A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Book Windsor Bed & Breakfast

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    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Windsor bed & breakfast

A historic building with a prominent arched entrance, a sign reading "Cambria Inn," and a well-maintained garden with red flowers and pathway lighting.

1. Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (640 reviews)
"Great stay. Comfy room, good service, ideal location, and nice breakfast. I would definitely stay here again."
United States
Chris
$196 nightly
The price is $227
Dec 1 - Dec 2
Total with taxes and fees
Camellia Inn
A modern interior with a staircase, a large window with reflections, and a seating area.

2. Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (624 reviews)
"Fantastic location, beautiful hotel"
United States
Daniel M
$224 nightly
The price is $260
Nov 29 - Nov 30
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
A serene riverside scene with a hotel and a small building by the water.

3. Highland Dell Lodge

Highland Dell Lodge
3.0 star property
Monte Rio
9.2 out of 10, Wonderful, (675 reviews)
"Definitely will stay there again!"
United States
Nancy
$112 nightly
The price is $127
Nov 15 - Nov 16
Total with taxes and fees
Highland Dell Lodge
A house with a covered patio, outdoor seating, and a garden.

4. Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (181 reviews)
"What a great location, beautiful clean, great breakfast great coffee and coffee options. Staff was super helpful. Would definitely come back here if I was in Healdsburg."
United States
Eric
$248 nightly
The price is $287
Nov 16 - Nov 17
Total with taxes and fees
Grape Leaf Inn
A house with a stone exterior, a red-tiled roof, and a driveway leading to a gated entrance.

5. Bed & Breakfast Hot Tub & Views for Explorers

Bed & Breakfast Hot Tub & Views for Explorers
Healdsburg
$254 nightly
The price is $291
Nov 16 - Nov 17
Total with taxes and fees
Bed & Breakfast Hot Tub & Views for Explorers
A house with a stone exterior, a red-tiled roof, and a driveway leading to a gated entrance.

6. Asti Room: Largest Suite w/ Exclusive Winery Perks

Asti Room: Largest Suite w/ Exclusive Winery Perks
Healdsburg
$409 nightly
The price is $470
Nov 16 - Nov 17
Total with taxes and fees
Asti Room: Largest Suite w/ Exclusive Winery Perks
A two-story house with a stone facade, a red roof, and a landscaped driveway.

7. Wine Country B&B Retreat Near Downtown Healdsburg

Wine Country B&B Retreat Near Downtown Healdsburg
Healdsburg
$402 nightly
The price is $461
Nov 16 - Nov 17
Total with taxes and fees
Wine Country B&B Retreat Near Downtown Healdsburg
A two-story house with a patio area featuring outdoor seating and a fountain.

8. Inn at Occidental

Inn at Occidental
3.5 star property
Occidental
9.4 out of 10, Exceptional, (524 reviews)
"Friendly staff. Wonderful breakfasts. Wine tastings with local vintners. Overall, an excellent stay."
United States
Stacie
$224 nightly
The price is $255
Nov 12 - Nov 13
Total with taxes and fees
Inn at Occidental
A patio with outdoor furniture, a stone table, and a view of vineyards and mountains.

9. Chateau De Vie

Chateau De Vie
3.0 star property
Calistoga
9.8 out of 10, Exceptional, (52 reviews)
"We enjoyed our stay."
United States
Bruce
$383 nightly
The price is $440
Nov 30 - Dec 1
Total with taxes and fees
Chateau De Vie
A green-walled room with a 'Champagne' sign, wicker vases with flowers, a round wooden stool, and a wooden floor.

10. Le Petit Pali St. Helena, a Member of Design Hotels

Le Petit Pali St. Helena, a Member of Design Hotels
4.0 star property
Upper Valley
9.6 out of 10, Exceptional, (125 reviews)
"Beautiful property and friendly and helpful staff."
United States
William
$320 nightly
The price is $369
Dec 9 - Dec 10
Total with taxes and fees
Le Petit Pali St. Helena, a Member of Design Hotels
A dining area with a large table and chairs, a glass enclosure, and a view of the garden outside.

11. Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
9.0 out of 10, Wonderful, (650 reviews)
"A very good place to stay. The house is so clean, and the host is so friendly and helpful."
United States
Zhaoqi
$133 nightly
The price is $153
Nov 23 - Nov 24
Total with taxes and fees
Calistoga Wine Way Inn
A two-story house with a front porch, a red door, and a garden with various plants and a pathway leading to the entrance.

12. The Gables Wine Country Inn

The Gables Wine Country Inn
5.0 star property
Santa Rosa
10.0 out of 10, Exceptional, (38 reviews)
"The breakfast was outstanding!"
United States
Gloria
$296 nightly
The price is $337
Dec 3 - Dec 4
Total with taxes and fees
The Gables Wine Country Inn
A house with a porch, potted plants, and a brick wall.

