Southold Hotels

Southold
Dec 15, 2024 - Dec 16, 2024
2 adults, 1 room
Find
Price per night:
Up to 100$
$100 - 200
From $200
Rating:
Excellent 9+
Very good 8+
Good 7+
All ratings
Star rating:
5-stars
4-stars
3-stars
Unrated
8.4
Very good (12)
View map · 1.4 mi City Centre
From
199US$ /per night
8.4
Very good (29)
View map · 2.3 mi City Centre
From
405US$ /per night
8.2
Very good (12)
View map · 1.7 mi City Centre
From
200US$ /per night
7.8
Very good (7)
View map · 1.9 mi City Centre
From
325US$ /per night

Discover Your Perfect Stay

Nestled on the picturesque North Fork of Long Island, Southold is a charming destination that offers a unique blend of coastal beauty and small-town allure. Whether you’re seeking a romantic escape or a family adventure, the variety of Southold hotels ensures you’ll find the perfect place to call home during your stay. From cozy inns to modern beachfront accommodations, each hotel provides a welcoming atmosphere that sets the stage for unforgettable experiences.

As you explore Southold, you’ll discover an array of activities that make this quaint town a hidden gem. Enjoy wine tasting at nearby vineyards, bask in the sun on stunning beaches, or take a stroll through historic neighborhoods, all within close proximity to your chosen hotel. Many Southold hotels also offer special packages that include complimentary wine tours or beach access, making it easy to experience the best of what the area has to offer.

In addition to finding a great place to stay, it's important to indulge in the local cuisine and attractions during your visit. Many hotels in Southold are conveniently located near renowned restaurants, charming boutiques, and scenic parks. With so much to explore beyond your hotel room, Southold invites travelers to create cherished memories while enjoying the perfect blend of relaxation and adventure.

Name of hotel Accommodation Rating Price, $
The Greenporter Hotel

8.3 / 10

(160 Reviews)

From 170US$
The Sound View Greenport

8.0 / 10

(238 Reviews)

From 409US$
The Harborfront Inn at Greenport

8.4 / 10

(203 Reviews)

From 287US$
A Walk In The Woods Bed And Breakfast

9.1 / 10

(35 Reviews)

From 405US$
8.3
Very good (160)

The Greenporter Hotel

3
326 Front Street
The Greenporter Hotel, while situated in nearby Greenport, is an excellent choice for couples looking for a romantic ambiance. The hotel features cozy accommodations with charming decor, ideal for winding down after a day of exploring the North Fork. Guests can take a refreshing dip in the outdoor pool or enjoy a peaceful stroll through the surrounding gardens. The hotel is conveniently located near romantic dining options and local wineries, perfect for couples wanting to indulge in delicious cuisine and wine. Each morning, guests are treated to a complimentary breakfast filled with fresh, local ingredients, setting the tone for a lovely day together. With its inviting atmosphere and amenities aimed at couples, The Greenporter Hotel is a wonderful choice for romance seekers.

From

170US$ /per night
8
Very good (238)

The Sound View Greenport

3
58775 Route 48
While technically located in nearby Greenport, The Sound View Greenport is among the best Southold hotels for those looking to enjoy the waterfront lifestyle. With its stunning views of Long Island Sound, guests can appreciate the natural beauty that surrounds this coastal retreat. The hotel features modern, stylishly decorated rooms equipped with private balconies, allowing visitors to take in breathtaking sunsets right from their accommodations. On-site amenities include a heated pool, beach access, and a bar offering signature cocktails, all designed to enhance your sojourn. Guests can easily explore the nearby attractions, such as vineyards and local shops, immersing themselves in the area's charm. The Sound View is perfect for travelers seeking elegance and relaxation along the water.

From

409US$ /per night

Charming Southold Hotels for Cozy Getaways

In Southold, you'll find a selection of charming hotels that offer a cozy and intimate stay, perfect for couples or solo travelers looking to unwind. The hotels featured in this section all provide a unique ambiance and personal touches that make your experience memorable. From beautifully decorated rooms to serene surroundings, each hotel captures the essence of Southold's tranquility. These accommodations strive to blend comfort with a sense of home away from home. Whether you’re sipping coffee on a peaceful porch or enjoying stunning views of the landscape, these Southold hotels cater to relaxation. Experience the warmth and charm of these options during your stay in this delightful town.

8.4
Very good (203)

The Harborfront Inn at Greenport

3
209 Front Street
Another nearby option, The Harborfront Inn at Greenport, stands out among Southold hotels with its intimate and inviting atmosphere. Situated directly on the waterfront, the inn features elegantly appointed rooms with spectacular views of the harbor. Guests are treated to a complimentary breakfast and can take advantage of the outdoor pool, fitness center, and hot tub for relaxation. The location is ideal for exploring both Greenport and Southold, with numerous shops, galleries, and eateries within walking distance. The friendly and knowledgeable staff ensures that your stay is comfortable while providing insider tips about local attractions. Embrace the boutique experience at The Harborfront Inn, where every stay is infused with the charm of the North Fork.

From

287US$ /per night
9.1
Excellent (35)

A Walk In The Woods Bed And Breakfast

3
9680 North Bayview Road
A Walk In The Woods Bed And Breakfast is another charming option among the Southold hotels, set within a tranquil wooded area that allows guests to escape the rush of everyday life. This B&B offers uniquely decorated rooms, each reflecting the surrounding nature and providing a serene space for relaxation. Breakfast at this inn is a delightful experience, featuring homemade dishes that give travelers a taste of the local flavors. The innkeepers are passionate about sharing their love for the North Fork by providing personalized recommendations for activities and sights to see. Guests can unwind on the wraparound porch or set out on nearby trails for a refreshing nature walk. This inviting retreat is ideal for those seeking peace and connection with nature while staying in Southold.

From

405US$ /per night

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