TOP 30 Main street restaurants in Chatham, Massachusetts

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Chatham Inn is a luxurious institution located at 359 Main Street in Chatham, Massachusetts, United States. This establishment offers a unique experience, being Cape Cod’s only Relais & Châteaux and Forbes Five-Star hotel. Renovated between 2016 and 2019, Chatham Inn seamlessly blends modern decor, top-notch amenities, and exceptional service with the rich history of the oldest inn on the Cape. It has been recognized as one of the top hotels for service and romance in the United States, as well as being rated the number one hotel in Chatham and Cape Cod. The 18 beautifully renovated guest rooms and suites at Chatham Inn feature modern luxuries while preserving the inn's historic charm. Guests can choose from twin, queen, or king bed options, as well as spacious Premier King Rooms or Suites with private balconies, fireplaces, and wet bars. A Chef’s à la carte Breakfast is included in the stay, served in the elegant dining room.

Greyfinch Chatham Inn, located at 946 Main Street in Chatham, Massachusetts, is a lodging institution that welcomes adventurous travelers, friends, young families, and couples to enjoy a seaside oasis. The newly renovated Greyfinch offers elegantly transformed guestrooms and enhanced outdoor spaces, providing a tranquil retreat just minutes away from Chatham's best beaches and downtown shops and restaurants. Guests can indulge in the allure of elegant accommodations that exude a welcoming atmosphere, making them feel right at home. The inn also offers luxury amenities for a truly indulgent stay. The property is steeped in Chatham's rich history of fishing, farming, seafaring, and hospitality, giving guests a glimpse into local life on the Cape.

Chatham Motel is a charming lodging establishment located at 1487 Main Street in the picturesque town of Chatham, Massachusetts. This cozy motel offers comfortable rooms and excellent amenities for a relaxing stay on Cape Cod. Conveniently situated near the town center, guests can easily explore the local shops, restaurants, and attractions. Whether you're visiting for a weekend getaway or an extended vacation, Chatham Motel provides a warm and welcoming atmosphere for all travelers. Enjoy a peaceful retreat in this beautiful coastal town at Chatham Motel.

Chatham Guest Rooms is a cozy lodging facility located at 1409 Main Street in the charming town of Chatham, Massachusetts. Nestled in the heart of Cape Cod, our guest rooms offer a comfortable and inviting atmosphere for travelers looking to relax and unwind. Each room is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy the convenience of being just a short walk away from the town's shops, restaurants, and beaches. Whether you're visiting for a weekend getaway or an extended vacation, Chatham Guest Rooms provides a welcoming home away from home for all travelers.

Mac's Chatham Fish & Lobster is a renowned institution located in Chatham, Massachusetts, offering market fresh fish and Wellfleet oysters at the raw bar. With a classic yet creative menu catering to every taste, daily specials, and amazing gluten-free options, this restaurant provides a perfect Cape Cod dining experience. Enjoy a great selection of beer and wine served with a smile in their beautiful new space. From seafood dishes to salads, burgers, and chowder, there is something for everyone at Mac's. Whether you dine in or take out, you are sure to enjoy the freshest seafood on the east coast. Don't forget to visit their seafood market next door for a wide selection of fresh seafood and house-made specialties. Join the Mac's Seafood team or order a gift card for a friend to experience the delicious offerings at Mac's Chatham Fish & Lobster."

Chatham Vacation Rentals is a reputable real estate agency located at 1291 Main Street in the picturesque town of Chatham, Massachusetts. Specializing in vacation rentals, they offer a wide range of beautiful properties for visitors looking to experience the charm and beauty of Cape Cod. Whether you're seeking a cozy cottage by the beach or a spacious waterfront estate, Chatham Vacation Rentals has the perfect accommodation for your next getaway. Their friendly and knowledgeable staff are dedicated to helping you find the ideal rental property to make your vacation unforgettable. With their prime location in Chatham, you'll have easy access to the town's shops, restaurants, and beaches, ensuring a truly memorable vacation experience.

Kream N' Kone in Chatham is a beloved seafood restaurant located at 1653 Main Street in Chatham, Massachusetts, United States. For over four decades, this institution has been serving up the highest quality and freshest seafood in the same traditional way. Known for their commitment to using locally sourced seafood, Kream N' Kone is a quintessential Cape Cod clam shack that prides itself on quality, consistency, and delicious flavors. Despite the changing times, this institution remains dedicated to providing customers with the same exceptional dining experience that has made them successful for so many years.

