Photo by Rachel Samanyi
Search Windsor County Hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Top Cities in Windsor County
Woodstock
Check prices for these dates
Our top choices for Windsor County hotels
1. Woodstock Inn & Resort
Woodstock Inn & ResortWoodstock
9.4 out of 10, Exceptional, (598 reviews)
"As always - best hotel in Vermont."
ben
The price is CA $570
CA $688 total
includes taxes & fees
Sep 7 - Sep 8
2. Align Inn Vermont
Align Inn VermontQuechee
9.4 out of 10, Exceptional, (1,285 reviews)
"Very nice would stay again."
Tammy
The price is CA $151
CA $166 total
includes taxes & fees
Aug 16 - Aug 17
3. On The River Inn
On The River InnWest Woodstock
9.4 out of 10, Exceptional, (1,008 reviews)
"Breakfast was fantastic, such a lovely and peaceful place to stay for a few nights"
Laura
The price is CA $336
CA $400 total
includes taxes & fees
Aug 18 - Aug 19
4. Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHGBrownsville
9.0 out of 10, Wonderful, (863 reviews)
"It was clean an convenient"
Russell
The price is CA $193
CA $233 total
includes taxes & fees
Aug 17 - Aug 18
5. The Shire Woodstock
The Shire WoodstockWoodstock
8.8 out of 10, Excellent, (977 reviews)
"Adorable, clean place in a great location."
mary
The price is CA $259
CA $308 total
includes taxes & fees
Aug 16 - Aug 17
6. The Jackson
The JacksonWest Woodstock
9.6 out of 10, Exceptional, (301 reviews)
"Everything was terrific! Great vibe & location."
Brian
The price is CA $224
CA $246 total
includes taxes & fees
Aug 25 - Aug 26
7. Holiday Inn Express Hotel & Suites White River Junction by IHG
Holiday Inn Express Hotel & Suites White River Junction by IHGWhite River Junction
8.6 out of 10, Excellent, (1,006 reviews)
"Clean, comfortable, great breakfast, and very nice staff!!"
Catherine
The price is CA $200
CA $220 total
includes taxes & fees
Sep 13 - Sep 14
8. Jackson Gore Village, A Vail Resorts Property
Jackson Gore Village, A Vail Resorts PropertyJackson Gore Base Area
8.6 out of 10, Excellent, (879 reviews)
"Great family friendly location!"
Cynthia
The price is CA $162
CA $197 total
includes taxes & fees
Aug 31 - Sep 1
9. Super 8 by Wyndham White River Junction
Super 8 by Wyndham White River JunctionWhite River Junction
6.2 out of 10, (1,016 reviews)
"Low end hotel."
Louis
The price is CA $118
CA $130 total
includes taxes & fees
Aug 23 - Aug 24
10. The Quechee Inn at Marshland Farm
The Quechee Inn at Marshland FarmQuechee
9.0 out of 10, Wonderful, (1,002 reviews)
"Staff was helpful and friendly. Property is well maintained, and beautiful."
Ken
The price is CA $236
CA $260 total
includes taxes & fees
Aug 26 - Aug 27
11. Pointe at Castle Hill Resort
Pointe at Castle Hill ResortCavendish
8.8 out of 10, Excellent, (1,000 reviews)
"Great place for the family!"
Stephen
The price is CA $196
CA $224 total
includes taxes & fees
Aug 19 - Aug 20
12. White River Inn and Suites
White River Inn and SuitesWhite River Junction
7.0 out of 10, Good, (1,001 reviews)
"Nice staff and clean room"
Pei
The price is CA $185
CA $203 total
includes taxes & fees
Sep 6 - Sep 7
13. Hotel Coolidge
Hotel CoolidgeWhite River Junction
8.2 out of 10, Very good, (1,001 reviews)
"Very helpful and kind staff. Nice accommodations, comfortable and clean and well located, with some character and history."
Nancy
The price is CA $182
CA $200 total
includes taxes & fees
Sep 6 - Sep 7
14. Norwich Inn
Norwich InnNorwich
9.6 out of 10, Exceptional, (449 reviews)
"Great rooms, nice restaurant area"
MARSHALL
The price is CA $325
CA $354 total
includes taxes & fees
Sep 6 - Sep 7
15. Sleep Woodstock Motel
Sleep Woodstock MotelWoodstock
9.6 out of 10, Exceptional, (602 reviews)
"Wonderful little place to stay. Very quiet, very safe, and one of the cleanest roadside hotels I've stayed at in a long time."
Sean
The price is CA $126
CA $139 total
includes taxes & fees
Aug 24 - Aug 25
16. Lincoln Inn & Gallery
Lincoln Inn & GalleryWoodstock
8.8 out of 10, Excellent, (84 reviews)
"Building is of historical interest, clean, comfortable, simple rooms, friendly staff."
