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Winery Hotels in Woodstock

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Featured Woodstock Winery Hotels

Woodbridge Inn
Woodbridge Inn
3 out of 5
5763 W Woodstock Rd, Woodstock, VT
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Long Trail Brewing Company and Ottaquechee River ...
Woodbridge Inn
Deer Brook Inn
Deer Brook Inn
4 out of 5
4548 West Woodstock Road, Woodstock, VT
Stay at this 4-star business-friendly B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ottaquechee River and Union Arena ...
Deer Brook Inn
Sleep Woodstock Motel
Sleep Woodstock Motel
2 out of 5
4324 West Woodstock Road, Woodstock, VT
Fully refundableReserve now, pay when you stay
Stay at this motel in Woodstock. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Sleep Woodstock Motel
The Lincoln Inn & Restaurant At The Covered Bridge
The Lincoln Inn & Restaurant At The Covered Bridge
3.5 out of 5
2709 W. Woodstock Road, Woodstock, VT
Stay at this 3.5-star inn in Woodstock. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Union Arena Community Center and Ottaquechee ...
The Lincoln Inn & Restaurant At The Covered Bridge
506 On the River Inn
506 On the River Inn
4 out of 5
1653 West Woodstock Road, Woodstock, VT
Stay at this 4-star ski hotel in Woodstock. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the breakfast and the helpful staff in our ...
506 On the River Inn
The Jackson House Inn
The Jackson House Inn
4 out of 5
43 Senior Lane, Woodstock, VT
Stay at this 4-star B&B in Woodstock. Enjoy free WiFi, free parking, and a garden. Our guests praise the breakfast in our reviews. Popular attractions Union ...
The Jackson House Inn
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.

Woodstock Winery Hotels

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

Drinking in the Good Times in Woodstock

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

Frequently Asked Questions About Winery Hotels

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

Scoring a fantastic Woodstock 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 $127, you don’t have to worry about the cost of your stay sipping into your bottle budget. Cheers to the very best deals on Woodstock winery hotels.

How many winery hotels are in Woodstock?

With 2,451 Woodstock 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 Woodstock 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 Woodstock?

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