TOP 30 Best Family guest house in Plymouth, Massachusetts

The Winslow House, located at 634 Careswell Street in Marshfield, Massachusetts, is a historic museum and tourist attraction that was built around 1699 for the Honorable Isaac Winslow. Situated on land granted to his Grandfather, Mayflower passenger Edward Winslow, this well-preserved house is one of the few remaining structures from the former Plymouth Colony. Listed on the National Register of Historic Places, the Winslow House offers guided tours and hosts public and private events from May to October. A visit to the Winslow House is a step back in time, immersing visitors in over 320 years of history. The house welcomes guests of all ages, offering a glimpse into colonial life and the Winslow family legacy. The institution also hosts various public events and open houses, with tours available upon request outside of scheduled hours.

Gillis Family Tavern is a cozy and inviting bar and restaurant located in Plymouth, Massachusetts. Situated at 6 Spring Lane, this family-owned establishment offers a warm and friendly atmosphere where guests can enjoy delicious food and drinks in a relaxed setting. Whether you're looking for a casual meal with friends or a fun night out, Gillis Family Tavern is the perfect spot to unwind and enjoy some quality time with loved ones. Come and experience the welcoming hospitality and tasty menu offerings at this local favorite.

Kevin's Club House Restaurant is a cozy and inviting eatery located at 265 South Meadow Road in Plymouth, Massachusetts. This charming restaurant offers a welcoming atmosphere where guests can enjoy delicious food and excellent service. Whether you're looking for a casual meal with friends or a special dinner with loved ones, Kevin's Club House Restaurant is the perfect choice. With a diverse menu featuring a variety of dishes, including classic American fare and international cuisine, there's something for everyone to enjoy. Come and experience the warm hospitality and mouthwatering flavors at Kevin's Club House Restaurant today.

The Yellow Deli Plymouth is a charming restaurant located on Main Street in Plymouth, Massachusetts. This cozy establishment offers a unique dining experience with a warm and inviting atmosphere. The menu features a variety of delicious and wholesome dishes made with fresh, locally sourced ingredients. Guests can enjoy a relaxing meal in the cozy dining area or grab a quick bite to eat at the counter. The friendly staff and excellent service make The Yellow Deli Plymouth a must-visit destination for food lovers in the area.

Hilton Garden Inn Plymouth is a welcoming lodging establishment located on Home Depot Drive in Plymouth, Massachusetts, United States. Our hotel offers comfortable accommodations and modern amenities for both leisure and business travelers. Guests can enjoy a relaxing stay in our well-appointed rooms, dine at our on-site restaurant, and take advantage of our fitness center and indoor pool. With a convenient location near local attractions and businesses, Hilton Garden Inn Plymouth is the perfect choice for your next stay in the area.

Hotel 1620 Plymouth Harbor is a charming lodging establishment situated at 180 Water Street in the historic town of Plymouth, Massachusetts. This waterfront hotel offers stunning views of the harbor and is conveniently located near popular attractions such as Plymouth Rock and the Mayflower II. The hotel features comfortable rooms and suites, a fitness center, a restaurant serving delicious cuisine, and event spaces for weddings and meetings. Guests can enjoy a relaxing stay with a touch of New England charm at Hotel 1620 Plymouth Harbor.

Whitfield House is a charming lodging institution located at 26 North Street in the historic town of Plymouth, Massachusetts, United States. This quaint and cozy establishment offers comfortable accommodations for guests looking to explore the rich history and beautiful scenery of Plymouth. With its convenient location near popular attractions such as Plymouth Rock and the Mayflower II, Whitfield House is the perfect home base for a memorable vacation in this picturesque New England town. Guests can enjoy a relaxing stay in well-appointed rooms and experience warm hospitality from the friendly staff. Whether you're visiting for a weekend getaway or an extended stay, Whitfield House provides a welcoming and inviting atmosphere for all travelers.

