Best hotels and places to stay in Southold
Why visit?
Southold, located in the beautiful state of New York, offers tourists a plethora of reasons to visit. From its stunning natural landscapes to its rich history and charming small-town vibe, Southold is a hidden gem in the United States. With a variety of top-notch hotels in Southold, NY, tourists are sure to have a comfortable and enjoyable stay.
Where to stay?
Southold Village: For travelers seeking a quintessential small-town experience, Southold Village is the perfect place to stay. This historic area is known for its picturesque Main Street lined with shops, cafes, and restaurants. Hotels in Southold, such as The Wells House Bed and Breakfast, offer guests a cozy and charming atmosphere while providing easy access to local attractions like the Horton Point Lighthouse and the Southold Historical Society.
Greenport: Just a short drive from Southold Village, Greenport is another fantastic area to stay in. Known for its vibrant maritime heritage, Greenport offers visitors access to beautiful beaches, scenic views, and a bustling downtown area. The Harborfront Inn is an excellent accommodation choice, offering modern amenities and stunning waterfront views. Guests can explore the lively downtown area and enjoy local seafood at the towns many renowned restaurants.
Orient: For a more tranquil and secluded experience, Orient is a fantastic choice. Located on the easternmost tip of Long Island, Orient offers stunning natural landscapes, including Orient Beach State Park and Orient Point County Park. The Orient Inn is a charming bed and breakfast that blends comfort and relaxation while allowing guests to immerse themselves in nature. The peaceful atmosphere and breathtaking views make Orient a true hidden gem.
What is the price per hotel room per night?
3-star hotels: The average price per night is around $150 to $250.
4-star hotels: The average price per night is around $250 to $350.
5-star hotels: The average price per night is around $350 to $500.
Best Value for Money:
The Harborfront Inn: With its prime location in the heart of Greenport, The Harborfront Inn offers great value for money. This 3-star hotel provides well-appointed rooms, modern amenities, and stunning views of the harbor. Guests can enjoy complimentary continental breakfast, access to a fitness center, and proximity to popular attractions such as the Greenport Carousel and Mitchell Park.
Giorgios Baiting Hollow: Located just a short drive from Southold, Giorgios Baiting Hollow is a hidden gem offering excellent value for money. This hotel features comfortable rooms with private balconies, an on-site restaurant serving delicious Italian cuisine, and a scenic outdoor pool area. Guests can explore nearby wineries, relax on the nearby beaches, or enjoy a round of golf at the nearby Baiting Hollow Club.
Heron Suites: Situated in Southold Village, Heron Suites offers spacious and well-equipped suites at an affordable price. Guests can enjoy a fully-equipped kitchenette, a separate living area, and access to private beachfront. The hotel is conveniently located near vineyards, farm stands, and the popular Custer Institute and Observatory, making it an ideal choice for travelers looking for both comfort and value.
Best Kids-Friendly Hotels:
The Blue Inn at North Fork: This family-friendly hotel in Southold provides a warm and welcoming atmosphere for guests of all ages. The spacious rooms feature modern amenities, and the outdoor pool and picnic area offer a great place for kids to play. The Blue Inn also offers easy access to family-friendly activities such as the Long Island Aquarium and Splish Splash Water Park.
Sound View Greenport: Situated in Greenport, Sound View offers a family-friendly environment with stunning views of the Long Island Sound. The hotel features a private beach, outdoor swimming pool, and a family game room. Families can also explore nearby attractions like the Railroad Museum of Long Island and Islands End Golf Course.
Best Hotels for a Romantic Getaway:
The Morning Glory Bed and Breakfast: Nestled in Southold, The Morning Glory offers a romantic and charming setting for couples. This cozy bed and breakfast features individually decorated rooms, a lush garden, and a homemade gourmet breakfast. Guests can enjoy leisurely walks to nearby wineries or unwind in the inns charming surroundings.
The Menhaden: Located in Greenport, The Menhaden is a boutique hotel perfect for a romantic escape. The stylish rooms, rooftop bar with panoramic views, and proximity to shops and restaurants make it ideal for couples seeking a memorable experience. The hotel is also a short distance from Kontokosta Winery and the picturesque Eastern Long Island beaches.
Best for Location:
The Stirling House Bed & Breakfast: Situated in Greenport, The Stirling House offers a central location near the waterfront, shops, and restaurants. This charming bed and breakfast provides comfortable rooms, a courtyard garden, and a delicious homemade breakfast. Guests can easily explore the areas attractions, including the Railroad Dock, East End Seaport Museum, and numerous art galleries.
The North Fork Table & Inn: Located in Southold, The North Fork Table & Inn offers an ideal location for exploring the regions wineries and farms. This elegant inn features luxurious rooms, an acclaimed restaurant showcasing farm-to-table dishes, and a picturesque garden. Guests can also discover nearby attractions such as the Cutchogue Village Green, Peconic Bay, and the North Fork Country Club.
Fordham House Bed and Breakfast: Nestled in Greenport, Fordham House provides a convenient location just a few minutes walk from the village center. This Victorian-style bed and breakfast offer comfortable rooms, a spacious garden, and a delicious homemade breakfast. Guests can easily access the nearby marina, antique shops, and local restaurants.
Best for a Short City Break:
Shorecrest Bed and Breakfast: Located in Southold, Shorecrest Bed and Breakfast offers a peaceful escape for a short city break. This charming B&B provides cozy rooms, a private beach, and a delicious breakfast. Guests can explore nearby attractions such as the Horton Point Lighthouse, Village of Greenport, and the Lavender By the Bay farm.
The Gallery Hotel: Situated in Greenport, The Gallery Hotel is a boutique hotel perfect for a quick getaway. The modern rooms feature artwork from local artists, and the hotels central location provides easy access to shops, restaurants, and galleries. Guests can also explore the nearby East End Seaport Museum or take a stroll along Front Street.
