Hotels in Southold

Southold: Where Tranquil Shores Meet Nature’s Embrace

Nestled on the picturesque North Fork of Long Island, Southold is a delightful hamlet that embodies a charming blend of coastal beauty and rustic allure. With its pristine beaches and serene Southold Bay, visitors can bask in the sun or indulge in water sports. The area boasts lush vineyards and apple orchards, perfect for leisurely strolls or picnics. Nature enthusiasts will appreciate nearby state parks, while families can enjoy the welcoming community vibe. For a rejuvenating experience, try a session at the local yoga studio. Southold invites you to unwind, explore, and create cherished memories in this enchanting retreat.

Discover great hotels near Southold

Southold offers a charming selection of accommodations, from cosy inns to spacious family-friendly hotels. Many places feature outdoor pools and stunning views of the surrounding area, making it an ideal spot for relaxation. Enjoy picturesque stays that capture the essence of this serene coastal town. Here are some of the best hotels near Southold that our travellers love:

1. Sound View GreenportOpens in a new window: Nestled along the stunning Long Island Sound, Sound View Greenport is a charming 3.5-star hotel boasting a guest rating of 8.4. This property offers direct beach access, making it a perfect retreat for leisure travellers seeking relaxation and scenic views. Guests can indulge in a delightful dining experience with excellent quality meals and picturesque surroundings. The sprawling complex features inviting common areas and well-appointed rooms, ensuring a comfortable stay. Positive reviews highlight the friendly and professional service, exquisite views from the rooms, and a rich breakfast selection that exceeds expectations, creating an unforgettable getaway.
2. The Pridwin HotelOpens in a new window: For those seeking a spa-themed retreat, The Pridwin Hotel is a delightful 3.0-star hotel with an impressive guest rating of 9.6. This hotel provides direct access to the beach and a full-service spa, offering an array of luxurious treatments including deep tissue massages and hydrotherapy. Guests will appreciate the inviting outdoor seasonal pool and a vibrant atmosphere perfect for relaxation. The property is tailored for leisure travellers looking for a tranquil experience. Reviews celebrate the exceptional service and the variety of amenities that create a unique and rejuvenating stay, making it a top choice for spa enthusiasts.
3. North Fork Guest HouseOpens in a new window: A splendid choice for discerning travellers, North Fork Guest House is a 3.5-star Bed and Breakfast with an outstanding guest rating of 9.8. This intimate lodging offers a complimentary full breakfast, ensuring a delightful start to each day. The inviting atmosphere and attention to detail create a unique experience for those seeking a serene getaway. Guests can enjoy well-appointed accommodations that reflect comfort and style. The high praise in reviews emphasizes the exceptional quality of the service and the delightful dining options available, making it an excellent destination for a relaxing and memorable escape.

Where to stay near Southold

Some of the best areas to stay near Southold are Greenport, Sag Harbor, and Bridgehampton. Greenport is ideal for families with its beaches and boating activities. Sag Harbor offers a quaint port atmosphere and excellent sailing opportunities. Bridgehampton is perfect for those who enjoy wineries and cultural experiences. For first-time visitors, Greenport is the most appealing choice.

1. GreenportOpens in a new window: Greenport is a charming coastal town perfect for those looking to unwind by the water. With its beautiful beaches like 67 Steps Beach and stunning sunsets, it’s a haven for nature lovers and families alike. The East End Seaport Maritime Museum offers a glimpse into the town's rich maritime history, while Orient Point County Park is ideal for picnics and scenic walks. The vibrant atmosphere is enhanced by local festivals and the chance to hop on a ferry for excursions to nearby islands. Accommodations in Greenport range from quaint inns to waterfront hotels, ensuring a relaxing stay.
2. Sag HarborOpens in a new window: Sag Harbor is a picturesque village steeped in maritime charm, making it a delightful base for your stay. Known for its stunning sunsets and beautiful beaches, like East Hampton Main Beach and Havens Beach, the area is perfect for those who enjoy outdoor activities like biking and sailing. The Sag Harbor Marine Park provides a lovely spot to appreciate the natural beauty of the coast. With its rich history and vibrant arts scene, you’ll find plenty to explore, including cultural attractions that showcase local talent. A variety of accommodation options cater to different tastes, from chic boutiques to cozy lodgings.
3. BridgehamptonOpens in a new window: Bridgehampton offers a serene escape with its beautiful gardens, wineries, and lovely cafes. This quaint area is perfect for leisurely strolls and enjoying the outdoors, with nearby natural parks to explore. The local theatre scene adds a cultural touch, providing opportunities for live music and performances. For food lovers, the dining scene is vibrant, making it a great stop for culinary experiences. Whether you’re horseback riding through the open landscapes or unwinding at a winery, Bridgehampton offers a relaxed vibe that’s hard to beat. Accommodations range from charming bed-and-breakfasts to comfortable hotels.

