

4.4 Superb67 Reviews
Pattaconk 1850 Bar & Grille Bar & Grill • $$
33 Main St, Chester

Customers` Favorites

Chilli Dogs with Onion Rings
Pattaconk Wings and Tenders
Cobb Salad with Chicken
Southwest Egg Rolls
Pulled Pork Nachos
Chicken Sandwich
Fish and Chips
Jameson Shot
Fresh Salad
Quesadilla

“Hungry after a few hours at Gillette Castle, we were looking for lunch/dinner. We had a wonderful experience at Pattaconk! Our waitress was friendly and attentive to my dietary needs (Celiac’s). We had a burger, quesadilla & Nashville chicken stripes. My burger had a gf bun & was delicious, husb & daughter loved the stripes & quesadilla. Restaurant had a nice, chill atmosphere, everyone enjoying drinks & food. We will be back when out in the area.“

4.2 Good100 Reviews
Sip Wine Bar Wine Bar • $
85 Main St, Old Saybrook - 9.25 miles

Customers` Favorites

Castelvetrano Olives
Cheese Platter
Crackers
White
Red

“Sip Wine Bar stands out as a unique and memorable spot in Old Saybrook. What makes it truly special is Derrik, a certified Sommelier who brings a rare level of passion and expertise to the table. He doesn’t just recommend wine—he creates a tailored journey based on your palate and interests. The opportunity to taste reserve wines is a standout feature and adds a level of exclusivity that’s hard to come by. Derrik’s skill in pairing wines with meats and cheeses is impressive and turns a simple tasting into a full sensory experience. The menu is clear, inviting, and easy to navigate, making it approachable for all levels of wine knowledge. Whether you're dropping in for a casual glass or diving deep into the world of wine, Sip delivers something far beyond the ordinary. A fantastic addition to the Old Saybrook scene—Sip isn’t just a place to drink wine; it’s a place to enjoy it with intention.“

5 Superb52 Reviews
Whistle Stop Cafe Cafe • $
108 Main St, Deep River - 2.49 miles

Customers` Favorites

Homemade Corned Beef Hash
Corned Beef Hash and Eggs
Breakfast Burrito
Egg and Cheese
Denver Omelette
Eggs Benedict
Chunky Monkey
Egg Sandwich
French Toast
Bagel With

“Came here for the first time today. I've been wanting to try for awhile. Amazing place. Love the menu! So many different things to choose from. Tons of veggie options. I had a veggie melt with broccoli, eggplant, onions, sundried tomatoes and cheese. It was amazing! If you haven't been, great eats for breakfast and lunch!“

4.8 Superb104 Reviews
HIGH NINE Brewing Brewery •
6 Winter Ave suite 7, Deep River - 2.4 miles

“Fantastic beer. Nice atmosphere.“

4.9 Superb58 Reviews
Julie's Cup of Joe Coffee Shops • $
1283 Boston Post Rd, Westbrook - 8.35 miles

“Excellent coffee and bagels. Top notch service. The owners and staff couldn’t be friendlier. If you’re near Westbrook looking for a coffee shop, I fully recommend Julie’s Cup of Joe!“

4.8 Superb97 Reviews
Myrcene Ale Co. Brewery • $$
39 Ragged Rock Rd, Old Saybrook - 9.04 miles

“Myrcene is a hidden gem within Old Saybrook! We recently hosted a graduation party here with about 50 guests and it was the PERFECT spot to host a party. The owners are incredibly kind, welcoming, and accommodating. They kept all of their delicious beers, wines, ciders and seltzers flowing for our guests and allowed us to bring in our own food and desserts (this was a game changer for us when looking for a spot to host a party locally). From the time we set up to the time we cleaned up the owners offered to help and were always there to see if we needed anything. The inside space is perfect for a gathering, plus they have a wonderful outside space too for guests to sit and relax and play lawn games. I can’t recommend them enough for your next party or just for a local meet up with friends and family for a delicious drink!“

4.9 Superb50 Reviews
El Bracero Mexican • $
160 Main St, Deep River - 2.53 miles

Customers` Favorites

Steak Fajita Bowl
Pork Belly Tacos
Birria Burrito
Steak Burrito
Carne Asada
Quesadilla
Enchiladas
Guacamole
Nachos

