Southold is one of the oldest towns in New York State. Today, its wineries, restaurants, and untouched nature make it a perfect place for a calm, low-key getaway.
Top things to do include wine tasting at Pindar Vineyards, lavender picking at Lavender By the Bay, and relaxing among marine wildlife and woods at Orient Beach State Park.
The best time to visit Southold is from mid June to late September.
Browse places to stay from all your favorite providers including Airbnb, VRBO, Homeaway and many more at AllTheRooms.com. AllTheRooms has 254 vacation rentals, hotels and other great places to stay while you enjoy Southold, with everything from budget hostels and homestays to luxury Airbnbs and hotels. For those wanting to keep costs down, the lowest priced place to stay in Southold is only $75 a night. On average, an accommodation in Southold will cost you $757 per night.
Those needing to get some work done during their trip to Southold can pick from 169 places to stay that include WiFi. We have 3 accommodations that come with breakfast included. You can maintain your workout routine by staying at one of 12 accommodations that provide gym facilities. If you are driving to Southold, you'll want to pick from 163 places to stay that provide parking. We track 19 places to stay that have a pool or jacuzzi.
AllTheRooms has 50 pet-friendly places to stay in Southold, so if you're traveling with your cat or dog you won't have any problems.
In Southold AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 4 providers, including 97 places to stay from Airbnb, 36 accommodations from VRBO and 36 places to stay from Homeaway.
131 of our accommodations in Southold have been reviewed by previous guests. They rated 48% as great. 45 accommodations allow instant booking.