Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Travelers might want a tour of Sannino's Bella Vita Vineyard, just one of the places to visit, and located 2.2 mi (3.5 km) from central Southold. If you enjoy your tour, head to Osprey's Dominion, just a short walk away.
Travelers might want a tour of Osprey's Dominion, just one of the places to visit, and located 1.9 mi (3 km) from central Southold. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Sannino's Bella Vita Vineyard or Corey Creek Winery, both within a short walk.
Travelers might want a tour of Croteaux Vineyards, just one of the places to visit, and located 1.5 mi (2.4 km) from central Southold. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Mattebella Vineyards or Corey Creek Winery, both within a short walk.
Explore the great outdoors at Horton Point Park, a lovely green space in Southold. Wander the beaches or discover the sunsets in this family-friendly area.
Southold is well-known for its attractions such as Sparkling Pointe and Croteaux Vineyards. The city has something for everyone including sights like Osprey's Dominion and Sannino's Bella Vita Vineyard within a sunny setting.
"Every room comes with an ocean view, steps down to the beach. Activities at night. Band at the ocean on certain nights. Will be back every year! Help with bags and getting to room by golf cart. "
You can choose a great hotel in Southold from $142 with properties to suit all budgets and needs. If you're after an affordable hotel in Southold that meets all of your requirements, set your filters and then sort the results by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Southold hotels?
Members can save up to 20% on select hotels in Southold. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.
Can I book Southold hotels with free cancellation?
It's easy to book a refundable Southold hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best hotels in Southold for couples?
Enjoy your couple's retreat with a stay at a top-rated Southold romantic hotel. Our travelers love The Shoals Suites and Slips, a hotel with a restaurant as well as in-room champagne service. Discover more hotels in Southold on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are the top Southold hotels with a pool?
For a little extra luxury, discover some of the best Southold hotels with a pool. Vine & Sand is a great bed & breakfast with a seasonal outdoor pool and a guest rating of 10 out of 10. Plus, you can make the most of its free buffet breakfast and free bicycle rentals. To find more stays in Southold with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Southold hotels with free parking?
If you're exploring by car, finding a great Southold hotel with free parking is a win. Our travelers' favorites include:
Vine & Sand: A bed & breakfast with an average guest rating of 10 out of 10
If you're looking for hotels in central Southold, check out The Harbor Front Inn and Fordham House. Travelers love The Harbor Front Inn for its location, as well as the seasonal outdoor pool, free continental breakfast and 24-hour health club this hotel offers. Fordham House is another popular central bed & breakfast with a free full breakfast and free parking, plus down comforters in the guestrooms. Pipes Cove and Silver Beach are some of the most central neighborhoods for your Southold vacation.
Are all taxes and fees included in the Southold hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What accommodations do travelers recommend in Southold?
Where can I find free parking with my stay in Southold?
White Blossom House Inn offers the perk of free parking.
Can I book refundable accommodations in Southold?
If you want the flexibility to change your travel plans to Southold, most properties offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay with my pet in Southold?
Your furry friend can stay with you at these pet-friendly hotels: White Blossom House Inn, Cozy Long Island Escape and Charming North Fork farmhouse In the heart of wine country.
Find out more about Southold
Find out more about Southold
If you're looking to discover somewhere new, look no further than Southold. Whether you're planning to stay for a night or for the week, the area around Southold has accommodations to fit every need. Search for hotels in Southold with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Southold hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Southold hotel deals are here with our lowest price guarantee.