“Every time we’ve gotten food from here we love it! The space itself is clean, it’s a family owned and run restaurant, service is fast and food is consistent. So happy to have it near by! ⭐️⭐️⭐️⭐️⭐️“

4.9 Superb48 Reviews
Surfridge Brewing Co Brewpubs • $$
6 Main St, Essex - 5.29 miles

Customers` Favorites

Three Cheese Pizza with Pepperoni Added
Fire Roasted Clams with Pancetta
Surfridge Sweet Tea
Roasted Cauliflower
Local Cider Houses
Charcuterie Board
Seared Shishitos
Shishito Peppers
Neapolitan Pizza
Short Rib Pizza

“Big Thank You to Alex who handled our reservation & table of 24. Great, friendly service & he juggled a lot so we really appreciated it. Food & drinks were very good. Our 1st time there - great atmosphere! Definitely check it out.“

4.7 Superb154 Reviews
Rusty Rail Tavern Bar & Grill • $
439 b Main St, Deep River - 3.7 miles

Customers` Favorites

Craft Beer \u0026 Burger
Tavern Doo Gooder Tacos
Side Sweet Potato Fries
Grilled Chicken Salad
Rail Side Quesadilla
Craft Beer & Burger
Orange Cranberry
Deadwood Burger
Rusty Rail Dogs
Southwest Turkey

“Great place to go for a beer, cocktail, band or an appetizer. Their prime rib Wednesday is phenomenal!!!“

4.7 Superb138 Reviews
Amato’s Pizza & Pasta Pizza Takeaway • $
391 Durham Rd, Madison - 9.27 miles

Customers` Favorites

Buffalo Chicken Pizza Small
Buffalo Chicken Pizza Large
Chicken Parmigiana Dinner
Mashed Potato Pizza Large
Clam Casino Pizza Large
Napolitano Pizza Small
Calabrese Pizza Large
New Haven-Style Pizza
Chicken Cutlet Sub
Meat Lover Small

“Came all the way from Ohio for some New Haven style pizza and this one didn't disappoint! Friendly staff and reasonably priced! Highly recommend!!!“

4.8 Superb37 Reviews
Pho Madison Vietnamese • $
1306 Boston Post Rd, Madison - 9.68 miles

Customers` Favorites

Chicken Pho with Egg Noodles
Summer Roll with Shrimp
Pho Beef \u0026 Chicken
Vietnamese Sandwich
Spring Roll 2 Rolls
Vegetable Pho
Summer Roll 2
Shrimp Pho
Beef Pho
Pho Tai

“The vermicelli chicken noodle bowl was absolutely delicious—I didn’t know my chopsticks could move that fast! I paired it with the Honey Lime Green Tea, so refreshing and such a treat. If I’m ever passing through Madison on 95, I’ll definitely stop again.“

4.7 Superb72 Reviews
Blue Highway Diner Diner • $
986 Killingworth Rd #2, Higganum - 4.46 miles

Customers` Favorites

Egg and Cheese with Choice Of
Eggs and Corned Beef Hash
Traditional Breakfast
Barbecue Bacon Burger
Chicken Caesar Wrap
Breakfast Burrito
Pumpkin Pancakes
Scrambled Eggs
Home Fries

“Our first time visiting, what a fantastic spot! The food was delicious and Kate was super nice. I would highly recommended the biscuits and gravy! Every single thing was delicious 😋 We cleaned our plates. The environment was friendly and welcoming.“

4.7 Superb63 Reviews
Yankee Cider Company Cideries • $
23 Petticoat Ln, East Haddam - 4.57 miles

Customers` Favorites

Best of Both Hard Cider
Blueberry
Apple

“Absolutely awesome place with awesome staff. Can beat the cider or the atmosphere. Awesome place to bring the family and pets.

