Search for Cheap Deals on
Winery Hotels in Southold

Check Last Minute Southold Hotel Deals

Tonight Nov 17 - Nov 18Next weekend Nov 22 - Nov 24

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!

Southold Winery Hotels

Looking for a glass (more than) half full kind of experience on your last-minute getaway to Southold? You can’t get more cup runneth over than booking a sip-filled stay at winery hotels. The only thing left to do? Get ready to pop bottles on bubbly good times.

Cheers to Good Deals

When it comes to the best places to stay in Southold, winery hotels definitely come out on top. And while you may think you’ll have to blow stacks of cash on your perfect place to un-wine-d, you don’t have to dip into your vino budget for an amazing spot to stay. Thanks to Hotwire Hot Rate Southold winery hotels deals, you can secure a top-shelf hotel for cheap Southold hotels prices.

Drinking in the Good Times in Southold

The ultimate in vacay bliss? You, relaxing in your Southold winery hotel after a fantastic day of wine tasting and vineyard strolling. This doesn’t have to be pinned away on your “one day” bucket list—booking a Hotwire Hot Rate hotel deal can make this primo daydream a reality. And for way less than you expected. The biggest dilemma you’ll have to face on your Southold getaway is red, white, or rosé?

Frequently Asked Questions About Winery Hotels

How to get last-minute deals on winery hotels in Southold?

Scoring a fantastic Southold winery hotel deal is as easy and breezy as a glass of Riesling on a summer’s day when you book a Hotwire Hot Rate hotel deal, even if you wait until the last minute. Because you could save up to 60% off versus booking a listed rate two weeks earlier with Hotwire’s last-minute deals. And with hotels as low as , you don’t have to worry about the cost of your stay sipping into your bottle budget. Cheers to the very best deals on Southold winery hotels.

How many winery hotels are in Southold?

With Southold winery hotels to choose from, you’re sure to find a spot to please your picky palate. Especially when you can count on finding some of the best places to stay in Southold ready for the picking with Hotwire Hot Rate deals. Four-star hotels at 2-star prices? That calls for a celebration. Good thing there’s sure to be something sparkling nearby.

How to find cheap winery hotels in Southold?

Booking cheap winery hotels in Southold is a simple task. Check out all of the best and bubbly deals available, and then choose which spot best suits your tastes. When you pick a Hotwire Hot Rate hotel deal you won’t know the exact hotel name until after you’ve booked, but know that you’ll soon be toasting to your impeccable money-saving skills and the sweet spot you just scored.

Is it safe to travel to Southold during the coronavirus (COVID-19) crisis?

With the most recent COVID-19 closures and reopenings, you may be wondering is it safe to travel to Southold right now. When booking your last-minute getaway to Southold winery hotels, make sure to check out the latest information on safety measures, closures, and up-to-date guidance on traveling during the coronavirus.