13. Bear Flag Inn

Bear Flag Inn
3.0 star property
Calistoga
9.6 out of 10, Exceptional, (127 reviews)
"The breakfast was delicious and they had a little wine happy hour for the guests. Our stay felt very homey."
United States
Jacob
$249 nightly
The price is $286
Nov 12 - Nov 13
Total with taxes and fees
Bear Flag Inn
A historic building with a well-maintained facade, a prominent sign indicating 'Embrace California 128', and a flagpole with an American flag.

14. Embrace Calistoga

Embrace Calistoga
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (58 reviews)
"Chris and Brent were amazing hosts. The menu and libations for weekend breakfasts and wine/cheese hours were delicious and on par with a fine dining restaurant. Beautiful room, bed and bath were very comfortable."
United States
Marc
$289 nightly
The price is $332
Nov 22 - Nov 23
Total with taxes and fees
Embrace Calistoga
A garden pathway leading to a white building with a traditional design, surrounded by neatly trimmed hedges and a white picket fence.

15. Inn St Helena

Inn St Helena
3.0 star property
Downtown St. Helena
9.6 out of 10, Exceptional, (165 reviews)
"They were very accommodating and we enjoyed the breakfast."
United States
Ron
$291 nightly
The price is $335
Nov 19 - Nov 20
Total with taxes and fees
Inn St Helena
A table set for dining with a view of a vineyard and mountains.

16. Beltane Ranch

Beltane Ranch
4.0 star property
Glen Ellen
9.8 out of 10, Exceptional, (118 reviews)
"What a lovely place. We cannot wait to go back to this ranch. The staff was kind and sweet and so accommodating. The breakfast was farm fresh every day and it was so delicious some of the best breakfasts I’ve had. The rooms were dreamy and gorgeous. The beds were so comfortable. There was eight of us and we all had the best sleep there. I cannot recommend a better place."
United States
Bobbi
$348 nightly
The price is $397
Nov 15 - Nov 16
Total with taxes and fees
Beltane Ranch
Front of property

17. Mine + Farm, The Inn at Guerneville, CA

Mine + Farm, The Inn at Guerneville, CA
3.5 star property
Guerneville
9.4 out of 10, Exceptional, (153 reviews)
"Beautiful property, great location, delicious breakfast. "
United States
Amy
$335 nightly
The price is $382
Nov 12 - Nov 13
Total with taxes and fees
Mine + Farm, The Inn at Guerneville, CA
A two-story building with a covered porch, outdoor seating area, and a small garden.

18. Calistoga Craftsman Inn

Calistoga Craftsman Inn
3.5 star property
Calistoga
9.4 out of 10, Exceptional, (275 reviews)
"Proximity to downtown was great"
United States
Dave
$181 nightly
The price is $208
Nov 17 - Nov 18
Total with taxes and fees
Calistoga Craftsman Inn
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.
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Top Windsor Hotel Reviews

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

8/10 Good
"Clean rooms, easy parking, close to the 101, air conditioning worked well, staff was nice. Bathrooms are clean but need updating and better water pressure. No breakfast but walkable to diner next door and a very good coffee shop."
Eileen 3-night trip
Posted 1 hour ago
Dry Creek Inn MOD Collection by Sonesta

Find out more about Windsor

Windsor B&B information

Number of reviews
3,518
Accommodation
49 B&B
Lowest Price
$127
Highest Price
$440

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Windsor?
Prices for B&Bs in Windsor often vary, but you can find a great deal from $127 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Windsor B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Windsor?
The best time to book a B&B in Windsor is during the peak season from May to September, when the town truly comes alive with vibrant energy. This period is superb for travelers seeking outdoor experiences, as the weather is warm, with temperatures ranging from the mid-60s to the low 80s Fahrenheit. Visitors can enjoy leisurely strolls along the beautiful waterfront, explore local parks, or indulge in wine tasting tours at nearby vineyards, making it an ideal backdrop for both relaxation and adventure.

Among these months, June stands out as particularly popular, drawing in tourists eager to partake in various local festivals and events. The lively atmosphere enhances the charm of Windsor, with bustling markets and community celebrations creating a welcoming environment for all.

For those looking for a more budget-friendly option, October is an excellent choice. The crisp fall air and stunning autumn foliage provide a picturesque setting for exploration, with fewer crowds allowing for a more intimate experience. This month also offers fantastic opportunities for enjoying harvest festivals and local cuisine, showcasing the region's rich agricultural heritage.
What is the difference between a Windsor Bed and Breakfast and a hotel?
Every Windsor B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Windsor B&Bs.

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