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Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Compare 49 B&B in Windsor with updated reviews, rates, and availability.

Highland Dell Lodge
Exterior

Highland Dell Lodge

3.0 star property
9.2 out of 10, Wonderful, (525)
"Always a great time at the Highland Dell! Love the bar and restaurant."
$180 nightly
The price is $205
Jun 23 - Jun 24
Total includes taxes and fees
Highland Dell Lodge
The Ruse
Exterior

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (80)
"Lovely location and excellent customer service "
$356 nightly
The price is $414
Jun 24 - Jun 25
Total includes taxes and fees
The Ruse
Healdsburg Inn on the Plaza, A Four Sisters Inn
Front of property

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.6 out of 10, Excellent, (552)
"Beautiful architecture, large spacious room , warm gracious staff, excellent breakfast, best location in town."
$315 nightly
The price is $367
Jul 15 - Jul 16
Total includes taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
Boon Hotel + Spa - Adults Only
Outdoor pool, pool umbrellas, sun loungers

Boon Hotel + Spa - Adults Only

3.0 star property
9.6 out of 10, Exceptional, (49)
"Wonderful property. With great staff "
$268 nightly
The price is $306
Jun 24 - Jun 25
Total includes taxes and fees
Boon Hotel + Spa - Adults Only
Inn at Occidental
Hiking

Inn at Occidental

3.5 star property
9.2 out of 10, Wonderful, (454)
"Its incredibly sweet and just a perfect and beautiful place to stay. We will definitely return. "
$279 nightly
The price is $319
Jul 21 - Jul 22
Total includes taxes and fees
Inn at Occidental
Calistoga Wine Way Inn
House, Multiple Bedrooms | 1 bedroom, individually decorated, individually furnished

Calistoga Wine Way Inn

3.0 star property
8.8 out of 10, Excellent, (586)
"Very nice place to stay, clean and a great location to town "
$137 nightly
The price is $158
Jun 23 - Jun 24
Total includes taxes and fees
Calistoga Wine Way Inn
Camellia Inn
Lobby

Camellia Inn

3.5 star property
8.4 out of 10, Very Good, (579)
"We’ve stayed here before, they are super nice, super quiet place, easy walk to the square. Perfect place, we will definitely stay here again!"
$279 nightly
The price is $324
Jul 3 - Jul 4
Total includes taxes and fees
Camellia Inn
Craftsman Inn
1 bedroom, individually decorated, individually furnished

Craftsman Inn

3.5 star property
9.0 out of 10, Wonderful, (246)
"Good value Inn, well maintained and nicely appointed "
$194 nightly
The price is $224
Jun 24 - Jun 25
Total includes taxes and fees
Craftsman Inn
The Francis House
Front of property - evening/night

The Francis House

4.0 star property
$1,094 nightly
The price is $1,259
Jul 1 - Jul 2
Total includes taxes and fees
The Francis House
Le Petit Pali St. Helena
Front of property

Le Petit Pali St. Helena

4.0 star property
9.0 out of 10, Wonderful, (704)
"Beautiful surroundings, stunning location, delicious breakfast, extremely comfortable room and balcony area."
Le Petit Pali St. Helena
Chateau De Vie
Exterior

Chateau De Vie

3.0 star property
9.8 out of 10, Exceptional, (45)
"Beautiful location, charming vibe, gorgeous grounds, pool, cozy room, great breakfast on the patio ! ❤️"
$397 nightly
The price is $457
Jul 7 - Jul 8
Total includes taxes and fees
Chateau De Vie
Bear Flag Inn
Property entrance

Bear Flag Inn

3.0 star property
9.6 out of 10, Exceptional, (120)
"Hosts were friendly and kind. Had a delicious breakfast! Peaceful, quiet and relaxing stay. I would return again!"
$249 nightly
The price is $286
Jun 23 - Jun 24
Total includes taxes and fees
Bear Flag Inn
Grape Leaf Inn
Suite | Balcony

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (155)
"Just a great ambiance "
$276 nightly
The price is $320
Jul 2 - Jul 3
Total includes taxes and fees
Grape Leaf Inn
Mine + Farm, The Inn at Guerneville, CA
Front of property

Mine + Farm, The Inn at Guerneville, CA

3.5 star property
9.0 out of 10, Wonderful, (149)
"This was such an amazing property! You could tell that every little detail was well thought out, and it was perfect for rest and relaxation. I would definitely come back and I can see how people rent out the entire place for events!"
$391 nightly
The price is $445
Jun 23 - Jun 24
Total includes taxes and fees
Mine + Farm, The Inn at Guerneville, CA
Inn St Helena
Deluxe Studio | View from room

Inn St Helena

3.0 star property
9.4 out of 10, Exceptional, (148)
"This is the best place fo stay next time "
$275 nightly
The price is $316
Jun 25 - Jun 26
Total includes taxes and fees
Inn St Helena
Pinschower Inn
Exterior

Pinschower Inn

3.5 star property
9.8 out of 10, Exceptional, (27)
"Alison was wonderful and made the best breakfast ever! We loved the history of the inn"
Pinschower Inn
Embrace Calistoga
Front of property - evening/night

Embrace Calistoga

3.5 star property
10.0 out of 10, Exceptional, (49)
"Great hosts Chris and Brett very hospitable & professional. Clean and well appointed rooms. One of the best places we stayed at. Noelleen & Michael "
$289 nightly
The price is $332
Jun 25 - Jun 26
Total includes taxes and fees
Embrace Calistoga
The River Belle Inn
Exterior

The River Belle Inn

3.5 star property
10.0 out of 10, Exceptional, (133)
"charm, service, comfort - what a total joy to stay at this inn! "
The River Belle Inn
The Gables Wine Country Inn
Front of property

The Gables Wine Country Inn

5.0 star property
10.0 out of 10, Exceptional, (17)
"This is the one of the best hotel I ever stayed. Highly recommend. "
$330 nightly
The price is $377
Jul 7 - Jul 8
Total includes taxes and fees
The Gables Wine Country Inn
My Big Art Project
BBQ/picnic area

My Big Art Project

3.5 star property
9.6 out of 10, Exceptional, (20)
"The place is lovely, and Steve is an extraordinary host"
$207 nightly
The price is $241
Jul 21 - Jul 22
Total includes taxes and fees
My Big Art Project
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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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 $158 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.