Book Windsor Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

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

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Windsor bed & breakfast

Highland Dell Lodge

Highland Dell Lodge
3.0 star property
Monte Rio
9.2 out of 10, Wonderful, (598 reviews)
"It was a pretty small room but very functional "
United States
Frank
$144 nightly
The price is $164
May 21 - May 22
Total with taxes and fees
Highland Dell Lodge

Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (611 reviews)
"Exelente"
United States
Oleg
$144 nightly
The price is $165
May 4 - May 5
Total with taxes and fees
Calistoga Wine Way Inn

Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only
3.0 star property
Guerneville
9.8 out of 10, Exceptional, (66 reviews)
"Always a great trip! Such an easy, beautiful place to hang out."
United States
mackenzie
$206 nightly
The price is $235
May 4 - May 5
Total with taxes and fees
Boon Hotel + Spa - Adults Only

Inn St Helena

Inn St Helena
3.0 star property
Downtown St. Helena
9.4 out of 10, Exceptional, (156 reviews)
"Loved the place! Staff were great. "
United States
Valeria
$258 nightly
The price is $297
May 4 - May 5
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, (482 reviews)
"The breakfast was amazing, I was in the Safari room, which was very very cool, the owner had just refreshed the courtyard for summer, and they had an amazing little band that the owner participated on Organ with a violin player with a guitar singer. It was the perfect place, it was perfect weather, I will come again."
United States
Eugene
$222 nightly
The price is $253
May 27 - May 28
Total with taxes and fees
Inn at Occidental

The Gables Wine Country Inn

The Gables Wine Country Inn
5.0 star property
Santa Rosa
10.0 out of 10, Exceptional, (22 reviews)
"Absolutely amazing place to stay low-key but very charming"
United States
tabitha
$280 nightly
The price is $319
May 5 - May 6
Total with taxes and fees
The Gables Wine Country Inn

Bear Flag Inn

Bear Flag Inn
3.0 star property
Calistoga
9.4 out of 10, Exceptional, (121 reviews)
"Hosts were friendly and kind. Had a delicious breakfast! Peaceful, quiet and relaxing stay. I would return again!"
United States
Jillian
$249 nightly
The price is $286
May 4 - May 5
Total with taxes and fees
Bear Flag 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, (595 reviews)
"Wonderful property. Staff very friendly and helpful"
United States
David
$309 nightly
The price is $359
May 5 - May 6
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn

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
$299 nightly
The price is $344
May 7 - May 8
Total with taxes and fees
Potter's Foothill House

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
$349 nightly
The price is $401
May 5 - May 6
Total with taxes and fees
Embrace Calistoga

Sonoma Holiday Getaway, Wine Country, 1BR Retreat

Sonoma Holiday Getaway, Wine Country, 1BR Retreat
Santa Rosa
$356 nightly
The price is $397
May 19 - May 20
Total with taxes and fees
Sonoma Holiday Getaway, Wine Country, 1BR Retreat

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, (151 reviews)
"Beautiful property, great location, delicious breakfast. "
United States
Amy
$322 nightly
The price is $368
May 4 - May 5
Total with taxes and fees
Mine + Farm, The Inn at Guerneville, CA

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
$307 nightly
The price is $356
May 10 - May 11
Total with taxes and fees
Grape Leaf Inn

Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
Upper Valley
9.4 out of 10, Exceptional, (69 reviews)
"Very comfortable rooms. Breakfast was amazing."
United States
Daniel
$490 nightly
The price is $564
May 11 - May 12
Total with taxes and fees
Le Petit Pali St. Helena

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
$331 nightly
The price is $383
May 13 - May 14
Total with taxes and fees
My Big Art Project

Beltane Ranch

Beltane Ranch
4.0 star property
Glen Ellen
9.8 out of 10, Exceptional, (116 reviews)
"Stunning views, beautiful property with historic B&B with delightful breakfasts and friendly staff and animals. "
United States
Gina
$478 nightly
The price is $545
May 4 - May 5
Total with taxes and fees
Beltane Ranch

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
May 4 - May 5
Total with taxes and fees
Chateau De Vie

Sonoma Holiday Escape • 1BR Queen • Near Wineries

Sonoma Holiday Escape • 1BR Queen • Near Wineries
Santa Rosa
$333 nightly
The price is $372
May 10 - May 11
Total with taxes and fees
Sonoma Holiday Escape • 1BR Queen • Near Wineries

Craftsman Inn

Craftsman Inn
3.5 star property
Calistoga
9.0 out of 10, Wonderful, (261 reviews)
"Room was very nice."
United States
Craig
$184 nightly
The price is $211
May 5 - May 6
Total with taxes and fees
Craftsman Inn

Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
8.6 out of 10, Excellent, (613 reviews)
"Quick walk to downtown, beautiful property, friendly staff, and amazing breakfast!"
United States
Colin
$362 nightly
The price is $420
May 4 - May 5
Total with taxes and fees
Camellia 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

Find out more about Windsor

Windsor B&B information

Number of reviews
4,128
Accommodation
42 B&B
Lowest Price
$164
Highest Price
$564

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 $164 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