Find hotels in Southold, NY from $96

Top reasons to visit Southold

• Stunning Beaches: Southold boasts beautiful beaches perfect for sunbathing, swimming, and beachcombing, offering breathtaking views and a relaxing atmosphere.
• Wine Tastings: The North Fork is renowned for its wineries, providing visitors with delightful wine-tasting experiences amidst picturesque vineyards.
• Rich History: Explore Southold's historical museums and landmarks, showcasing the area's unique heritage and cultural significance.
• Outdoor Adventures: Enjoy a variety of outdoor activities, including hiking, fishing, and kayaking in the scenic natural surroundings.
• Charming Accommodations: Southold offers diverse lodging options, from cozy inns to pet-friendly hotels, ensuring a comfortable stay for every traveler.

Find great hotels near Southold

Discover the charm of Southold, New York, where a variety of lodging options await to enhance your vacation experience. Whether you're seeking a cozy agritourism property or a family-friendly hotel, Southold offers pet-friendly accommodations that cater to adventure seekers and relaxation enthusiasts alike. Explore local beach motels and read reviews to find the perfect spot for your getaway in this picturesque coastal town.

• Sound View Greenport: Nestled just 3 miles from Southold, Sound View Greenport is the perfect spot for families and beach lovers. This 3.5-star hotel boasts direct access to the beach, allowing guests to soak up the sun and enjoy the waves at their leisure. The hotel is pet-friendly, welcoming both dogs and cats, making it a great choice for those traveling with furry companions. Families will appreciate the amenities designed for children, such as complimentary cribs and safety features like window guards. With its family-oriented atmosphere and beachside charm, Sound View Greenport promises a delightful getaway.
• Sag Harbor Inn: Located 8 miles from Southold, Sag Harbor Inn is an ideal choice for business travelers seeking a comfortable yet professional environment. This 3.5-star hotel provides essential amenities, including a dedicated meeting room equipped for your business needs. The hotel's ambiance combines modern convenience with a touch of local charm, ensuring that guests can unwind after a day of meetings. Whether you’re in town for work or leisure, Sag Harbor Inn offers a tranquil retreat to recharge.
• The Harbor Front Inn: Situated 4 miles from Southold, The Harbor Front Inn caters to both business travelers and pet owners. This 3.5-star hotel features essential business facilities, ensuring a productive stay. With a pet-friendly policy that allows dogs in rooms and common areas, pet lovers can enjoy their stay without leaving their furry friends behind. The Harbor Front Inn blends a professional setting with the comforts of home, making it a versatile choice for all types of travelers.

Where to stay near Southold

Southold, nestled in New York's North Fork, offers a delightful mix of outdoor adventures, romantic getaways, and family-friendly activities. Explore the charming scenery, indulge in local wineries, and immerse yourself in the area's rich history. Nearby attractions provide further opportunities for excursions and luxury experiences, making Southold a perfect vacation spot for every traveler. Enjoy sunny weather and a welcoming atmosphere as you create unforgettable memories in this beautiful Long Island destination.

• Hamptons: A quintessential getaway, the Hamptons are located approximately 10 miles from Southold. This area is famous for its beautiful beaches and vibrant summer atmosphere, attracting visitors primarily from June to August. Here, you can indulge in outdoor activities, from sunbathing on pristine shores to enjoying a round of golf at one of the many picturesque courses. The local scene is filled with concerts and upscale resorts, making it a romantic escape for couples. Don't miss the chance to explore the scenic lakes and charming beachfront areas that define this iconic destination.
• Greenport: Just 4 miles from Southold, Greenport is a charming city that offers a unique blend of outdoor adventures and romantic seaside experiences. With peak visitor numbers from June to August, this quaint waterfront town is perfect for those looking to enjoy the beach and participate in various activities. Greenport features several golf courses and hosts lively music concerts, while its family-friendly beaches make it an ideal spot for all ages. Be sure to visit the local event conference venues, which often showcase the best of the town's cultural offerings.
• Sag Harbor: Located about 8 miles from Southold, Sag Harbor is a historic city that beautifully combines outdoor fun with a laid-back beach vibe. Popular among visitors from June to August, this charming town features beaches, parks, and opportunities for romantic strolls along the waterfront. Golf enthusiasts will appreciate the nearby courses, while winter sports lovers can venture to local ski fields. With its inviting atmosphere and scenic landscapes, Sag Harbor is a delightful stop on your vacation itinerary.

