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

Book Windsor Bed & Breakfast

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Windsor bed & breakfast

A poolside area with lounge chairs and a pink flamingo float.

1. Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
8.6 out of 10, Excellent, (633 reviews)
"The family suite worked fine for 4 adults. The breakfast and afternoon wine and cookies were a great touch. Easy to park and check in. Loved our stay!"
United States
Erika
$196 nightly
The price is $227
Nov 9 - Nov 10
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
8.6 out of 10, Excellent, (621 reviews)
"Fantastic location, beautiful hotel"
United States
Daniel M
$288 nightly
The price is $334
Nov 19 - Nov 20
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.

3. Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (179 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
$287 nightly
The price is $333
Nov 1 - Nov 2
Total with taxes and fees
Grape Leaf Inn
A serene riverside scene with a hotel and a small building by the water.

4. Highland Dell Lodge

Highland Dell Lodge
3.0 star property
Monte Rio
9.2 out of 10, Wonderful, (670 reviews)
"Definitely will stay there again!"
United States
Nancy
$149 nightly
The price is $170
Oct 25 - Oct 26
Total with taxes and fees
Highland Dell Lodge
A house with a porch, potted plants, and a brick wall.

5. 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
Oct 25 - Oct 26
Total with taxes and fees
Bear Flag Inn
A spacious living room with a large sofa, two armchairs, a coffee table, and a fireplace. There is a staircase with a metal railing on the right and a large window on the left.

6. Sonoma Stonehouse, King Room w/ Private Patio

Sonoma Stonehouse, King Room w/ Private Patio
Santa Rosa
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location to get to our winery wedding destination."
United States
B B.
$379 nightly
The price is $423
Oct 23 - Oct 24
Total with taxes and fees
Sonoma Stonehouse, King Room w/ Private Patio
A coastal landscape with a grassy path leading to the sea, featuring rocky outcrops and a clear view of the ocean.

7. Inn at Occidental

Inn at Occidental
3.5 star property
Occidental
9.2 out of 10, Wonderful, (519 reviews)
"Friendly staff. Wonderful breakfasts. Wine tastings with local vintners. Overall, an excellent stay."
United States
Stacie
$244 nightly
The price is $278
Oct 20 - Oct 21
Total with taxes and fees
Inn at Occidental
A two-story house with a front porch, a red door, and a garden with various plants and a pathway leading to the entrance.

8. 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
$289 nightly
The price is $330
Oct 26 - Oct 27
Total with taxes and fees
The Gables Wine Country Inn
A garden pathway leading to a white building with a traditional design, surrounded by neatly trimmed hedges and a white picket fence.

9. Inn St Helena

Inn St Helena
3.0 star property
Downtown St. Helena
9.6 out of 10, Exceptional, (165 reviews)
"The property was perfect and located walking distance to downtown. We will be back."
United States
Danny
$291 nightly
The price is $335
Oct 26 - Oct 27
Total with taxes and fees
Inn St Helena
A patio with outdoor furniture, a stone table, and a view of vineyards and mountains.

10. 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
$441 nightly
The price is $508
Oct 25 - Oct 26
Total with taxes and fees
Chateau De Vie
Front of property

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

Mine + Farm, The Inn at Guerneville, CA
3.5 star property
Guerneville
9.0 out of 10, Wonderful, (153 reviews)
"Beautiful property, great location, delicious breakfast. "
United States
Amy
$335 nightly
The price is $382
Nov 2 - Nov 3
Total with taxes and fees
Mine + Farm, The Inn at Guerneville, CA
A historic building with a well-maintained facade, a prominent sign indicating 'Embrace California 128', and a flagpole with an American flag.

12. Embrace Calistoga

Embrace Calistoga
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (57 reviews)
"Chris and Brent were wonderful hosts and made our stay so enjoyable. The multi course breakfast on Saturday and Sunday was amazing! We were celebrating a birthday and they even had a cake complete with candle for us. Every evening was a different cheese plate and wine on the veranda - we felt so special. We can’t wait to visit again and can’t recommend Embrace Calistoga more highly."
United States
Melanie
$329 nightly
The price is $378
Oct 20 - Oct 21
Total with taxes and fees
Embrace Calistoga
A table set for dining with a view of a vineyard and mountains.

13. Beltane Ranch

Beltane Ranch
4.0 star property
Glen Ellen
9.8 out of 10, Exceptional, (117 reviews)
"Such a lovely hidden gem in Sonoma! The room was pretty, breakfast was excellent, the staff super nice and helpful. We loved our stay here and will come back for sure! "
United States
Tanja
$348 nightly
The price is $397
Nov 2 - Nov 3
Total with taxes and fees
Beltane Ranch
A green-walled room with a 'Champagne' sign, wicker vases with flowers, a round wooden stool, and a wooden floor.

14. Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
Upper Valley
9.6 out of 10, Exceptional, (122 reviews)
"Beautiful property and friendly and helpful staff."
United States
William
$465 nightly
The price is $536
Nov 10 - Nov 11
Total with taxes and fees
Le Petit Pali St. Helena
A spacious living room with a large sofa, two armchairs, a coffee table, and a fireplace. There is a staircase with a metal railing on the right and a large window on the left.

15. Wine Country Escape • Boutique Hotel, 1BR Queen

Wine Country Escape • Boutique Hotel, 1BR Queen
Santa Rosa
4.0 out of 10, (1 review)
"The place was cute and has nice aesthetic which deserves a star. The room has a booklet on instructions and recommendations for spas, food, and hiking locations. They also provided ear plugs most likely for the traffic noises. However, the low review was due to the room having a missing tv remote and broken glasses on the rug. My partner and I arrived at night and reached out to the help email since there is no workers on site. They got back pretty quickly saying they were gonna reach out to...
United States
molly
Wine Country Escape • Boutique Hotel, 1BR Queen
A dining area with a large table and chairs, a glass enclosure, and a view of the garden outside.

16. Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (649 reviews)
"A very good place to stay. The house is so clean, and the host is so friendly and helpful."
United States
Zhaoqi
$162 nightly
The price is $186
Nov 18 - Nov 19
Total with taxes and fees
Calistoga Wine Way Inn
A two-story building with a covered porch, outdoor seating area, and a small garden.

17. Calistoga Craftsman Inn

Calistoga Craftsman Inn
3.5 star property
Calistoga
9.2 out of 10, Wonderful, (272 reviews)
"Proximity to downtown was great"
United States
Dave
$188 nightly
The price is $216
Nov 1 - Nov 2
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Oxford Suites Sonoma County

Oxford Suites Sonoma County

10/10 Excellent
"The room was clean and comfortable, however the exterior of the sofa bed was very worn, with the vinyl peeling in several places and food from the previous guest(I assume), was left in the microwave. The rest of the property seemed to be well maintained. Breakfast was basic, with eggs, bacon, sausage, potatoes biscuits and gravy. Be sure to pull from the bottom of the stack to get hotter servings."
ROBERT 4-night trip
Posted less than an hour ago
Oxford Suites Sonoma County

Find out more about Windsor

Windsor B&B information

Number of reviews
3,778
Accommodation
49 B&B
Lowest Price
$170
Highest Price
$536

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 $170 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.

Explore a world of travel with Expedia