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Winery Hotels in Highland

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Featured Highland Winery Hotels

SureStay Plus Hotel by Best Western Highland Poughkeepsie
SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 out of 5
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Atlas Motor Lodge
Atlas Motor Lodge
2 out of 5
125 Tillson Avenue EXT, Highland, NY
Stay at this motel in Highland. Enjoy free WiFi, free parking, and room service. Popular attractions Walkway Over the Hudson State Historic Park and Berean Park ...
Atlas Motor Lodge
See all 1,524 properties in Highland
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.

Highland Winery Hotels

Looking for a glass (more than) half full kind of experience on your last-minute getaway to Highland? 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 Highland, 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 Highland winery hotels deals, you can secure a top-shelf hotel for cheap Highland hotels prices.

Drinking in the Good Times in Highland

The ultimate in vacay bliss? You, relaxing in your Highland 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 Highland getaway is red, white, or rosé?

Frequently Asked Questions About Winery Hotels

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

Scoring a fantastic Highland 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 $99, you don’t have to worry about the cost of your stay sipping into your bottle budget. Cheers to the very best deals on Highland winery hotels.

How many winery hotels are in Highland?

With 1,524 Highland 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 Highland 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 Highland?

Booking cheap winery hotels in Highland 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 Highland 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 Highland right now. When booking your last-minute getaway to Highland winery hotels, make sure to check out the latest information on safety measures, closures, and up-to-date guidance on traveling during the coronavirus.