TOP 10 Romantic weekend getaway in Nantucket, Massachusetts

Located in the heart of Nantucket, Massachusetts, the Nantucket Resort Collection offers a luxurious and enchanting experience for guests. With three unique accommodations to choose from - Chapman House, Regatta Inn, and Sherburne Inn - guests can immerse themselves in the island's rich history while enjoying modern coastal design. Each of our 17th-century buildings has been meticulously restored and furnished to provide a perfect blend of antique charm and modern elegance. Whether you are looking for a romantic getaway, a family vacation, or a corporate retreat, our boutique hotel collection has something for everyone.

Nantucket Inns is a charming lodging establishment located at 9 North Water Street in the picturesque island of Nantucket, Massachusetts. As a combination of a lodging, real estate, and travel agency, Nantucket Inns offers a unique experience for guests looking to explore the beauty of the island. With comfortable accommodations, personalized real estate services, and expert travel assistance, Nantucket Inns is the perfect destination for those seeking a memorable stay on Nantucket.

The Centerboard Nantucket is a charming lodging establishment located at 8 Chester Street in the picturesque island of Nantucket, Massachusetts. This cozy inn offers a serene and relaxing atmosphere for guests to enjoy during their stay. With comfortable accommodations and a convenient location near the island's attractions, The Centerboard Nantucket is the perfect choice for those looking for a peaceful retreat. Whether you are visiting for a weekend getaway or an extended vacation, this institution provides a welcoming and comfortable stay for all guests.

The Cottages at Nantucket Boat Basin is a charming lodging option located at 24 Old South Wharf in Nantucket, Massachusetts. This unique institution offers cozy cottages with stunning views of the marina, perfect for a relaxing getaway. As a real estate agency, they also offer opportunities to invest in waterfront properties in this picturesque location. Additionally, as a travel agency, they can help plan your dream vacation to Nantucket, ensuring a memorable experience. Whether you're looking for a weekend retreat or a long-term investment, The Cottages at Nantucket Boat Basin has everything you need for a perfect stay in this beautiful coastal town.

Nantucket Online is a premier travel agency located at 27 Mill Street in Nantucket, Massachusetts, United States. Specializing in providing personalized and tailored travel experiences, our team of experts is dedicated to helping clients create unforgettable trips to this beautiful island destination. Whether you're looking for a relaxing beach getaway, a romantic weekend escape, or a fun-filled family vacation, Nantucket Online is here to make your travel dreams a reality. Contact us today to start planning your next adventure!

The Ocean View is a charming lodging establishment located at 966 Craigville Beach Road in Barnstable, Massachusetts. This unique institution offers guests a breathtaking water view from every room, providing a tranquil and relaxing stay. With easy access to Craigville Beach on Nantucket Sound, guests can enjoy the soft sand and warm water temperatures for a perfect beach getaway. In addition to its prime beachfront location, The Ocean View is conveniently situated near popular Cape Cod attractions and historical sites. Guests can also experience exciting events such as the Hyannis Sprint Triathlons and the Best Buddies Challenge right outside their door.

Located at 135 Massachusetts 28 in Yarmouth, Massachusetts, the Tidewater Inn is a charming lodging institution in the heart of Cape Cod. With a prime location minutes away from beaches, boating, fishing, golf, shopping, and family-friendly attractions, guests can enjoy all that the area has to offer. Situated on three and a half acres next to Mill Creek, guests can relax and enjoy the serene surroundings that lead to Lewis Bay and Nantucket Sound. Family-owned for almost half a century, the Tidewater Inn prides itself on hospitality and serving as an ambassador for the Cape Cod community. With a variety of rooms to choose from, guests can find the perfect accommodation for their stay. The on-site Helen's Breakfast Diner offers affordable and delicious grab-and-go options, with outdoor seaside seating available.