A Beach House Oceanfront is a charming lodging located at 45 Black Pond Lane in Plymouth, Massachusetts, United States. Situated right on the oceanfront, this institution offers stunning views of the sea and direct access to the beach. Guests can enjoy a peaceful and relaxing stay in a cozy beach house, complete with all the amenities needed for a comfortable vacation. Whether you're looking to unwind by the water, explore the nearby attractions, or simply soak up the sun, A Beach House Oceanfront is the perfect destination for a seaside getaway.

Barbara's Guest House is a charming lodging establishment located at 62 Cooke Road in the picturesque town of Plymouth, Massachusetts, United States. Our cozy guest house offers comfortable accommodations and a warm, welcoming atmosphere for visitors looking to experience the beauty of Cape Cod. With easy access to the beach, historic sites, and local attractions, Barbara's Guest House is the perfect home base for your New England getaway. Our friendly staff is dedicated to providing excellent service and ensuring that your stay is a memorable one. Book your stay with us today and experience the true hospitality of Barbara's Guest House.

Welcome to Fork Factory Brook Reservation, a hidden gem nestled in the heart of Medfield, Massachusetts. Located on Hartford Street, this picturesque park and tourist attraction offers a serene escape into nature's embrace. Managed by The Trustees of Reservations, Fork Factory Brook Reservation is dedicated to preserving the scenic, historic, and ecological treasures of Massachusetts for all to enjoy. Explore the park's winding trails, which meander through lush woodlands and alongside the tranquil brook that gives the reservation its name. With almost 10 miles of family-friendly paths, visitors can immerse themselves in the beauty of diverse landscapes, from dense forests to open fields and charming wetlands. This idyllic setting is perfect for walking, hiking, and nature watching, offering a peaceful retreat from the hustle and bustle of everyday life.

Best Western Plus Cold Spring is a charming lodging institution located at 180 Court Street in Plymouth, Massachusetts. Situated in the heart of this historic town, guests can enjoy easy access to local attractions such as Plymouth Rock and the Mayflower II. The hotel offers comfortable and well-appointed rooms, a complimentary hot breakfast, an indoor pool, and a fitness center. With its convenient location and excellent amenities, Best Western Plus Cold Spring is the perfect choice for both leisure and business travelers visiting Plymouth.

Mallebar Brasserie is a charming restaurant located at 15 Main Street Extension in Plymouth, Massachusetts. Our brasserie offers a cozy and inviting atmosphere where guests can enjoy delicious food and drinks in a relaxed setting. Our menu features a variety of mouth-watering dishes, from classic French cuisine to modern American favorites. Whether you're looking for a casual meal with friends or a special night out with a loved one, Mallebar Brasserie is the perfect spot for any occasion. Come dine with us and experience the warm hospitality and delectable flavors that make us a favorite dining destination in Plymouth.

Lucky's 777 Bar & Grill is a popular establishment located at 777 Plymouth Street in Holbrook, Massachusetts. This lively venue offers a casual and inviting atmosphere for guests to enjoy delicious food, refreshing drinks, and good company. Whether you're looking to grab a bite to eat, watch the game with friends, or simply unwind after a long day, Lucky's 777 Bar & Grill has something for everyone. With a diverse menu featuring classic bar favorites and unique culinary creations, there's no shortage of options to satisfy your cravings. Come visit Lucky's 777 Bar & Grill for a fun and memorable dining experience in the heart of Holbrook.

TrailsEnd Bistro is a charming restaurant located at 1 Greenside Way North in Plymouth, Massachusetts. Our cozy bistro offers a warm and inviting atmosphere where guests can enjoy delicious food and drinks in a relaxed setting. Our menu features a variety of dishes made with fresh, locally sourced ingredients, including hearty soups, salads, sandwiches, and entrees. Whether you're looking for a quick bite to eat or a leisurely meal with friends and family, TrailsEnd Bistro is the perfect spot to satisfy your cravings. Come visit us and experience the flavors of New England in every bite.

