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MapView on map3.7 km from City Centre
From   US$ 345 /nightSelect

Best hotels and places to stay in Southold

Why visit?

Southold, NY is a hidden gem nestled on the North Fork of Long Island. With its beautiful beaches, stunning vineyards, and charming shops, Southold offers a relaxing and picturesque getaway for tourists. Whether you are looking to unwind in a tranquil atmosphere or explore the local attractions, Southold has something to offer for everyone.

Where to stay?

Greenport: Located just a short drive away from Southold, Greenport is a lively and vibrant village known for its quaint downtown area and waterfront scenery. With a variety of hotels in Southold, NY to choose from, Greenport offers a convenient and bustling place to stay. Visitors can explore the local boutiques, dine at delicious seafood restaurants, or embark on a scenic boat tour from the local marina.

Orient: For a more secluded and peaceful experience, Orient is an ideal place to stay. Surrounded by breathtaking nature reserves and pristine beaches, Orient offers a serene retreat away from the hustle and bustle. Visitors can take leisurely walks along the coastline, go birdwatching in the nearby fields, or simply relax and enjoy the tranquility of this charming hamlet.

Mattituck: Situated in the heart of the North Fork wine region, Mattituck is a great choice for wine enthusiasts and those looking to immerse themselves in the local culture. With numerous wineries in the vicinity, visitors can indulge in wine tastings, take vineyard tours, and enjoy farm-to-table dining experiences. Hotels in Southold, NY in Mattituck provide easy access to these wineries and offer a comfortable stay with proximity to the attractions of the area.

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:

Harborfront Inn: Situated in the heart of Greenport, this hotel offers comfortable rooms with stunning views of the harbor. With its convenient location to shops, restaurants, and local attractions, Harborfront Inn provides excellent value for money for those seeking a memorable stay in Southold.

Sound View Greenport: Located on the Long Island Sound, Sound View Greenport offers spacious rooms and a private beach for guests to enjoy. The hotels laid-back atmosphere, coupled with its breathtaking views, makes it a great choice for visitors looking for a relaxing and affordable getaway in Southold.

Shorecrest Bed and Breakfast: This charming bed and breakfast in Southold, NY offers cozy rooms with a personal touch. With its warm hospitality and delicious homemade breakfast, guests can experience a true home away from home at Shorecrest. The inns affordability and proximity to local wineries make it a top pick for value-conscious travelers.

Best kid-friendly hotels:

The Morning Glory Bed & Breakfast: With its family-friendly atmosphere and proximity to kid-friendly attractions, this bed and breakfast in Southold is an excellent choice for families. The inn offers spacious rooms and a lovely garden, providing a peaceful retreat for parents while offering a safe and enjoyable environment for children.

Cedar House on Sound: Nestled in a serene location near the beach, Cedar House on Sound offers a range of activities for children, including swimming, biking, and exploring nature trails. The hotels spacious accommodations and kid-friendly amenities make it a top pick for families visiting Southold.

Best hotels for a romantic getaway:

The North Fork Table & Inn: Known for its elegant rooms and gourmet dining experience, The North Fork Table & Inn is a perfect choice for couples seeking a romantic escape. Located in Southold, this boutique hotel in Southold, NY exudes charm and offers exceptional service to ensure a memorable stay.

The Duncan Inn: Offering cozy and intimate rooms, The Duncan Inn provides couples with a charming setting for a romantic getaway in Southold. Its peaceful surroundings and proximity to local wineries create an ambiance ideal for couples looking to relax and reconnect.

Best for location:

The Heron Suites: Located in the heart of Greenport, The Heron Suites offer modern accommodations within walking distance of the villages shops and restaurants. Its central location makes it a convenient base for exploring Southold and all that the North Fork has to offer.

Quintessentials Bed and Breakfast and Spa: Situated in the village of East Marion, Quintessentials Bed and Breakfast and Spa provides a serene setting near the sea. Its peaceful location, combined with easy access to the areas wineries and beaches, makes it a great choice for travelers seeking a quiet and convenient stay.

The Blue Inn at North Fork: Just steps away from the beach, The Blue Inn at North Fork offers a prime location for guests to enjoy the waterfront views. Its close proximity to wineries, restaurants, and attractions makes it an ideal choice for visitors wanting to explore Southold and its surroundings.

Best for a short city break:

The Stirling House Bed and Breakfast: This historic bed and breakfast in Greenport provides a charming and comfortable setting for a short city break. Its central location allows easy access to the villages shops, restaurants, and waterfront.

Jedediah Hawkins Inn: Offering luxury accommodations in a restored historic mansion, Jedediah Hawkins Inn provides a unique and indulgent escape for a short city break. Its elegant rooms, gourmet cuisine, and picturesque setting make it an ideal choice for a romantic getaway or special occasion in Southold.

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