The Brass Lantern Inn is a charming lodging located at 11 North Water Street in Nantucket, Massachusetts. This cozy inn offers a welcoming atmosphere and comfortable accommodations for guests visiting the historic island of Nantucket. With its prime location in the heart of downtown Nantucket, guests can easily explore the island's shops, restaurants, and attractions. The Brass Lantern Inn provides a peaceful retreat with beautifully appointed rooms, a delicious breakfast each morning, and friendly staff ready to assist with any needs. Whether you are visiting for a romantic getaway, family vacation, or business trip, the Brass Lantern Inn is the perfect place to stay while experiencing all that Nantucket has to offer.

Located at 9 Cliff Road in Nantucket, Massachusetts, the Cliff Lodge Bed & Breakfast offers a leisurely ambiance and delightful charm to its guests. Originally built in 1771 as a whaling master's home, this historic inn is just a short walk from the ferry and the town, making it a perfect place to experience the beauty and enchantment of Nantucket. Returning visitors often consider Cliff Lodge as their home-away-from-home, appreciating the easy elegance of island life and the exceptional hospitality provided by the hostess and staff. The rooms offer a nice view and the breakfasts, which vary daily, are a highlight for guests. Despite COVID-19 limitations, the inn has managed to maintain its inviting common areas and outdoor spaces.

Brant Point Courtyard is a charming lodging establishment located at 15 Swain Street in Nantucket, Massachusetts. This unique institution serves as both a real estate agency and a travel agency, providing guests with a one-of-a-kind experience in the heart of this picturesque coastal town. The courtyard offers cozy accommodations and personalized services to ensure a comfortable and memorable stay for all visitors. Whether you are looking to book a vacation rental, purchase a property, or plan your next getaway, Brant Point Courtyard is the perfect destination for all your lodging and travel needs.

Winthrop Hotels & Resorts is a luxurious lodging institution located at 18 Amelia Drive in the beautiful island of Nantucket, Massachusetts, United States. Offering top-notch hospitality services, exquisite accommodations, and breathtaking views, Winthrop Hotels & Resorts is the perfect destination for those seeking a relaxing and indulgent getaway. With a prime location near the beach and various attractions, guests can enjoy a memorable stay filled with comfort and convenience. Whether you are looking for a romantic retreat, a family vacation, or a weekend escape, Winthrop Hotels & Resorts is the ideal choice for a truly unforgettable experience.

Seven Sea Street Inn is a charming lodging located on Nantucket Island in Massachusetts, United States. Situated at the address 7 Sea Street, this quaint inn offers a cozy and welcoming atmosphere for guests looking to relax and unwind. With comfortable accommodations and personalized service, Seven Sea Street Inn is the perfect home away from home for travelers exploring the historic island of Nantucket. Enjoy a peaceful stay in this beautiful seaside town, just steps away from the beach and local attractions.

The Periwinkle Inn, located at 9 North Water Street in Nantucket, Massachusetts, has been reimagined by Nantucket Looms to offer a charming and luxurious lodging experience. This historic 1830s whaling-era inn on Greek House Row now features a modern design with light and airy fabrics, rattan pieces, and rope textures throughout. The guest rooms, designed by Nantucket Looms, combine historic charm with modern comforts to provide a unique Nantucket experience. Guests can enjoy a peaceful stay just steps away from dining and shopping in town. The inn offers comfortable beds, friendly staff, and fresh-baked cookies, making it a perfect choice for a relaxing getaway. With its ideal location near the ferry and whaling museum, the Periwinkle Inn is a top choice for visitors to Nantucket Island.

Located in the heart of Nantucket, Massachusetts, the Regatta Inn offers a unique and luxurious lodging experience. Situated at 78 Centre Street, this iconic Nantucket luxury boutique hotel is part of the Nantucket Resort Collection, along with the Chapman House and Sherburne Inn. The Regatta Inn boasts enchanting gardens, where guests can relax and breathe in the delicious island aroma. Each of the 17th-century buildings has been beautifully restored and furnished with modern coastal design, combining antique charm with modern elegance.