Chatham Moods Cafe and Grill, located at 1617 Main Street in Chatham, Massachusetts, is a charming restaurant serving breakfast, lunch, and brunch on the weekends. With a diverse menu featuring healthy options like quinoa bowls and seafood sandwiches, as well as comfort foods like gourmet pizzas and steak & cheese sandwiches, there is something for everyone to enjoy. In addition to their regular menu items, the café offers daily specials like breakfast pizzas and wacky tacos, adding excitement and variety to the dining experience. Whether you're looking for a light and healthy meal or a classic American dish with a gourmet twist, Chatham Moods Cafe and Grill has something for every mood and appetite.

Located at 1200 Main Street in Chatham, Massachusetts, The Chatham Cut is a culinary oasis where exceptional food meets top-notch service. Our talented chefs craft dishes that tell a story and offer a unique dining experience that goes above and beyond the ordinary. Our commitment to impeccable service ensures that every visit is a memorable celebration to savor. At The Chatham Cut, we believe that dining is about more than just eating – it's about creating special moments and bringing people together. Our carefully curated wine list features selections from around the world, ensuring there's something to please every palate and complement every menu item. Come join us for a meal that will linger in your heart and mind long after the last bite.

Cuvée at Chatham Inn is a luxurious dining establishment located at 359 Main Street in Chatham, Massachusetts, United States. This bar and restaurant offers exquisitely set tables with Villeroy & Boch china, Schott Zwiesel crystal, and Frette linens, creating the perfect ambiance for an evening of fine dining. As Cape Cod's only Relais & Châteaux restaurant, Cuvée at Chatham Inn is known for serving world-class cuisine made with the finest seasonal ingredients by renowned chefs. It has been rated as the #1 restaurant on the Cape and Islands, as well as one of the Top 10 restaurants in New England. The restaurant is open Tuesday-Saturday at 5:00pm from mid-October to May, and Tuesday-Sunday at 5:00pm from June to Columbus Day. The attire is cocktail attire, with jackets for men preferred but not required. Guests can enjoy front row seats to an incredible demonstration of culinary arts at Cuvée at Chatham Inn.

The Chatham Squire is a cozy and inviting bar and restaurant located on Main Street in Chatham, Massachusetts. Known for its delicious food and friendly atmosphere, this institution offers a diverse menu featuring classic New England dishes and seafood specialties. With its charming decor and welcoming staff, the Chatham Squire is the perfect spot to enjoy a meal with friends or grab a drink after a day of exploring the beautiful town of Chatham. Whether you're looking for a casual lunch or a lively evening out, the Chatham Squire is sure to provide a memorable dining experience.

Chicago's Best Restaurant is a culinary gem located at 655 Main Street in Chatham, Massachusetts. Known for its delicious and authentic Chicago-style cuisine, this restaurant offers a diverse menu featuring classic dishes such as deep-dish pizza, Italian beef sandwiches, and hot dogs. The cozy atmosphere and friendly staff make it the perfect spot for a casual meal or a special occasion. With its prime location in the heart of Chatham, Chicago's Best Restaurant is a must-visit for food lovers looking for a taste of the Windy City in Cape Cod.

Chatham Cookware is a charming bakery, cafe, and store located at 524 Main Street in the picturesque town of Chatham, Massachusetts. Offering a delightful array of freshly baked goods, gourmet sandwiches, and artisanal products, this cozy establishment is a favorite among locals and visitors alike. Whether you're craving a delicious pastry with your morning coffee or looking to pick up some unique kitchenware items, Chatham Cookware has something for everyone. Stop by and experience the warm hospitality and delectable offerings that make this institution a must-visit destination in Cape Cod.

Chatham Perk is a charming bakery, cafe, food, restaurant, and store located at 307 Orleans Road in the picturesque town of Chatham, Massachusetts. Serving up delicious baked goods, freshly brewed coffee, and a variety of savory dishes, Chatham Perk is the perfect spot to grab a quick bite to eat or relax with friends over a leisurely meal. With a cozy atmosphere and friendly staff, this institution is a beloved local favorite for both residents and visitors alike. Come visit Chatham Perk and experience the warm hospitality and delectable offerings that have made it a must-visit destination in Chatham.

