The 30 Best Family friendly dining in Brewster, Massachusetts

Located at 2655 Main Street in Brewster, Massachusetts, Brewster Pizza House & Sports Bar is a popular institution known for its delicious pizzas and classic offerings. The menu features a variety of toppings including hamburg, sausage, pepperoni, linguica, mushrooms, olives, peppers, onions, and anchovies. They also offer refreshing salads such as iceberg with cucumber, tomato, red cabbage, kalamata olives, and red onion. Their menu also includes options like romaine with croutons and grated cheese, iceberg with cucumber, feta cheese, tomato, red cabbage, kalamata olives, and red onion, and a pepperoni, genoa, ham, provolone over a garden salad. You can even customize your own salad with toppings like tomatoes, onions, peppers, mushrooms, olives, olive oil, vinegar, and provolone cheese.

The Kitchen Cafe Brewster is a charming cafe located at 2671 Main Street in Brewster, Massachusetts. Originally established in Boston's Financial District in 2016, The Kitchen Cafe offers a chef-inspired menu of delicious breakfast and lunch options made with high-quality ingredients. During the Covid pandemic, the cafe temporarily closed its doors and relocated to Brewster on a full-time basis. The decision to move to Brewster was made easier by the welcoming community and the charming atmosphere of the town.

The Sea Meadow Inn, located at 1187 Main Street in Brewster, Massachusetts, is a charming lodging institution housed in a historic building dating back to 1783. The inn has been beautifully restored to preserve its unique architectural features, including wide-plank pumpkin pine floors and fireplaces. The B&B style rooms offer luxurious beds, private baths, and exceptional amenities for a peaceful night's sleep. Surrounded by serene acres of gardens filled with local flowers and wildlife, guests can relax on the tree swing, hammock, or enjoy birdwatching from the back porch. The outdoor shower, grill, and firepit are perfect for enjoying evenings with family and friends after a day at the nearby bay beach or exploring the National Seashore, Provincetown, Nantucket, or Martha's Vineyard.

The Villages at Ocean Edge is a luxurious lodging destination situated at 1 Villages Drive in the charming town of Brewster, Massachusetts. This upscale resort offers a range of accommodation options, from spacious villas to cozy guest rooms, all designed with modern amenities and elegant decor. Guests can enjoy access to a variety of on-site facilities, including multiple swimming pools, a fitness center, tennis courts, and a private beach. The resort also boasts several dining options, a spa, and a golf course, making it the perfect retreat for a relaxing getaway or special occasion. With its picturesque location on Cape Cod, The Villages at Ocean Edge offers a tranquil and idyllic setting for a memorable stay.

Ocean Edge Resort & Golf Club is a luxurious lodging institution located at 2907 Main Street in Brewster, Massachusetts, United States. With activities aplenty, convenient location, and exceptional service, guests can enjoy a truly unforgettable experience. From the turn-of-the-century Nickerson Mansion to multi-bedroom villas, our accommodations cater to every need. Whether you're looking for a relaxing beach vacation or an adventurous getaway, Ocean Edge has something for everyone. Guests can enjoy a range of activities including paddleboarding, biking, oyster bed tours, and more. Military personnel can take advantage of special discounts, while gift cards make for the perfect present for loved ones. Indulge in a spa treatment, savor a meal at one of our fine restaurants, or hit the links at the Ocean Edge Golf Club.

Laurino's Tavern is a cozy and inviting bar and restaurant located at 3668 Main Street in Brewster, Massachusetts. Known for its delicious food and wide selection of drinks, Laurino's Tavern is a popular spot for locals and visitors alike. The atmosphere is warm and welcoming, making it the perfect place to relax and enjoy a meal or drinks with friends. With friendly staff and a menu full of tasty options, Laurino's Tavern is a must-visit destination for anyone looking for a great dining experience in Brewster.

Northampton Brewery is a popular bar and restaurant located at 11 Brewster Court in Northampton, Massachusetts. Established in 1987, it is one of the oldest operating brewpubs in the United States. Known for its handcrafted beers and delicious food menu, Northampton Brewery offers a cozy and inviting atmosphere for guests to enjoy a casual meal or drinks with friends. With a focus on locally sourced ingredients and a commitment to sustainability, this institution is a favorite among locals and visitors alike. Whether you're looking to try their award-winning brews or sample their tasty dishes, Northampton Brewery is the perfect spot to unwind and indulge in a unique dining experience.

OKI Sushi is a popular sushi restaurant located at 2655 Main Street in Brewster, Massachusetts. Known for its fresh and delicious sushi offerings, OKI Sushi is a favorite dining spot for locals and visitors alike. The restaurant offers a wide variety of sushi rolls, sashimi, and other Japanese dishes, all made with the highest quality ingredients. The modern and inviting atmosphere at OKI Sushi makes it the perfect place to enjoy a meal with friends or family. Whether you're a sushi lover or just looking to try something new, OKI Sushi is sure to impress with its excellent food and friendly service.

Deepwater Dogs is a charming eatery located along the picturesque Cape Cod Rail Trail in Brewster, Massachusetts. This institution offers a unique dining experience specializing in delicious and freshly prepared seafood dishes, with a focus on their signature hot dogs. Whether you're looking for a quick meal to take away or a casual dining experience, Deepwater Dogs has something for everyone. Enjoy the flavors of the ocean in a relaxed and inviting atmosphere, perfect for a stop during your bike ride or a leisurely meal with friends and family. Come visit Deepwater Dogs for a taste of the best seafood in town!

Chillingsworth Restaurant is a cozy and inviting establishment located on 2449 Main Street in Brewster, Massachusetts. This charming restaurant offers a unique dining experience with a combination of delicious food, refreshing drinks, and a laid-back atmosphere. Whether you're looking to enjoy a casual meal with friends or celebrate a special occasion, Chillingsworth Restaurant is the perfect spot. With a diverse menu featuring a variety of dishes made with fresh, locally sourced ingredients, there is something for everyone to enjoy. So come on in, grab a seat at the bar or a table, and unwind with great food and drinks at Chillingsworth Restaurant.

Paines Creek Landing and Beach is a picturesque waterfront destination located at 143 Cedar Hill Road in Brewster, Massachusetts. This tranquil beach offers stunning views of the ocean and a peaceful atmosphere for visitors to relax and unwind. The landing provides easy access for boaters to launch their vessels and explore the surrounding waters. Whether you're looking to swim, sunbathe, or simply enjoy a leisurely stroll along the shore, Paines Creek Landing and Beach is the perfect spot for a day of outdoor enjoyment in beautiful Cape Cod.