Union Street Inn is a charming and elegant lodging establishment located at 7 Union Street in the heart of Nantucket, Massachusetts. This historic inn offers luxurious accommodations in a quaint and picturesque setting, perfect for a romantic getaway or a relaxing weekend retreat. The beautifully decorated rooms and suites exude a cozy and inviting atmosphere, with modern amenities and thoughtful touches to ensure a comfortable stay. Guests can enjoy a delicious gourmet breakfast each morning, as well as afternoon tea and cookies in the elegant parlor. The inn's central location allows easy access to Nantucket's shops, restaurants, and attractions, making it an ideal choice for travelers looking to experience the charm and beauty of this historic island.

29 Fair Street Inn is a charming and cozy lodging located in the heart of Nantucket, Massachusetts. Situated at the address 29 Fair Street, this historic inn offers a peaceful retreat for guests looking to experience the beauty and charm of Nantucket. With comfortable rooms, friendly staff, and a convenient location near shops, restaurants, and attractions, 29 Fair Street Inn is the perfect place to stay for a relaxing getaway on the island. Whether you are visiting for a weekend getaway or an extended vacation, you will feel right at home at this lovely inn.

Ships Inn is a charming lodging establishment located at 13 Fair Street in the picturesque town of Nantucket, Massachusetts. This historic inn offers a cozy and inviting atmosphere, perfect for a relaxing getaway or a romantic weekend escape. The rooms are elegantly decorated and equipped with modern amenities to ensure a comfortable stay for guests. The inn also features a beautiful garden, where guests can unwind and enjoy the peaceful surroundings. With its convenient location near the town center and the beach, Ships Inn is the perfect choice for those looking to experience the beauty of Nantucket.

The Summer House Fair Street is a charming lodging institution located at 27 Fair Street in the picturesque town of Nantucket, Massachusetts. This historic establishment offers a cozy and inviting atmosphere for guests looking to experience the beauty and tranquility of the island. With comfortable accommodations, friendly staff, and a convenient location near the beach and downtown area, The Summer House Fair Street is the perfect choice for a relaxing getaway on Nantucket. Whether you're looking for a romantic retreat or a family vacation, this charming inn has everything you need for a memorable stay.

The Manor House Inn is a charming lodging establishment located at 31 Centre Street in the picturesque town of Nantucket, Massachusetts. This historic inn offers a cozy and inviting atmosphere for guests looking to experience the beauty and charm of Nantucket. The Manor House Inn features comfortable rooms, delicious breakfast options, and friendly staff to ensure a memorable stay for all visitors. With its convenient location in the heart of Nantucket, guests can easily explore the island's beaches, shops, and attractions. Whether you're visiting for a weekend getaway or a longer vacation, the Manor House Inn is the perfect place to relax and unwind in Nantucket.

The Martin House Inn is a charming lodging establishment located at 61 Centre Street in the picturesque town of Nantucket, Massachusetts. This historic inn offers a cozy and welcoming atmosphere, with beautifully decorated rooms and modern amenities to ensure a comfortable stay for guests. The inn's convenient location allows visitors to easily explore the island's attractions, including beaches, shops, and restaurants. With its personalized service and attention to detail, the Martin House Inn is the perfect choice for a relaxing getaway in Nantucket.

3 Hussey Street Guest House is a charming lodging located in the heart of Nantucket, Massachusetts. Situated at the address 3 Hussey Street, this guest house offers a cozy and inviting atmosphere for travelers looking to experience the beauty and history of Nantucket. With comfortable accommodations and a convenient location near shops, restaurants, and attractions, 3 Hussey Street Guest House is the perfect home base for exploring all that Nantucket has to offer. Whether you're visiting for a weekend getaway or an extended stay, you'll feel right at home at this welcoming guest house.

Carlisle House Inn is a charming lodging located at 26 North Water Street in the picturesque town of Nantucket, Massachusetts. This historic inn offers a cozy and comfortable stay for guests looking to experience the beauty and charm of Nantucket. The inn features beautifully decorated rooms, modern amenities, and a warm and welcoming atmosphere. Guests can enjoy a delicious breakfast each morning and relax in the peaceful surroundings of the inn's garden. With its convenient location near the waterfront and local attractions, Carlisle House Inn is the perfect choice for a relaxing getaway in Nantucket.

