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Book Windsor Bed & Breakfast

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Our top choices for Windsor bed & breakfast

Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only
3.0 star property
Guerneville
9.8 out of 10, Exceptional, (60)
"Loved everything about this place. Would highly recommend:) "
United States
Brittany
$206 nightly
The price is $235
Dec 21 - Dec 22
Total with taxes and fees
Boon Hotel + Spa - Adults Only

The Ruse

The Ruse
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (106)
"Our room was spacious and furnishings were attractive, beds were comfortable. Breakfast and coffee service was lovely."
United States
Alice
$237 nightly
The price is $275
Dec 22 - Dec 23
Total with taxes and fees
The Ruse

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (163)
"Nice quiet property in a great location "
United States
Anonymous traveler
$219 nightly
The price is $254
Dec 21 - Dec 22
Total with taxes and fees
Grape Leaf Inn

Beltane Ranch

Beltane Ranch
4.0 star property
Glen Ellen
9.8 out of 10, Exceptional, (113)
"Stunning views, beautiful property with historic B&B with delightful breakfasts and friendly staff and animals. "
United States
Gina
$336 nightly
The price is $383
Jan 19 - Jan 20, 2026
Total with taxes and fees
Beltane Ranch

Highland Dell Lodge

Highland Dell Lodge
3.0 star property
Monte Rio
9.2 out of 10, Wonderful, (571)
"Quaint but simple venue. Clean and well maintained:m. Helpful staff. Tasty foods at breakfast."
United States
Brian
$157 nightly
The price is $179
Dec 22 - Dec 23
Total with taxes and fees
Highland Dell Lodge

Bear Flag Inn

Bear Flag Inn
3.0 star property
Calistoga
9.4 out of 10, Exceptional, (121)
"The hosts were very hospitable, and the breakfasts were amazing!"
United States
Ann
$200 nightly
The price is $230
Dec 20 - Dec 21
Total with taxes and fees
Bear Flag Inn

Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (21)
"Great location and amenities"
United States
Peter
$310 nightly
The price is $357
Dec 22 - Dec 23
Total with taxes and fees
Le Petit Pali St. Helena

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, (565)
"Clean room, nice people, Janine was very helpful in answering our questions. "
United States
Paul
$207 nightly
The price is $241
Dec 24 - Dec 25
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn

Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
8.4 out of 10, Very Good, (601)
"The staff was so so wonderful and helpful with recommendations and reservations! This place was so cute and close to all the downtown shops and restaurants! "
United States
Mckenna
$190 nightly
The price is $220
Dec 21 - Dec 22
Total with taxes and fees
Camellia Inn

My Big Art Project

My Big Art Project
3.5 star property
West Junior College
9.6 out of 10, Exceptional, (20)
"The place is lovely, and Steve is an extraordinary host"
United States
Gregory
$207 nightly
The price is $241
Jan 1 - Jan 2, 2026
Total with taxes and fees
My Big Art Project

The Gables Wine Country Inn

The Gables Wine Country Inn
5.0 star property
Santa Rosa
10.0 out of 10, Exceptional, (21)
"Excellent hospitality, delicious breakfast. Beautiful gardens. Enjoyed our stay."
United States
Mubaraka
$276 nightly
The price is $315
Dec 23 - Dec 24
Total with taxes and fees
The Gables Wine Country Inn

Embrace Calistoga

Embrace Calistoga
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (50)
"We had a wonderful visit in Calistoga there. Everything about the experience was top notch."
United States
Layne
$269 nightly
The price is $309
Dec 21 - Dec 22
Total with taxes and fees
Embrace Calistoga

Chateau De Vie

Chateau De Vie
3.0 star property
Calistoga
9.8 out of 10, Exceptional, (49)
"Great service, beautiful properly and setting. In the North end of the valley not as much going on but realy nice place. "
United States
Dan
$337 nightly
The price is $387
Jan 6 - Jan 7, 2026
Total with taxes and fees
Chateau De Vie

Inn St Helena

Inn St Helena
3.0 star property
St. Helena
9.4 out of 10, Exceptional, (155)
"Great service and staff"
United States
David
$330 nightly
The price is $379
Dec 21 - Dec 22
Total with taxes and fees
Inn St Helena

Inn at Occidental

Inn at Occidental
3.5 star property
Occidental
9.2 out of 10, Wonderful, (474)
"Wonderful, relaxing weekend in the wine country. Will be going back again for sure!"
United States
remi
$229 nightly
The price is $262
Dec 29 - Dec 30
Total with taxes and fees
Inn at Occidental

Potter's Foothill House

Potter's Foothill House
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (25)
"Lynn was a great host! The property and accommodations were far beyond what we expected, we'll definitely stay again!"
United States
Chris
$390 nightly
The price is $449
Dec 22 - Dec 23
Total with taxes and fees
Potter's Foothill House

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, (150)
"Beautiful property, great location, delicious breakfast. "
United States
Amy
$322 nightly
The price is $368
Dec 21 - Dec 22
Total with taxes and fees
Mine + Farm, The Inn at Guerneville, CA

Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (596)
"Clean room, location walkable to downtown,"
Canada
John
$152 nightly
The price is $175
Dec 21 - Dec 22
Total with taxes and fees
Calistoga Wine Way Inn

Craftsman Inn

Craftsman Inn
3.5 star property
Calistoga
9.0 out of 10, Wonderful, (253)
"A great place to stay."
United States
Yao
$159 nightly
The price is $183
Dec 20 - Dec 21
Total with taxes and fees
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

Find out more about Windsor

Windsor B&B information

Number of reviews
3,031
Accommodation
34 B&B
Lowest Price
$175
Highest Price
$449

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 $175 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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