Things to do near Southold

Southold, New York, is perfect for outdoor and romantic getaways, offering a variety of activities such as wine tastings, recreational areas, skiing, and music concerts. Whether you're looking to relax with a glass of local wine or enjoy an entertaining performance, Southold has something for everyone to enjoy in its charming, scenic surroundings.

Shopping

For a delightful shopping experience in Southold, visit the Greenport Farmers' Market, just 4 miles away, for local produce and unique goods. The Style Bar and BookHampton, both 8 miles away, offer fashionable finds and great reads. If you're up for a drive, explore even more local shops in nearby towns.

Recreation

Explore Goldsmith's Inlet Park for serene nature walks and calming views, perfect for relaxation and rejuvenation. Enjoy a round at Noyac Golf Club, where you can embrace the outdoors and challenge yourself on the greens. For family fun, head to Shelter Island Whale's Tail for an exciting mini-golf experience.

Adventure

Splish Splash Water Park offers thrilling water rides and family-friendly fun, located 19 miles from Southold. For adrenaline junkies, Riverhead Raceway, 18 miles away, features exciting motor racing events. Explore the scenic Walking Dunes Trailhead, 21 miles from Southold, for a memorable hiking adventure surrounded by nature.

Nightlife

In Southold, the Greenport Carousel offers charming outdoor vibes just 4 miles away, perfect for a whimsical night. For a blend of culture and romance, the Bay Street Theatre, located 8 miles away, and Guild Hall, 14 miles away, provide entertaining shows ideal for families and couples alike.

Booking tips and Expedia advantages for Southold

To save money on your trip to Southold, consider visiting during the low season from January to March, when prices are lower compared to the summer months. Book your stay on a Tuesday for the best rates. Use Expedia to compare room rates and find eco-friendly accommodations. Bundling your hotel, flights, and activities can lead to additional savings, and joining the One Key membership provides exclusive discounts and cash rewards for future stays. Don't forget to explore free local attractions and utilize public transportation for affordable travel around the area.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Southold are January to March, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Southold is Tuesday. The most expensive day to stay in Southold is Saturday.
• Find cheap hotels on Expedia: Expedia’s search tool enables you to set your budget, choose your desired location, and more. You can organize your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you can refine your choices by hotel type—if you check the Eco-certified filter, you'll discover sustainable and environmentally-friendly hotels ready for booking.
• Consider bundling your trip: You can save money by combining your Southold hotel reservation with your flights and activities through an Expedia package.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Southold

Southold, New York, is a perfect destination for outdoor lovers and couples seeking a romantic getaway. With its stunning beaches, urban parks, and rich history museums, visitors can enjoy a variety of attractions that cater to those looking for beach activities, cultural experiences, and outdoor adventures. Explore the picturesque surroundings and immerse yourself in the local charm that Southold has to offer.

• 67 Steps Beach: Located 5 miles from Southold, 67 Steps Beach offers a serene escape with its sandy shores and soothing waves. The beach is perfect for sunbathing, swimming, and enjoying the calming beach vibes.
• Railroad Museum of Long Island: Situated 4 miles away, this museum showcases the rich history of railroading on Long Island. With fascinating exhibits and artifacts, visitors can immerse themselves in the cultural heritage of the region.
• Sag Harbor Marine Park: About 8 miles from Southold, this marina is a hub for outdoor activities and adventure. Enjoy kayaking, fishing, or simply relaxing by the water while soaking in the vibrant beach atmosphere.

Best time to go to Southold

The best time to visit Southold can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Southold falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Southold falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.6°F (2.0°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
February	35.8°F (2.1°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	39.7°F (4.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Average	Average
May	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Average	Average
June	64.9°F (18.3°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
July	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	68.2°F (20.1°C)	Light Rain	Mostly Sunny	Average	Average
October	59.7°F (15.4°C)	Light Rain	Mostly Sunny	Average	Average
November	49.6°F (9.8°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	42.1°F (5.6°C)	Light Rain	Mostly Cloudy	Moderately Low	Average

The nearest major airports for your trip to Southold

For your visit to Southold, New York, you have several airport options. Islip, NY (ISP-MacArthur) is situated 40 miles away, with nearby hotels like the 3.5-star Hyatt Regency Long Island, Jake's 58 Casino Hotel, and Radisson Hotel Hauppauge-Long Island. New Haven, CT (HVN-Tweed - New Haven Regional) is 28 miles away, featuring the 4-star Blake Hotel and Graduate by Hilton New Haven. The closest option is East Hampton, NY (HTO), located 12 miles from Southold, where you can find the luxurious 5-star Mill House Inn and the elegant Topping Rose House. Each airport provides convenient access to various hotels for your stay.