Things to do in Southold

Discover the charm of Southold, where stunning beaches meet serene bays, inviting you to relax under vibrant sunsets. Explore lush gardens, hike through scenic parks, or dive into aquatic adventures. Whether you're dancing by the shore or enjoying a friendly game of football, Southold offers a delightful escape into nature's embrace.

• Gardiner's Bay Country Club – Swing into action at this lovely golf course nestled in Southold. Whether you're a seasoned golfer or just starting out, the well-maintained greens and stunning views of Gardiner's Bay make for a delightful day on the links.
• Sag Harbor Marine ParkOpens in a new window – Spend a relaxing afternoon at this charming marina, where you can watch boats come and go. The scenic waterfront is perfect for a leisurely stroll, and you might even spot some local wildlife along the way.
• Orient Point County ParkOpens in a new window – Enjoy the great outdoors at this urban park, where you can hike along picturesque trails and take in the natural beauty surrounding you. Pack a picnic to savour while enjoying the peaceful atmosphere and stunning coastal views.
• 67 Steps BeachOpens in a new window – Discover a hidden gem at this beach, known for its unique staircase leading down to the sandy shore. Take a dip in the refreshing waters or simply relax on the beach, soaking up the sun and enjoying the sound of the waves.
• Crescent BeachOpens in a new window – Unwind at this beautiful beach, renowned for its soft sands and gentle waves. It's an excellent spot for families, where children can build sandcastles while adults relax under a beach umbrella, enjoying the serene coastal scenery.

4 tips for savvy savings when booking a hotel in Southold

1. Book for the cheapest times: The best time to visit Southold is from January to March, when hotel prices are generally lower. For a truly enriching experience, a stay of at least 2 to 3 days is recommended to fully appreciate the area's historic landmarks, cultural attractions, and stunning natural beauty. During your budget-friendly getaway, you can explore delightful wineries, enjoy family-friendly activities, and take in the picturesque sunsets over the beach and gardens. With sunny weather and opportunities for dancing or football, Southold offers great value for money for those seeking cultural and historical experiences.
2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Southold, begin by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special last-minute promotions, increasing your chances to save. The Smart ShoppingOpens in a new window feature within the app allows you to compare hotel prices and amenities, ensuring you're informed of any price drops or room availability. This way, you're more likely to seize the opportunity for a spontaneous getaway.
3. Be flexible with dates: Prices can fluctuate depending on factors such as the hotel's location, star rating, and the time of year. Therefore, being flexible with your travel dates may help you find a better deal for your stay in a Southold hotel. For those in search of distinctive accommodations, boutique hotels often provide a more personalised experience and could offer better value. When you book through Hotels.com, we'll inform you whether the price for your selected dates is above or below average. If the price appears to be on the higher side, we may suggest alternative dates that could be more affordable, assisting you in your search for a great rate.
4. Consider your location: Staying nearer to key attractions or city centres may provide convenience, but it often comes with higher expenses. For more affordable options, you might consider hotels in less central areas or neighbourhoods, striking a balance between cost and accessibility to the sites you intend to visit. You could also look into independent hotels situated further out, which are usually more likely to be affordable and can offer a more authentic experience.

Best time to go to Southold

Southold experiences its lowest average temperature in January, at 35.6°F (2.0°C), while August is the hottest month, with an average temperature of 73.4°F (23.0°C). October is typically the wettest month. If you’re looking to soak up the lively atmosphere in Southold, June to August are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, January, November, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.