TOP 30 Date night in Nantucket, Massachusetts

Located at 135 South Shore Drive in Yarmouth, Massachusetts, Seaside Cottages offers a relaxing getaway on the oceanfront with a private beach overlooking Nantucket Sound. Our five-acre cottage colony is the perfect destination for couples and families looking to unwind and enjoy the beauty of Cape Cod. When you book directly with us, you won't have to worry about any additional booking or cleaning fees. Take advantage of our May special - stay 2 nights and get the 3rd night free! Or plan your fall getaway with our fall special - stay 2 nights and get the 3rd night 50% off. Just make sure to book online and note that blackout dates apply.

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.

Faregrounds Restaurant is a popular bar and restaurant located at 27 Fairgrounds Road in Nantucket, Massachusetts. Known for its delicious food and relaxed atmosphere, this establishment offers a wide range of menu options to satisfy every craving. Whether you're looking for a casual meal with friends or a place to unwind after work, Faregrounds Restaurant is the perfect spot. With its convenient location and welcoming staff, it's no wonder why locals and visitors alike keep coming back for more. Come experience the charm of Faregrounds Restaurant for yourself!

The Seagrille is a charming seafood restaurant located at 45 Sparks Avenue in Nantucket, Massachusetts. Known for its fresh and delicious seafood dishes, The Seagrille offers a unique dining experience with a cozy atmosphere and friendly service. Whether you're a local or just visiting the area, The Seagrille is a must-visit destination for seafood lovers looking for a memorable dining experience in Nantucket.