Search for Cheap Deals on
Hotels in Woodstock

Choose from 2583 Woodstock Hotel Deals

Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
  • 14 min walk from Billings Farm and Museum
The price is $373 per night from Feb 23 to Feb 24
$373
includes taxes & fees
Feb 23 - Feb 24
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (501 reviews)
"Great resort, beautiful property-only issue was room was cold - aside from that, loved the stay"

Reviewed on Feb 5, 2025

Woodstock Inn & Resort
The Shire Woodstock
The Shire Woodstock
3 out of 5
46 Pleasant St., Woodstock, VT
  • 11 min walk from Billings Farm and Museum
The price is $198 per night from Feb 24 to Feb 25
$198
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (720 reviews)
Great stay
"Super clean and they were extremely accommodating being we got in really late!!!"

Reviewed on Feb 4, 2025

The Shire Woodstock
506 On the River Inn
506 On the River Inn
4 out of 5
1653 West Woodstock Road, Woodstock, VT
  • 7 min drive from Billings Farm and Museum
The price is $217 per night from Feb 13 to Feb 14
$217
includes taxes & fees
Feb 13 - Feb 14
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 ...
9.2/10 Wonderful! (960 reviews)
"Beautiful property. Fees like home."

Reviewed on Feb 10, 2025

506 On the River Inn
The Jackson
The Jackson
4 out of 5
43 Senior Lane, Woodstock, VT
  • 6 min drive from Billings Farm and Museum
The price is $273 per night from Feb 24 to Feb 25
$273
includes taxes & fees
Feb 24 - Feb 25
Stay at this 4-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions ...
9.8/10 Exceptional! (196 reviews)
Absolute Oasis
"The Jackson was a winter oasis. They mastered the accommodating in accommodations. I made a late arrival due to severe weather, but the Innkeeper stayed up to 10:45 pm to greet me & provide orientation. Blissfully peaceful & extremely comfortable room with jacuzzi tub. My cell phone reception was ..."

Reviewed on Feb 10, 2025

The Jackson
Sleep Woodstock Motel
Sleep Woodstock Motel
2 out of 5
4324 West Woodstock Road, Woodstock, VT
  • 14 min drive from Billings Farm and Museum
The price is $112 per night from Feb 24 to Feb 25
$112
includes taxes & fees
Feb 24 - Feb 25
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 ...
9.6/10 Exceptional! (455 reviews)
"Room was perfect! Everything was so clean, the perfect places for a ski get away"

Reviewed on Feb 1, 2025

Sleep Woodstock Motel
The Vesper
The Vesper
3 out of 5
21 Pleasant St, Woodstock, VT
  • 10 min walk from Billings Farm and Museum
The price is $172 per night from Feb 17 to Feb 18
$172
includes taxes & fees
Feb 17 - Feb 18
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are ...
9.6/10 Exceptional! (14 reviews)
"I loved that this property was within walking distance to all the shops and restaurants in downtown Woodstock"

Reviewed on Dec 29, 2024

The Vesper
Stay At Jimmy's
Stay At Jimmy's
3 out of 5
45 Pleasant St, Woodstock, VT
  • 12 min walk from Billings Farm and Museum
The price is $274 per night from Feb 13 to Feb 14
$274
includes taxes & fees
Feb 13 - Feb 14
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Red Wagon Toy Company ...
10/10 Exceptional! (25 reviews)
"Stay at Jimmys is exceptional! From the second you pull into the lot you are greeted with pure joy. Jimmy came out and introduced himself welcoming us to his beautiful Inn. I travel around the globe and have never been welcomed this beautifully in all my life. The property is clean, peaceful, fabulously ..."

Reviewed on Jan 20, 2025

Stay At Jimmy's
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
  • 10 min drive from Billings Farm and Museum
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 ...
8/10 Very Good! (111 reviews)
"I didn't realize it was a bed & breakfast when I reserved our room (my mistake), but it was fine. I'm handicapped and had to go up steps in the old home with my luggage (obviously, no elevator). While the room was small and a bit cramped for us, it was nice, quiet, and the beds were comfortable. ..."

Reviewed on Oct 17, 2024

The Lincoln Inn & Restaurant At The Covered Bridge
Comfort Inn Rutland - Killington
Comfort Inn Rutland - Killington
2.5 out of 5
19 Allen St, Rutland, VT
  • 1 hour drive from Billings Farm and Museum
The price is $144 per night from Feb 25 to Feb 26
$144
includes taxes & fees
Feb 25 - Feb 26
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,005 reviews)
"Nice hotel we stayed in for our ski trip. The drive to Killington resorts was about 25mins, breakfast is included, and the hot tub was working during our visit."

Reviewed on Feb 9, 2025

Comfort Inn Rutland - Killington
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
  • 43 min drive from Billings Farm and Museum
The price is $225 per night from Mar 10 to Mar 11
$225
includes taxes & fees
Mar 10 - Mar 11
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
7.2/10 Good! (1,002 reviews)
"Very convenient hotel. Didn’t like to pay for parking and hot tub was broken"

Reviewed on Feb 6, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
Align Inn Vermont
Align Inn Vermont
2.5 out of 5
5817 Woodstock Rd, Quechee, VT
  • 18 min drive from Billings Farm and Museum
The price is $135 per night from Mar 2 to Mar 3
$135
includes taxes & fees
Mar 2 - Mar 3
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,008 reviews)
"Very clean! Friendly staff."

Reviewed on Feb 9, 2025

Align Inn Vermont
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 out of 5
2940 State Route 103, Cavendish, VT
  • 46 min drive from Billings Farm and Museum
The price is $215 per night from Feb 26 to Feb 27
$215
includes taxes & fees
Feb 26 - Feb 27
Stay at this 3.5-star spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (806 reviews)
"Our stay was a perfect getaway. The location to Okemo mountain was great."

Reviewed on Feb 10, 2025

Pointe at Castle Hill Resort
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.

Find cheap hotels in Woodstock

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Woodstock hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Woodstock.

Choosing the right hotel in Vermont has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Woodstock’s 2,583 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $112. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Woodstock hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Woodstock. No matter your reason for visiting Woodstock, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Woodstock hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Woodstock for as low as $112.

How many hotels are there in Woodstock?

With over 2,583 hotels in Woodstock, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $112.

How to find cheap car rentals in Woodstock?

Finding a cheap car rental deal in Woodstock is as easy as scoring cheap hotels in Woodstock. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.