Elisabeth
The price is CA $241
CA $265 total
includes taxes & fees
Aug 19 - Aug 20
17. Castle Hill Resort And Spa
Castle Hill Resort And SpaCavendish
9.0 out of 10, Wonderful, (121 reviews)
"Wonderful stay for a late season ski trip. Hotel has all the modern amenities needed for a comfortable stay, but in a unique historical home. Restaurant is a must for dinner. "
Nicholas
The price is CA $317
CA $346 total
includes taxes & fees
Aug 16 - Aug 17
18. Hampton Inn White River Junction
Hampton Inn White River JunctionWhite River Junction
8.6 out of 10, Excellent, (1,001 reviews)
"Good location for Dartmouth family, Clean, Good breakfast."
Hyosun
The price is CA $192
CA $211 total
includes taxes & fees
Sep 14 - Sep 15
19. Kedron Valley Inn
Kedron Valley InnSouth Woodstock
9.0 out of 10, Wonderful, (339 reviews)
"Spotless well appointed room"
Kathryn
The price is CA $453
CA $499 total
includes taxes & fees
Aug 18 - Aug 19
20. The Vesper
The VesperWoodstock
9.2 out of 10, Wonderful, (72 reviews)
"Room great breakfast fantastic
Location a 10"
Keith
The price is CA $243
CA $267 total
includes taxes & fees
Aug 31 - Sep 1
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.
Great weekend hotel deals in Windsor County, VT
Showing deals for:Aug 28 - Aug 30
Image gallery for Cozy Family Chalet with Mountain Views – 15 Mins to Okemo & Ludlow
Cozy Family Chalet with Mountain Views – 15 Mins to Okemo & Ludlow
Cavendish
10/10Exceptional (16 reviews)
10% off
Price is CA $500
CA $1,714 total
includes taxes & fees
Save an average of 15% on thousands of hotels when you're signed in
Top Windsor County Hotel Reviews
Align Inn Vermont
10/10 Excellent
Explore a world of travel with Expedia
- Hartford Hotels
- Killington Hotels
- Apartments in Killington
- Cruise Ships in Woodstock
- Barnard Hotels
- South Woodstock Hotels
- Wood Stove
- South Royalton Hotels
- Ludlow Hotels
- Tunbridge Hotels
- Motels in White River Junction
- Hartland Hotels
- Rutland Hotels
- Spa Hotels in Central Vermont
- Condo Rentals in Killington
- Woodstock Hotels
- Plymouth Hotels
- Modernized Vermont Farmhouse
- Sharon Hotels
- Hotels near Buttermilk Falls
- Inns in Hartford
- Ski Hotels in Killington
- Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
- Strafford Hotels
- Resorts in Brownsville
- Brownsville Hotels
- Hotels near Bear Mountain Quad Ski Lift
- Highland 6th Hole & RiverView
- Black Dog Lodge
- Randolph Hotels
- Boutique Hotels in Woodstock
- Apartments in Barnard
- Motels in Bridgewater
- Villas in Killington
- Cheap Hotels in Killington
- Spa Hotels in White River Junction
- Resorts in Reading
- Cedarbrook Junior Suite 11416
- Cheap Hotels in Woodstock
- Vermont Hotels
- Hotels near Quechee Gorge Village
- Viewmont Chalet is a wonderful post and beam house with an outdoor hot tub
- Norwich Hotels
- Cabin Rentals in Central Vermont
- Hotels near Pico Mountain at Killington Ski Resort
- Bethel Hotels
- Hotels near Okemo Mountain Resort
- Treehouses in Woodstock
- Relais & Chateaux Hotels in Central Vermont
- Align Inn Vermont
- Echo Lake Inn
- Ascutney Hotels
- Private wing of the Largest Colonial Revival Mansion in the US
- Twin Farms
- Springfield Hotels
- Fantastic 4
- Casino Hotels in Central Vermont
- Quechee Hotels
- 4 Star Hotels in Woodstock
- Hotels with Balconies in Central Vermont
- Pet-Friendly Hotels in Killington
- Hotels with an Indoor Pool in Central Vermont
- White River Junction Hotels
- Après Inn Killington
- 4 Star Hotels in Central Vermont
- Cottages in West Hartford
- Cozy Quechee Cabin near Woodstock and Skiing w/woodstove and all the amenities
- Hotels near Pico Peak
- Fat Sheep Farm & Cabins
- Pet-Friendly Hotels in White River Junction
- Condo Resorts in Killington
- Family Hotels in Central Vermont
- Cabin Rentals in Killington
- Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock
- Windsor Hotels