Kid-friendliness: Excellent place for kids. Plenty of room outside for them to run around safely. They also have free games. And you can bring pet's!“

4.7 Superb58 Reviews
El Rincon Del Sabor Latin Restaurant Latin American • $
79 Boston Post Rd, Westbrook - 8.84 miles

Customers` Favorites

Empanadas de Maíz
Tortillas de Yuca
Roasted Chicken
Seafood Special
Larg Soup
Ribs

“This little restaurant came highly recommended by a friend (thanks Max). Delicious food and friendly service!! Pricing is very fair per the portions served. We agree with Andrea S. - a hidden gem!“

4.7 Superb57 Reviews
Madison Cheese Shop & Cafe Pet Friendly • $
119 Samson Rock Dr, Madison - 10.37 miles

Customers` Favorites

Cheesy Chin with Roast Beef Sandwich
Melty Monsieur Grilled Sandwich
The Melty Mouse Grilled Cheese
Wowie Zowie Grilled Sandwich
Grilled Cheese Sandwich
The Figgy Pig
Charcuterie
Cheese Shop

“Cheese😊of course! Best Brie cheese 🧀“

4.7 Superb55 Reviews
Chamard Vineyards Bistro French • $$
115 Cow Hill Rd, Clinton - 7.74 miles

Customers` Favorites

Pan-Roasted Atlantic Salmon
Pan Roasted Atlantic Salmon
Four Mile River Farm Burger
Assortiments De Fromage
Assiette De Charcuterie
Camembert En Croute
Mousse Au Chocolate
French Onion Soup
Charcuterie Board
Four Mile Burger

“We are coming here regularly, with my family, with my girlfriends... We love their selection of wines.. food is amazing, desserts are delicious too! Highly recommend it. #realtorTatyanaMakarov“

4.6 Superb406 Reviews
Liv's Oyster Bar & Restaurant Seafood • $$
166 Main St, Old Saybrook - 9.34 miles

Customers` Favorites

Fresh Cut Fries Truffle Parmesan Fries
Fava Bean Falafel Appitizer
Shrimp and Cod Curry
Pan Seared Scallops
Special Noodle Bowl
Happy Hour Calamari
Crusted Tuna Steak
Seafood Fried Rice
Eggnog Creme Brulee
Oyster of the Day

“Such great service but even more so, the chefs are incredible with their creativity and delivery of unique and delicious food. Liv's is an oasis away from home....they do so much to make dinner special every time. Thank you all.“

4.6 Superb358 Reviews
Two Wrasslin' Cats Coffee House & Cafe Cafe • $
374 Town St, East Haddam - 4.72 miles

Customers` Favorites

Grilled Cheese and Shrimp Corn Chowder
Ham and Roast Beef with Swiss
Tomcat Turkey Sandwich
Breakfast Sandwich
Garden Cat Wrap
Made Sandwiches
Chocolate Chip
Cinnamon Roll
Catnipuccino
Whole Wheat

“Had lunch there today 10/15/25. Best sandwich I ever had. I recommend the Krazy Kat“

4.6 Superb216 Reviews
Essex Chocolates Pet Friendly • $$
124 Westbrook Rd STE 101, Essex - 5.5 miles

“Belgian and Swiss Chocolates, coffee, ice cream and gifts. Really, you had me at “chocolate” 😋.“

4.8 Superb16 Reviews
Edd's Place American • $
478 Boston Post Rd, Westbrook - 8.65 miles

Customers` Favorites

Corn Bread Sausage Biscuit Sammie
Kids Grilled Cheese with Fries
Lobster Roll with Fries
Philly Cheese Steak
Breakfast Sandwich
Hot Lobster Roll
Chicken Sandwich
Jalapeno Grits
Lobster Bisque
Avocado Toast

“Stopped in and had the best chili dog I’ve ever eaten in my life! Perfection!“

4.6 Superb111 Reviews
Staehly Farm & Winery Pet Friendly • $$
278 Town St, East Haddam - 4.37 miles

“The fruit and vegetable wines tend to be on the sweeter side. The tasting room is small and connects to a green house with flowers and flower baskets. In the tasting room you will also find various jams and sauces from the farm. All the people were kind and helpful.Wine Review:My wife really liked the rhubarb wine. Most rhubarb wines (mine included) are pink in color. Not Staehly's. Their rhubarb was greener, sweet, with a sativa or indica aroma and taste. It was interesting, but not off-putting.There are a number of fruit wines, most of which are a little on sweet side, even if they claimed the wine was dry. Alcohol level was around 10% for these wines. As a home wine maker, I typically aim for dry wines. If I want to sweeting the wine, I add about 5 ml of a Moscato wine to give it the aromas and sweetness while keeping the wine dry.“

