Windsor B&B
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B&B in Windsor
The Jackson
43 Senior Lane Woodstock VT
$175 nightly
The price is $193 total per night
$193 total
Dec 7 - Dec 8
Total with taxes and fees
Located in Woodstock (West Woodstock), The Jackson is within a 5-minute drive of Union Arena Community Center and Five Elm Arches.
Parking included
Free WiFi
The Vesper
21 Pleasant St Woodstock VT
$186 nightly
The price is $204 total per night
$204 total
Dec 30 - Dec 31
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you a stay at The Vesper in Woodstock, you'll be in the historical district, just steps from Mt Ascutney Hospital and Health Center Primary Care - Woodstock and Ottauquechee Health Center.
Breakfast included
Parking included
Mountain Valley Retreat
1940 River Road Killington VT
$120 nightly
The price is $136 total per night
$136 total
Dec 16 - Dec 17
Total with taxes and fees
With a stay at Mountain Valley Retreat in Killington, you'll be next to a golf course, within a 15-minute drive of Killington Resort and Green Mountain National Forest.
Breakfast included
Parking included
Stone Hearth Inn and Eatery
698 VT-11 Chester VT
$232 nightly
The price is $253 total per night
$253 total
Dec 8 - Dec 9
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Stone Hearth Inn and Eatery in Chester, you'll be 8.5 mi (13.7 km) from Vermont Country Store and 11 mi (17.6 km) from Magic Mountain Ski Resort.
Breakfast included
Parking included
Stay At Jimmy's
45 Pleasant St Woodstock VT
$249 nightly
The price is $274 total per night
$274 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Stay At Jimmy's in Woodstock, you'll be within a 5-minute walk of Mt Ascutney Hospital and Health Center Primary Care - Woodstock and Ottauquechee Health Center.
Breakfast included
Pet friendly
Harvest Barn Inn
16 Webb Terrace Bellows Falls VT
$158 nightly
The price is $172 total per night
$172 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
With a stay at Harvest Barn Inn in Bellows Falls, you'll be within a 5-minute drive of Bellows Falls Canal and Bellows Falls Opera House.
Breakfast included
Parking included
Snowed Inn
104 Miller Brook Road Killington VT
$195 nightly
The price is $214 total per night
$214 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at Snowed Inn in Killington, you'll be next to a golf course, within a 5-minute drive of Killington Resort and Black Dog Sports.
Parking included
Air conditioning
Golden Stage Inn B&B
399 Depot Street Cavendish VT
With a stay at Golden Stage Inn B&B in Cavendish, you'll be near ski lifts, within a 15-minute drive of Okemo Mountain Resort and Fletcher Farm School for the Arts and Crafts.
Pool
Breakfast included
Echo Lake Inn
2 Dublin Rd Plymouth VT
$291 nightly
The price is $318 total per night
$318 total
Dec 8 - Dec 9
Total with taxes and fees
With a stay at Echo Lake Inn in Plymouth, you'll be on a river, within a 10-minute drive of Okemo Mountain Resort and Echo Lake.
Pool
Hot Tub
The Buckmaster Inn
20 Lottery Rd Shrewsbury VT
Located in Shrewsbury, The Buckmaster Inn is in the mountains, within a 10-minute drive of Shrewsbury Free Library and Clarendon Gorge Wildlife Management Area.
Breakfast included
Parking included
Raspberry Inn · Classic Riverfront Home-Mins to Woodstock & Skiing
Bridgewater VT
With a stay at this bed & breakfast in Bridgewater, you'll be on a river, within a 15-minute drive of Killington Resort and Long Trail Brewing Company.
Pet friendly
Air conditioning
Woodbridge Inn
5763 W Woodstock Rd Woodstock VT
$445 nightly
The price is $490 total per night
$490 total
Dec 11 - Dec 12
Total with taxes and fees
With a stay at Woodbridge Inn in Woodstock, you'll be on a river, within a 15-minute drive of Killington Resort and Long Trail Brewing Company.
Pool
Breakfast included
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.
Windsor B&B essential information
Accommodation | 24 B&B |
|---|---|
Lowest Price | $136 |
Highest Price | $490 |
Popular accommodation | The Jackson , The Vesper , Mountain Valley Retreat, Stone Hearth Inn and Eatery, Stay At Jimmy's, Harvest Barn Inn, Snowed Inn, Golden Stage Inn B&B, Echo Lake Inn, The Buckmaster Inn, Raspberry Inn · Classic Riverfront Home-Mins to Woodstock & Skiing, Woodbridge Inn |