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Our top choices for Windsor bed & breakfast

Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (608 reviews)
"Yes everything very good "
United States
carol
$110 nightly
The price is $127
Apr 13 - Apr 14
Total with taxes and fees
Calistoga Wine Way Inn

Highland Dell Lodge

Highland Dell Lodge
3.0 star property
Monte Rio
9.2 out of 10, Wonderful, (593 reviews)
"Easy parking, easy walk to the river."
United States
Anne
$147 nightly
The price is $168
May 7 - May 8
Total with taxes and fees
Highland Dell Lodge

Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only
3.0 star property
Guerneville
9.8 out of 10, Exceptional, (65 reviews)
"Nice place great staff and super clean. Just wish there was a tv."
United States
david
$206 nightly
The price is $235
Apr 14 - Apr 15
Total with taxes and fees
Boon Hotel + Spa - Adults Only

Inn at Occidental

Inn at Occidental
3.5 star property
Occidental
9.2 out of 10, Wonderful, (478 reviews)
"A warm, friendly and comfortable place"
United States
John
$213 nightly
The price is $243
Apr 20 - Apr 21
Total with taxes and fees
Inn at Occidental

Inn St Helena

Inn St Helena
3.0 star property
St. Helena
9.4 out of 10, Exceptional, (155 reviews)
"Great service and staff"
United States
David
$258 nightly
The price is $297
Apr 13 - Apr 14
Total with taxes and fees
Inn St Helena

Sonoma Stonehouse Luxury Room in Boutique Hotel

Sonoma Stonehouse Luxury Room in Boutique Hotel
Santa Rosa
10.0 out of 10, Exceptional, (1 review)
"Really cool place and looks just like the photos. Very clean, nice firm bed, wonderful soft sheets and a large common space with a fire place. If it was fully booked it may be noisy but it was quiet for me. Need to carry bags if you have an upstairs room. Would be great for a large family reunion! I would return for sure. Easy to catch Uber or Lyft to places. I appreciated the Juro coffee maker in the lobby too."
United States
Tracy B.
$256 nightly
The price is $285
Apr 13 - Apr 14
Total with taxes and fees
Sonoma Stonehouse Luxury Room in Boutique Hotel

The Gables Wine Country Inn

The Gables Wine Country Inn
5.0 star property
Santa Rosa
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic breakfast and wonderful ambience. Exactly what I wanted out of a B&B. Larry and Pam were super friendly and knowledgeable about the area. The building was very charming and full of Victorian style. Definitely looking forward to going back."
United States
Jessica
$279 nightly
The price is $318
Apr 19 - Apr 20
Total with taxes and fees
The Gables Wine Country Inn

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (166 reviews)
"Nice quiet property in a great location "
United States
Anonymous traveler
$289 nightly
The price is $335
Apr 13 - Apr 14
Total with taxes and fees
Grape Leaf Inn

Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
St. Helena
9.8 out of 10, Exceptional, (59 reviews)
"Appreciate the well curated decor, delicious breakfast, overall vibe"
United States
Victor
$545 nightly
The price is $628
Apr 19 - Apr 20
Total with taxes and fees
Le Petit Pali St. Helena

Embrace Calistoga

Embrace Calistoga
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (52 reviews)
"Brent and Chris go above and beyond any expectation. A great place to stay, they are on the top. Will definitely come back "
United States
Ignacio
$309 nightly
The price is $355
Apr 13 - Apr 14
Total with taxes and fees
Embrace Calistoga

Craftsman Inn

Craftsman Inn
3.5 star property
Calistoga
9.0 out of 10, Wonderful, (259 reviews)
"The Craftsman inn was in beautiful shape. Our room was super nice and very clean."
United States
Michael
$146 nightly
The price is $168
Apr 13 - Apr 14
Total with taxes and fees
Craftsman Inn

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, (590 reviews)
"Lovely room, friendly staff."
United States
Thomas
$274 nightly
The price is $318
Apr 16 - Apr 17
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn

Bear Flag Inn

Bear Flag Inn
3.0 star property
Calistoga
9.4 out of 10, Exceptional, (121 reviews)
"The place could certainly use a facelift - it would appear cleaner with some upkeep. "
United States
Scott
$249 nightly
The price is $286
Apr 13 - Apr 14
Total with taxes and fees
Bear Flag Inn

Beltane Ranch

Beltane Ranch
4.0 star property
Glen Ellen
9.8 out of 10, Exceptional, (114 reviews)
"Stunning views, beautiful property with historic B&B with delightful breakfasts and friendly staff and animals. "
United States
Gina
$348 nightly
The price is $397
Apr 13 - Apr 14
Total with taxes and fees
Beltane Ranch

Potter's Foothill House

Potter's Foothill House
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (25 reviews)
"Lynn was a great host! The property and accommodations were far beyond what we expected, we'll definitely stay again!"
United States
Chris
$396 nightly
The price is $455
Apr 14 - Apr 15
Total with taxes and fees
Potter's Foothill House

My Big Art Project

My Big Art Project
3.5 star property
West Junior College
9.6 out of 10, Exceptional, (20 reviews)
"The place is lovely, and Steve is an extraordinary host"
United States
Gregory
$336 nightly
The price is $390
Apr 13 - Apr 14
Total with taxes and fees
My Big Art Project

Chateau De Vie

Chateau De Vie
3.0 star property
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"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
$441 nightly
The price is $508
Apr 13 - Apr 14
Total with taxes and fees
Chateau De Vie

First floor Cozy king room w/ Wine Country Charm

First floor Cozy king room w/ Wine Country Charm
Santa Rosa
$256 nightly
The price is $285
Apr 13 - Apr 14
Total with taxes and fees
First floor Cozy king room w/ Wine Country Charm

Sonoma Stonehouse, King Room at Boutique Hotel

Sonoma Stonehouse, King Room at Boutique Hotel
Santa Rosa
$256 nightly
The price is $285
Apr 13 - Apr 14
Total with taxes and fees
Sonoma Stonehouse, King Room at Boutique Hotel

Sonoma Stonehouse, King room w/ Private Patio

Sonoma Stonehouse, King room w/ Private Patio
Santa Rosa
$256 nightly
The price is $285
Apr 13 - Apr 14
Total with taxes and fees
Sonoma Stonehouse, King room w/ Private Patio
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
3,331
Accommodation
34 B&B
Lowest Price
$127
Highest Price
$628

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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