Del Mar Bar & Bistro is a vibrant and welcoming establishment located in the heart of Chatham, Massachusetts. With a focus on fresh seafood, bistro fare, and delicious wood-fired pizzas, this venue is the perfect spot for a night out with friends or a romantic dinner for two. The extensive drink menu includes specialty cocktails and a diverse selection of wines to complement your meal. Whether you're looking for a casual bite to eat or a lively night on the town, Del Mar Bar & Bistro has something for everyone. Please note that reservations can only be made by phone or email directly through the restaurant.

Kingfisher Harwich Port is a newly renovated lodging institution located at 1 Braddock Street in Harwich, Massachusetts, United States. Situated just steps away from Bank Street Beach and a short walk from the shops and restaurants in Harwich Port, our hotel offers guests a relaxing Cape Cod vacation experience. Our clean, updated rooms feature modern amenities such as free WiFi, individual A/C, flat screen TV with DirecTV channels, microwave, Keurig coffee maker, and mini-fridge. During your stay, you can enjoy the convenience of receiving a welcome text by 4pm on the day of your arrival, allowing you to access your room without the need to stop at the office. Complimentary onsite parking is available with a parking pass provided in your room. Housekeeping is provided by request only, ensuring that you can relax without interruptions.

Carmine's is a charming restaurant located at 595 Main Street in the picturesque town of Chatham, Massachusetts. Known for its warm and inviting atmosphere, Carmine's offers a menu filled with delicious Italian dishes made from fresh, locally sourced ingredients. Whether you're craving a classic pasta dish, a flavorful seafood entree, or a mouthwatering pizza, Carmine's has something to satisfy every palate. Come enjoy a memorable dining experience at Carmine's, where good food and good company come together in a cozy setting.

Pizza Shark is a popular restaurant located at 637 Main Street in Chatham, Massachusetts. Known for its delicious and freshly made pizzas, this eatery is a favorite among locals and tourists alike. With a diverse menu featuring a variety of toppings and specialty pizzas, Pizza Shark offers something for everyone. The cozy atmosphere and friendly staff make it the perfect spot for a casual meal with family and friends. Whether you're craving a classic pepperoni pizza or a unique specialty creation, Pizza Shark has you covered. Come visit us and sink your teeth into some mouthwatering slices!

Sweet Tomatoes Pizza is a beloved pizza joint located on Main Street in Chatham, Massachusetts. This cozy restaurant offers a wide variety of delicious pizzas, from classic pepperoni to gourmet veggie options. The warm and inviting atmosphere makes it the perfect spot for a casual meal with friends or family. With friendly service and mouthwatering pizzas, Sweet Tomatoes Pizza is a must-visit for pizza lovers in the area.

Knots Landing New England Pizza is a cozy restaurant located at 1077 Main Street in Chatham, Massachusetts. Specializing in traditional New England-style pizza, this eatery offers a delicious array of toppings and flavors to satisfy any pizza lover's cravings. With a warm and inviting atmosphere, Knots Landing is the perfect spot to enjoy a casual meal with family and friends. Whether you're in the mood for a classic cheese pizza or a specialty pie, this restaurant is sure to please your taste buds. Come visit Knots Landing New England Pizza for a taste of authentic New England cuisine in the heart of Chatham.

Pilgrim Village is a charming lodging institution located at 1370 Main Street in the picturesque town of Chatham, Massachusetts, United States. Nestled in a serene and peaceful setting, Pilgrim Village offers comfortable accommodations and a warm and welcoming atmosphere for guests looking to unwind and relax. With its convenient location near the town center and attractions such as beaches, shops, and restaurants, Pilgrim Village is the perfect choice for a memorable stay on Cape Cod. Whether you are visiting for a weekend getaway or an extended vacation, Pilgrim Village promises a delightful and memorable experience for all guests.

Bluefins Sushi & Sake Bar, located at 513 Main Street in Chatham, Massachusetts, is a must-visit for sushi lovers. With a focus on fresh, locally-sourced seafood and ingredients from Cape Cod farms, our menu celebrates seafood in traditional Japanese methods with a modern twist. We also pay homage to New England seafood cuisine, offering a unique dining experience for our guests. Open six days a week for indoor dining from 5:00pm, we also offer pick-up and pre-orders starting at 4:00pm for same-day pick up after 5pm. Call ahead to reserve a pick-up time that works best for you! At Bluefins, we strive to ensure accessibility for all guests, including those with disabilities. Our website is designed to be user-friendly and accessible, with an accessibility menu available on each page. While we continue to improve our accessibility features, we welcome all guests to enjoy our delicious sushi and sake in a welcoming atmosphere.