4.8 Superb11 Reviews
Mirsina's Restaurant Brunch • $
162 Main St, Old Saybrook - 9.33 miles

Customers` Favorites

Bacon Egg and Cheese with Hash Browns on Croissant
Heavenly French Toast Combo
Bacon Egg and Cheese Bagel
Caesar Salad with Chicken
Philly Steak Omelette
Wake Up Bagel Sandwich
Sunny Side of Eggs
Egg Salad Sandwich
Meat & Home Fries
Greek Omelette

“It’s our go to place for a great start to our weekends!! The owner is wonderful and her staff is amazing.“

4.6 Superb64 Reviews
BarrelHouse Bar • $
176 CT-81 Building 1, Killingworth - 5.47 miles

“Food and music were GREAT!!!!“

4.5 Superb32 Reviews
Life Bowls Food Trucks • $
757 Boston Post Rd, Madison - 10.36 miles

Customers` Favorites

Boston Toast Road
Hass-Ta La Vista
Viva La Vegan
Avocado Toast
Buddha Bowl
Purple Rain
Maui Wowie
Nutty Bowl
Classic

“Loved the buzz’d bowl!! So good!!!“

4.5 Superb42 Reviews
Iron Chef Sushi Japanese • $$
765 Boston Post Rd, Madison - 10.28 miles

Customers` Favorites

Spicy White Tuna Roll
Sunshine Roll
Lobster Roll
Rainbow Roll
Tiger Roll
Miso Soup
Noodles
Sushi
Chef

“We had such a fantastic dinner here last night! The food was delicious, but what really made the experience memorable was the outstanding service. Jack was exceptional—funny, attentive, and easily one of the best servers we've ever had. Highly recommend dining at Iron Chef, and if you can, definitely ask for Jack!“

4.3 Superb61 Reviews
RJ Cafe & Bistro Cafe • $
768 Boston Post Rd, Madison - 10.3 miles

Customers` Favorites

blt Sandwich Grilled Cheese
Caprese
Cobb

“Quaint, cozy and inviting. Could have stayed there all day and tried EVERYTHING on the menu! Great place tucked behind the bookstore….Almost want to keep it to myself!!!!“

4.1 Good35 Reviews
Penny Lane Pub Pubs • $$
150 Main St, Old Saybrook - 9.31 miles

Customers` Favorites

Sweet Potato Fries with a Side of Chipotle Aioli
Beer Flight Is a Great Way to Sample
Chocolate Chip Cookie Pie
New England Clam Chowder
Jumbo Coconut Shrimp
Penny Lane Burger
French Onion Soup
Impossible Burger
Corned Beef Hash
Steak Au Poivre

“I had the bison burger with sweet potato fries. The dipping sauce for the fries was amazing. My server Jackie was great about never letting our glasses become empty and making sure to help out with my daughter’s allergies!“

4.4 Superb312 Reviews
Skippers Seafood Restaurant Seafood • $$
688 Boston Post Rd, Old Saybrook - 9.11 miles

Customers` Favorites

Skippers House Special Fish & Chips
Fisherman's Platter Strip Clam
Whole Belly Clams Small Side
100 Real Lobster Roll Cold
Skippers Coleslaw Side
Fried Shrimp and Fries
Steak and Cheese
Hot Lobster Roll
Clam Strip Roll
Seafood Platter

“Randy had clam fritters that he said were delicious and I had clam strips that were lightly breaded. The breading was thin and fluffy and tasted great. The restaurant is so clean and bright with seating outside too. We will return.“

4.3 Superb126 Reviews
Noah's at 63 Main Salad •
63 Main St, Essex - 6.13 miles

Customers` Favorites

Deviled Eggs with Bacon
Fried Chicken Sandwich
Steak Frites
Irish Burger
Fish Tacos

