Book a Bed and Breakfast in Windsor County, VT
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Top cities with B&B to explore in Windsor County
Woodstock
B&B
Top B&B in Windsor County
The Jackson
43 Senior Lane Woodstock VT
$150 nightly
The price is $165 total per night
$165 total
Nov 3 - Nov 4
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Parking included
Free WiFi
The Vesper
21 Pleasant St Woodstock VT
$165 nightly
The price is $182 total per night
$182 total
Nov 5 - Nov 6
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A virtual front desk are provided for your convenience.
Breakfast included
Parking included
Stone Hearth Inn and Eatery
698 VT-11 Chester VT
Free Cancellation
Reserve now, pay when you stay
$263 nightly
The price is $287 total per night
$287 total
Oct 12 - Oct 13
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free buffet breakfast each morning. A garden is also provided.
Breakfast included
Parking included
Deer Brook Inn
4548 W Woodstock Rd Woodstock VT
$212 nightly
The price is $233 total per night
$233 total
Nov 1 - Nov 2
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and climate control. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
Parking included
Free WiFi
Golden Stage Inn B&B
399 Depot Street Cavendish VT
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and a picnic area are also provided.
Pool
Breakfast included
Echo Lake Inn
2 Dublin Rd Plymouth VT
$272 nightly
The price is $297 total per night
$297 total
Oct 13 - Oct 14
Total with taxes and fees
This bed & breakfast features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the outdoor tennis court and free perks like cooked-to-order breakfast and free self parking. Enjoy the hot tub and conveniences like a picnic area and wedding services.
Pool
Hot Tub
Stay At Jimmy's
45 Pleasant St Woodstock VT
Free Cancellation
Reserve now, pay when you stay
$299 nightly
The price is $329 total per night
$329 total
Oct 29 - Oct 30
Total with taxes and fees
Free WiFi in public areas is available at this bed & breakfast. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Breakfast included
Pet friendly
Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock VT
$150 nightly
The price is $166 total per night
$166 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
Pet friendly
Air conditioning
Sleep Woodstock - Dog Friendly King Suite
Woodstock VT
$182 nightly
The price is $201 total per night
$201 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
Pet friendly
Air conditioning
Woodbridge Inn
5763 W Woodstock Rd Woodstock VT
$550 nightly
The price is $605 total per night
$605 total
Oct 20 - Oct 21
Total with taxes and fees
An outdoor pool, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Pool
Breakfast included
Sleep Woodstock - Dog Friendly King Suite
Woodstock VT
$182 nightly
The price is $201 total per night
$201 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
Pet friendly
Air conditioning
Sleep Woodstock - Dog Friendly King Suite
Woodstock VT
$182 nightly
The price is $201 total per night
$201 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
Pet friendly
Air conditioning
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.
Top B&B in Windsor County
The Jackson
43 Senior Lane Woodstock VT
$150 nightly
The price is $165 total per night
$165 total
Nov 3 - Nov 4
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Parking included
Free WiFi
The Vesper
21 Pleasant St Woodstock VT
$165 nightly
The price is $182 total per night
$182 total
Nov 5 - Nov 6
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A virtual front desk are provided for your convenience.
Breakfast included
Parking included
Stone Hearth Inn and Eatery
698 VT-11 Chester VT
Free Cancellation
Reserve now, pay when you stay
$263 nightly
The price is $287 total per night
$287 total
Oct 12 - Oct 13
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free buffet breakfast each morning. A garden is also provided.
Breakfast included
Parking included
Deer Brook Inn
4548 W Woodstock Rd Woodstock VT
$212 nightly
The price is $233 total per night
$233 total
Nov 1 - Nov 2
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and climate control. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
Parking included
Free WiFi
Golden Stage Inn B&B
399 Depot Street Cavendish VT
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and a picnic area are also provided.
Pool
Breakfast included
Echo Lake Inn
2 Dublin Rd Plymouth VT
$272 nightly
The price is $297 total per night
$297 total
Oct 13 - Oct 14
Total with taxes and fees
This bed & breakfast features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the outdoor tennis court and free perks like cooked-to-order breakfast and free self parking. Enjoy the hot tub and conveniences like a picnic area and wedding services.
Pool
Hot Tub
Stay At Jimmy's
45 Pleasant St Woodstock VT
Free Cancellation
Reserve now, pay when you stay
$299 nightly
The price is $329 total per night
$329 total
Oct 29 - Oct 30
Total with taxes and fees
Free WiFi in public areas is available at this bed & breakfast. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Breakfast included
Pet friendly
Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock VT
$150 nightly
The price is $166 total per night
$166 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
Pet friendly
Air conditioning
Sleep Woodstock - Dog Friendly King Suite
Woodstock VT
$182 nightly
The price is $201 total per night
$201 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
Pet friendly
Air conditioning
Woodbridge Inn
5763 W Woodstock Rd Woodstock VT
$550 nightly
The price is $605 total per night
$605 total
Oct 20 - Oct 21
Total with taxes and fees
An outdoor pool, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Pool
Breakfast included
Sleep Woodstock - Dog Friendly King Suite
Woodstock VT
$182 nightly
The price is $201 total per night
$201 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
Pet friendly
Air conditioning
Sleep Woodstock - Dog Friendly King Suite
Woodstock VT
$182 nightly
The price is $201 total per night
$201 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
Pet friendly
Air conditioning
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.
Top hotels in Windsor County
The Jackson
43 Senior Lane Woodstock VT
$150 nightly
The price is $165 total per night from Nov 3 to Nov 4
$165 total
Nov 3 - Nov 4
Total with taxes and fees
9.6/10 Exceptional! (328 reviews)
Windsor County B&B essential information
Accommodation | 28 B&B |
|---|---|
Lowest Price | $124 |
Highest Price | $605 |
Popular accommodation | The Jackson , The Vesper , Stone Hearth Inn and Eatery, Deer Brook Inn , Golden Stage Inn B&B, Echo Lake Inn, Stay At Jimmy's, Sleep Woodstock Mobility Impaired Accessible Suite, Sleep Woodstock - Dog Friendly King Suite, Woodbridge Inn, Sleep Woodstock - Dog Friendly King Suite, Sleep Woodstock - Dog Friendly King Suite |
Windsor County B&B essential information
Accommodation | 28 B&B |
|---|---|
Lowest Price | $124 |
Highest Price | $605 |
Popular accommodation | The Jackson , The Vesper , Stone Hearth Inn and Eatery, Deer Brook Inn , Golden Stage Inn B&B, Echo Lake Inn, Stay At Jimmy's, Sleep Woodstock Mobility Impaired Accessible Suite, Sleep Woodstock - Dog Friendly King Suite, Woodbridge Inn, Sleep Woodstock - Dog Friendly King Suite, Sleep Woodstock - Dog Friendly King Suite |
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- Align Inn Vermont
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- Killington Grand Hotel
- Mountain Meadows Lodge
- Mountain Sports Inn
- North Star Lodge and Resort
- Ski in Killington
- The Mountain Inn at Killington
- Hotels in Killington
- Hotels near Killington Resort
- Jackson Gore Village A Vail Resorts Property
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