Located at 6 Purchase Street in Plymouth, Massachusetts, The Market is a unique institution that offers a wide range of locally-made goods from across New England. As a bakery, food, grocery, and supermarket store, The Market is committed to quality and sustainability, working closely with small businesses and farmers to ensure the highest standard of products. From farm-fresh produce to artisanal cheeses, handcrafted pottery, and jewelry, The Market celebrates New England's culture and history through its diverse selection. With a dynamic range of products that reflect customers' tastes and interests, The Market is the go-to destination for those looking to support local businesses or find one-of-a-kind gifts. Keep up to date with our local brands through #LovintheLocal on our Instagram and Facebook accounts. Discover our favorite recipes from around the world, carefully selected and tested by our team of food enthusiasts. Whether you're looking for quick weeknight meals, impressive dishes for guests, or indulgent treats, The Market has something for everyone.

Mamma Mia's Restaurants is a popular dining destination located at 3 Village Green North in Plymouth, Massachusetts. This cozy establishment offers a warm and inviting atmosphere where guests can enjoy delicious Italian cuisine made with fresh, high-quality ingredients. From classic pasta dishes to savory seafood entrees, Mamma Mia's menu has something for everyone to enjoy. Whether you're looking for a casual lunch spot or a romantic dinner setting, Mamma Mia's Restaurants is the perfect choice for a memorable dining experience.

ShoreWay Acres Inn & Cape Cod Lodging is a charming and historic lodging option located at 59 Shore Street in Falmouth, Massachusetts. This family-owned inn offers a unique glimpse into authentic Cape Cod life, past and present, with a focus on preserving history and tradition. The inn started with nine rooms in a historic sea captain's home built in 1806 and has since expanded to offer 70 rooms with modern amenities. Guests can enjoy a variety of accommodations, from traditional rooms to suites and vacation rentals with full kitchens. The inn is located on one of Falmouth's most historic streets, providing a peaceful and residential atmosphere while still being within walking distance to Falmouth Village and Surf Drive Beach. Nearby attractions include Martha's Vineyard ferries, the Shining Sea Bikeway, and day trips to Plymouth, Hyannis, and Provincetown.

The Blue-Eyed Crab Caribbean Grill & Rum Bar is a vibrant and lively restaurant located at 170 Water Street in Plymouth, Massachusetts. This tropical oasis offers a unique dining experience with a menu inspired by the flavors of the Caribbean. Guests can indulge in a variety of delicious seafood dishes, grilled meats, and refreshing cocktails while enjoying the laid-back atmosphere and stunning waterfront views. With its colorful decor, friendly staff, and extensive rum bar, The Blue-Eyed Crab is the perfect destination for a relaxing meal with family and friends. Come and savor the flavors of the islands at this charming eatery in the heart of Plymouth.

The Sandpiper Inn is a cozy and charming lodging establishment located at 205 Taylor Avenue in the picturesque town of Plymouth, Massachusetts. Situated just a short distance from the beautiful beaches and historic sites of Plymouth, this inn offers a peaceful and relaxing retreat for guests looking to unwind and rejuvenate. With comfortable accommodations, friendly staff, and a convenient location, the Sandpiper Inn is the perfect choice for a memorable stay in this historic New England town.

The Calico Seahorse-Beach Vacation Rentals is a unique institution located at 90 White Horse Road in Plymouth, Massachusetts, United States. As a real estate and travel agency, we offer 7 beach-themed bungalows just a 5-minute walk from White Horse Beach. Each bungalow is a dream destination, fully furnished with everything you need for a beach getaway, including a beach wagon filled with chairs, umbrellas, and boogie boards, as well as an outdoor shower, community fire pit, and your own gas grill. Our accommodations include a Studio that sleeps 2, three 1-bedroom bungalows that sleep 5, two 2-bedroom bungalows that sleep 7, and a 4-bedroom Main house that sleeps 11. All of our bungalows are fully stocked with a kitchen, stainless steel appliances, drip coffee maker, and a Keurig. Each bungalow is themed after places we have traveled around the world, adding a colorful and whimsical touch to the property.

Welcome to The Trustees of Reservations, a haven for nature lovers and history enthusiasts alike, located at 1 Sergeant Street, Stockbridge, Massachusetts. As a distinguished museum and tourist attraction, we are dedicated to preserving the exceptional scenic, historic, and ecological treasures of Massachusetts. Our mission is to protect the places you love for their trails, history, gardens, and beaches, recognizing that nature and culture enrich our lives and soothe the soul. Explore the beauty of Massachusetts through our diverse offerings, from historic estates to breathtaking natural landscapes. Immerse yourself in our scenic trails, picturesque gardens, and serene beaches that promise a rejuvenating experience. For those interested in history, delve into the rich past of the region with guided tours and educational programs.