The Carriage House is a charming lodging establishment located at 5 Ray's Court in Nantucket, Massachusetts. This historic building offers a cozy and comfortable stay for guests looking to experience the beauty and charm of Nantucket. With its quaint architecture and prime location, the Carriage House provides a peaceful retreat for visitors to relax and unwind. Whether you're exploring the island's beaches, shops, or restaurants, the Carriage House is the perfect home base for your Nantucket getaway.

Located at 10 Gay Street in Nantucket, Massachusetts, the Sherburne Inn is a luxurious boutique hotel that offers a unique blend of antique charm and modern elegance. Guests can choose from accommodations in the Chapman House, Regatta Inn, or the Sherburne Inn, each with its own distinct personality. The 17th-century buildings have been beautifully restored and furnished with modern coastal design, creating a serene and inviting atmosphere for guests to relax and unwind. The enchanting gardens surrounding the inn provide a peaceful retreat, allowing guests to breathe in the delicious island aroma and enjoy the beauty of Nantucket.

Located at 20 North Water Street in Nantucket, Massachusetts, The Chapman House is a stylish boutique bed and breakfast offering a unique blend of modern design and historic charm. Built in 1830, this property features 14 rooms with king or queen-size beds, each decorated with clean lines, crisp colors, and decorative fireplaces for a touch of sophistication. Guests can relax in the common patio area throughout the day, or retreat to their smaller-side guest room with a queen bed, fine linens, AC, and WiFi access. Some rooms also feature custom drapes, padded headboards, and private baths with stand-alone showers.

Easton House is a charming lodging institution located at 17 North Water Street in the picturesque town of Nantucket, Massachusetts. Situated in the heart of this historic island, Easton House offers guests a cozy and comfortable retreat during their stay. The welcoming atmosphere and convenient location make it the perfect choice for visitors looking to experience all that Nantucket has to offer. With its classic New England architecture and warm hospitality, Easton House is the ideal place to relax and unwind while exploring the beauty of this coastal destination.

The Swain House is a charming lodging establishment located at 19 Broad Street in the picturesque town of Nantucket, Massachusetts. This historic inn offers a cozy and welcoming atmosphere for guests looking to experience the beauty and charm of Nantucket. With its convenient location in the heart of town, The Swain House provides easy access to shops, restaurants, and attractions. Guests can enjoy comfortable accommodations, personalized service, and a relaxing stay in this quaint New England setting. Whether visiting for a weekend getaway or a longer vacation, The Swain House is the perfect choice for a memorable stay on Nantucket Island.

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.

Located at 1 Lighthouse Inn Road in Dennis, Massachusetts, the Lighthouse Inn is a charming lodging institution that has been welcoming guests for 86 seasons. Opening on May 24th, 2024, this historic inn on Cape Cod offers a nostalgic escape to a simpler time. Nestled on nine acres of oceanfront property, the Lighthouse Inn boasts a private sandy beach, heated pool, tennis courts, and a full-service restaurant with stunning views of the ocean. Perfectly situated along the tranquil shores of Nantucket Sound, this inn provides a secluded and relaxing retreat for guests seeking a classic Cape Cod experience. Whether you're looking to unwind with refreshing ocean breezes or participate in family-friendly activities, the Lighthouse Inn has something for everyone.

Ocean Breeze Motel is a charming lodging institution located at 170 Seaview Avenue in Yarmouth, Massachusetts. Offering 32 beautifully appointed rooms and a spacious apartment suite, our motel provides a comfortable and tranquil escape for travelers looking to experience the essence of Cape Cod. Situated just a short walk from the serene waters of Nantucket Sound, our property combines modern amenities with classic coastal charm to create a welcoming atmosphere for every guest. Conveniently located near popular attractions such as Chatham and Hyannis, Ocean Breeze Motel is the ideal base for exploring the wonders of Yarmouth and beyond. Whether you're craving fresh seafood, historical landmarks, or vibrant local events, our motel is perfectly situated for you to make the most of your Cape Cod getaway. With easy access to the Atlantic Ocean and the region's picturesque scenery, Ocean Breeze Motel promises a memorable and relaxing stay for all who visit.