Vining Bistro is a charming restaurant located at 595 Main Street in the picturesque town of Chatham, Massachusetts. Our bistro offers a cozy and inviting atmosphere where guests can enjoy delicious and innovative cuisine. From fresh seafood dishes to savory pasta options, our menu has something for everyone. Whether you're looking for a romantic dinner for two or a casual meal with friends, Vining Bistro is the perfect spot to enjoy a memorable dining experience. Come visit us and indulge in a culinary journey that will delight your taste buds and leave you craving for more.

The Captain's Table is a charming waterfront restaurant located at 576 Main Street in Chatham, Massachusetts, United States. Known for its fresh seafood and nautical decor, this establishment offers a cozy and inviting atmosphere for diners to enjoy a delicious meal with friends and family. With a menu featuring a variety of seafood dishes, as well as other American classics, the Captain's Table is the perfect spot to indulge in a taste of Cape Cod while taking in beautiful views of the harbor. Whether you're a local looking for a favorite spot to dine or a visitor seeking a true New England dining experience, the Captain's Table is sure to satisfy your cravings.

Larry's PX is a cozy and welcoming restaurant located on 1591 Main Street in Chatham, Massachusetts. Known for its delicious food and friendly atmosphere, this institution offers a variety of mouth-watering dishes that will satisfy any craving. Whether you're in the mood for a hearty burger, fresh seafood, or a refreshing salad, Larry's PX has something for everyone. Come in and enjoy a meal with friends and family at this charming eatery in the heart of Chatham.

Mom & Pops Burgers is a charming family-owned restaurant located at 1603 Main Street in the picturesque town of Chatham, Massachusetts. This cozy establishment is the perfect spot to enjoy delicious burgers and drinks in a laid-back atmosphere. With a menu featuring a variety of juicy burgers, crispy fries, and refreshing beverages, Mom & Pops Burgers is a popular choice for locals and visitors alike. Whether you're looking for a quick bite to eat or a leisurely meal with friends, this bar and restaurant is sure to satisfy your cravings. Come experience the warm hospitality and mouthwatering food at Mom & Pops Burgers today!

Drifters is a cozy and inviting restaurant located at 2642 Main Street in Chatham, Massachusetts. Known for its delicious food and welcoming atmosphere, Drifters offers a diverse menu featuring a variety of dishes to suit every palate. Whether you're in the mood for a hearty meal or a light snack, Drifters has something for everyone. Come and experience the culinary delights of this charming establishment in the heart of Chatham.

Lily's Diner, located at 643 Main Street in Chatham, Massachusetts, is a beloved food institution known for its delicious comfort food and friendly atmosphere. Unfortunately, the diner will not be reopening this year as the owners have decided to close for their general health and well-being. Despite this difficult decision, they are grateful for the many great people and friends they have met during their time in business. LilyMae and Jubal Lee, the owners, are looking forward to some much-needed downtime. Thank you to all the loyal customers and their fabulous pets for their support and friendship. ❤️❤️❤️

Red Nun Bar & Grill is a cozy and inviting establishment located on Main Street in Chatham, Massachusetts. This popular spot is known for its laid-back atmosphere, delicious food, and impressive selection of drinks. Whether you're looking for a casual spot to grab a drink with friends or a hearty meal with your family, Red Nun Bar & Grill has you covered. With a diverse menu featuring classic bar fare and tasty seafood dishes, there's something for everyone to enjoy. Stop by for a relaxed dining experience and see why Red Nun Bar & Grill is a favorite among locals and visitors alike.

Cumberland Farms is a popular café, convenience store, and gas station located at 678 Main Street in Chatham, Massachusetts. This institution offers a wide range of food and beverage options, as well as everyday essentials and fuel for motorists. Whether you're looking for a quick snack, a cup of coffee, or to fill up your tank, Cumberland Farms has you covered. With its convenient location and friendly staff, it's a go-to spot for locals and travelers alike.