By the Sea - B&B is a charming bed and breakfast located at 22 Winslow Street in the picturesque town of Plymouth, Massachusetts. Situated just steps away from the beautiful coastline, this cozy B&B offers guests a peaceful and relaxing retreat by the sea. The accommodation features comfortable rooms, delicious homemade breakfasts, and warm hospitality. Whether you're looking for a romantic getaway or a peaceful escape, By the Sea - B&B is the perfect destination for your next vacation.

The John Carver Inn & Spa is a charming boutique hotel located in the heart of Historic Plymouth, Massachusetts. This lodging option offers a unique blend of Colonial charm and modern amenities, making it the perfect choice for visitors looking for a relaxing getaway. The hotel features 80 spacious guest rooms and luxury suites, each offering comfortable accommodations and upscale amenities. Guests can enjoy the exclusive Suite Dreams Experience in the elegant fireplace suites, which include oversized whirlpool tubs for ultimate relaxation. One of the highlights of the John Carver Inn & Spa is the Pilgrim Cove Indoor Theme Pool, which features an 80-foot water slide, waterfalls, a Jacuzzi, lap lanes, and a fitness room. This family-friendly hotel provides a fun and exciting experience for guests of all ages. Additionally, the on-site spa offers a tranquil escape with a variety of treatments and services to help guests unwind and rejuvenate.

Chili's Grill & Bar is a popular dining destination located at 2 Plaza Way in Plymouth, Massachusetts. This lively establishment offers a diverse menu of delicious American cuisine, including signature dishes like sizzling fajitas, mouthwatering burgers, and flavorful ribs. Guests can enjoy their meal in a vibrant and inviting atmosphere, complete with friendly staff and a fully stocked bar serving up refreshing cocktails and cold beers. Whether you're looking for a casual dinner with friends or a fun night out, Chili's Grill & Bar is the perfect spot to satisfy your cravings and enjoy a memorable dining experience.

Located at 150 Warren Avenue in Plymouth, Massachusetts, the Pilgrim Sands hotel on Long Beach offers a relaxing oceanfront experience on Cape Cod Bay. Enjoy live music in our lounge and on the outside oceanfront deck, showcasing some of the area's most talented musicians. Plymouth is a historic town with plenty of activities and is conveniently located near Cape Cod, Boston, and other popular tourist destinations. The Sands hotel is situated right off the highway, providing easy access to Boston and Cape Cod. Our beachfront location allows guests to take full advantage of the beautiful surroundings, with a private beach leading to Plymouth Long Beach. This peninsula offers miles of unspoiled beach with stunning views of Saquish beach and Plymouth Harbor, perfect for a scenic walk.

Welcome to Diamond Key Real Estate, your premier destination for all your real estate needs in Massachusetts, New Hampshire, and Florida. Located at 780 Main Street, Haverhill, Massachusetts 01830, our dedicated team is here to provide you with the best real estate search experience for homes, condos, land, and foreclosure properties. Our website is designed with you in mind, offering an easy-to-use platform that is updated every 15 minutes by the official Realtor®'s database. Whether you are looking to buy or sell, you can save your searches and receive daily email alerts about new listings, price changes, sold data, and market reports. Our Interactive Map Search feature allows you to view properties on a map or refine your search by drawing boundaries around your desired area.

Pilgrims Churrascaria is a Brazilian steakhouse located at 25 Home Depot Drive in Plymouth, Massachusetts. This restaurant offers a unique dining experience where guests can enjoy a variety of meats cooked in the traditional churrasco style. The atmosphere is warm and inviting, perfect for a special night out or a casual meal with friends and family. With its delicious food and friendly service, Pilgrims Churrascaria is a must-visit destination for anyone looking to experience authentic Brazilian cuisine in the United States.