“Fabulous food, drinks, atmosphere and service! Highly recommend!“

4.2 Good103 Reviews
Paperback Cafe American • $
210 Main St #8, Old Saybrook - 9.3 miles

Customers` Favorites

Smoked Norwegian Salmon on a Bagel with Cream Cheese Red Onion Tomato and Capers
Berry Berry French Toast
Poached Eggs Monterrey
Salvadorian Scramble
The Big Breakfast
Yogurt Parfait
Paleo Pancakes
Avocado Toast
Paleo Waffles
Hash Browns

“Always loved this place. Food and service amazing! Always stop here on my way through town.“

4.2 Good108 Reviews
Lenny & Joe's Seafood • $$
1301 Boston Post Rd, Madison - 9.59 miles

Customers` Favorites

Seafood Platter Fish Sandwich Onion Rings
Fried Seafood Platter
Fried Maine Lobster
Fresh Clam Chowder
Whole Belly Clams
Fried Gulf Shrimp
Hot Lobster Roll
Fried Scallops
Lobster Bisque
Fish and Chips

“Always a great experience if you’re dinning in or having takeout. Highly recommended!“

4.2 Good200 Reviews
Vero Cucina Pizza • $$
Tradewinds Plaza, 749 Saybrook Rd, Middletown - 11.59 miles

Customers` Favorites

Broccoli Rabe and Sausage
Traditional Pizza Large
House Salad No Cheese
Spaghetti Carbonara
Eggplant Rolatini
Fresh Baked Bread
Stuffed Mushroom
Chicken Francese
Fried Mozzarella
Noni’S Soup

“Vero's never dissapoints! Best broccoli rabe pizza, amazing local farmed sausage, delicious dinners & oh my god the bread! Fabulous!“

4 Good119 Reviews
Fresh Salt Seafood • $$$
2 Bridge St, Old Saybrook - 10.68 miles

Customers` Favorites

Sea Scallops with Risotto with Lobster and Asparagus and a Red Pepper Drizzle
Traditional Sauteed Lobster on Toasted New England Roll
Grilled Atlantic Swordfish Sandwich
Saybrook Point's Clam Chowder
Chilled Summer Melon Soup
Traditional Calamari
Sweet Potato Fries
Seared Sea Scallop
Sriracha Calamari
Mushroom Risotto

“Fresh Salt delivers a terrific dining experience from start to finish. The atmosphere is relaxed but elegant, with a beautiful view that sets the tone before you even sit down. The food was outstanding, fresh and thoughtfully prepared, with flavors that felt both coastal and comforting. What really made the evening, though, was the staff. Our server, Darcy was attentive without being intrusive, warm, knowledgeable about the menu, and genuinely welcoming. The entire wait staff worked together seamlessly, creating a sense of ease throughout the meal. It’s the kind of place where you feel taken care of. Highly recommend for a leisurely lunch, special dinner, or any time you want to slow down and enjoy a meal made and served with care.“

4.2 Good554 Reviews
Lobster Landing Seafood • $$
152 Commerce St, Clinton - 9.49 miles

Customers` Favorites

Warm Lobster Roll with Butter and Lemon Juice
Single Lobster Roll and Lobster Bisque
House Salad & New England Clam Chowder
Hot Lobster Roll with Butter
Gluten Free Spicy Sausage
Clam Chowder Soup
Lobster Roll Meal
N E Clam Chowder
Seafood Chowder
Corn on the Cob

“The best lobster roll and clam chowder I ever had in my life and I am very happy.“

4 Good227 Reviews
Johnny Ad's Seafood • $
910 Boston Post Rd, Old Saybrook - 9.22 miles

Customers` Favorites

Onion Rings and Lobster Roll Cold
Hot Lobster Roll Shandy and Slaw
Fried Whole Belly Clams
Lobster Roll Platter
Fish Sandwich
Lobster Salad
Fried Shrimp
Fish & Chips
Clam Strips
Fish Taco

“everything was good except the Rhode Island clam chowder , they need to put real clams in instead of ground up tiny specs very disappointed yesterday in the chowder all we got was broth and potatoes with tiny bits of clam“

3.8 Good130 Reviews

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