Search for Cheap Deals on
Hotels in Woodstock

Check Last Minute Woodstock Hotel Deals

Tonight Feb 22 - Feb 23Next weekend Feb 28 - Mar 2

Choose from 2588 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 Mar 16 to Mar 17
$373
includes taxes & fees
Mar 16 - Mar 17
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 $178 per night from Feb 24 to Feb 25
$178
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! (726 reviews)
"Great hotel, room was cute and with a nice view. 5 min walk to downtown. If we needed anything we just texted the front desk and they got us what we needed. Would stay again!"

Reviewed on Feb 21, 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 $230 per night from Feb 23 to Feb 24
$230
includes taxes & fees
Feb 23 - Feb 24
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! (965 reviews)
"It’s been our second time going to On the River Inn VT and we’ve been amazed both times we went there! The view of the lake/courtyard is beautiful and the hotel in general is very clean. My daughter loved the pool and the game room. The staff were very helpful with everything we asked for and the ..."

Reviewed on Feb 17, 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! (201 reviews)
Great winter stay
"Very comfortable accommodations, and incredibly friendly and helpful staff. It was great to have coffee/tea available anytime and we spent lots of time by the cozy fire."

Reviewed on Feb 20, 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! (463 reviews)
"Sleep Woodstock is a great economic option to stay when visiting the Killington Ski Mountain. It’s only 15 minutes away and convenient to get to. Sleep Woodstock is also very close to Woodstock with its great option for dinning no shopping. The room was also clean and new. The Sleep Woodstock team ..."

Reviewed on Feb 20, 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 23 to Feb 24
$172
includes taxes & fees
Feb 23 - Feb 24
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! (15 reviews)
Charming inn walk into Woodstock
"Charming inn, great service"

Reviewed on Feb 20, 2025

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 23 to Feb 24
$274
includes taxes & fees
Feb 23 - Feb 24
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! (27 reviews)
"Good ownership, very helpful"

Reviewed on Feb 15, 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 $148 per night from Mar 2 to Mar 3
$148
includes taxes & fees
Mar 2 - Mar 3
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 ...
"Around 9:00 the hot food was done, including hot water, and we were told that was it for the day"

Reviewed on Feb 19, 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 $217 per night from Mar 25 to Mar 26
$217
includes taxes & fees
Mar 25 - Mar 26
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)
"Great place, helpful staff! However, miscommunication with the bus schedule… make sure to stand on correct side of road when using bus*"

Reviewed on Feb 18, 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 $132 per night from Feb 23 to Feb 24
$132
includes taxes & fees
Feb 23 - Feb 24
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! (1,004 reviews)
"I added this place to my google maps. If i'm ever around this area again this is the place I will be. Thanks"

Reviewed on Feb 18, 2025

Align Inn Vermont
My Place Hotel-Randolph VT
My Place Hotel-Randolph VT
2 out of 5
2440 Vermont 66, Randolph Center, VT
  • 54 min drive from Billings Farm and Museum
The price is $127 per night from Mar 16 to Mar 17
$127
includes taxes & fees
Mar 16 - Mar 17
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Whale Dance Sculpture ...
9.4/10 Exceptional! (135 reviews)
"Very clean"

Reviewed on Feb 17, 2025

My Place Hotel-Randolph VT
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 2,588 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 2,588 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.