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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Windsor

Highland Dell Lodge
Escape to a serene lakeside retreat with a tranquil view of the surrounding trees and a peaceful atmosphere.

Highland Dell Lodge

3.0 star property
9.2 out of 10, Wonderful, (538)
"Quiet hidden gem wit a European flair from the decor to the in-house restaurant. It’s quaint and romantic. "
$185 nightly
The price is $211
Aug 6 - Aug 7
Total includes taxes and fees
Highland Dell Lodge
Inn at Occidental
Experience the serene coastal landscape with rugged coastline and rolling hills.

Inn at Occidental

3.5 star property
9.2 out of 10, Wonderful, (460)
"Wonderful, relaxing weekend in the wine country. Will be going back again for sure!"
$255 nightly
The price is $291
Aug 14 - Aug 15
Total includes taxes and fees
Inn at Occidental
The Ruse
Relax by the pool surrounded by a shaded deck and large trees.

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (86)
"We love this bed & breakfast! "
$366 nightly
The price is $426
Aug 10 - Aug 11
Total includes taxes and fees
The Ruse
Healdsburg Inn on the Plaza, A Four Sisters Inn
Step into the Healdsburg Inn's elegant lobby, featuring a tufted sofa, round table, and classic staircase.

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.6 out of 10, Excellent, (556)
"The breakfast was wonderful. The rooms are a bit dated, but comfortable."
$300 nightly
The price is $348
Aug 27 - Aug 28
Total includes taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
Boon Hotel + Spa - Adults Only
Relax by the pool with comfortable lounge chairs and tables, surrounded by palm trees and a serene atmosphere.

Boon Hotel + Spa - Adults Only

3.0 star property
9.6 out of 10, Exceptional, (51)
"Loved everything about this place. Would highly recommend:) "
Boon Hotel + Spa - Adults Only
Calistoga Wine Way Inn
Enjoy meals in a beautifully set dining area with a long table, elegant chairs, and a stunning garden view.

Calistoga Wine Way Inn

3.0 star property
8.8 out of 10, Excellent, (587)
"Very nice place to stay, clean and a great location to town "
$151 nightly
The price is $174
Aug 6 - Aug 7
Total includes taxes and fees
Calistoga Wine Way Inn
Camellia Inn
Step into the grand entrance hall, featuring a stunning stained glass window and elegant staircase.

Camellia Inn

3.5 star property
8.4 out of 10, Very Good, (585)
"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!"
$311 nightly
The price is $360
Aug 6 - Aug 7
Total includes taxes and fees
Camellia Inn
The Francis House
Front of property - evening/night

The Francis House

4.0 star property
$877 nightly
The price is $1,009
Sep 3 - Sep 4
Total includes taxes and fees
The Francis House
Le Petit Pali St. Helena
Terrace/patio

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
The Gables Wine Country Inn
Experience the charm of this traditional two-story house, surrounded by lush greenery and a serene atmosphere.

The Gables Wine Country Inn

5.0 star property
10.0 out of 10, Exceptional, (19)
"Excellent hospitality, delicious breakfast. Beautiful gardens. Enjoyed our stay."
$323 nightly
The price is $369
Aug 7 - Aug 8
Total includes taxes and fees
The Gables Wine Country Inn
Craftsman Inn
Relax in this inviting room with a large bed, wicker sofa, and chair, offering a view of the staircase and outdoor space.

Craftsman Inn

3.5 star property
9.0 out of 10, Wonderful, (248)
"Good value Inn, well maintained and nicely appointed "
$201 nightly
The price is $232
Aug 11 - Aug 12
Total includes taxes and fees
Craftsman Inn
Beltane Ranch
Relax in a serene outdoor setting with a fire pit and two Adirondack chairs on a deck.

Beltane Ranch

4.0 star property
9.8 out of 10, Exceptional, (113)
"Stunning views, beautiful property with historic B&B with delightful breakfasts and friendly staff and animals. "
$435 nightly
The price is $495
Aug 24 - Aug 25
Total includes taxes and fees
Beltane Ranch
Grape Leaf Inn
Enjoy a dining experience on this enclosed patio with a wooden deck, featuring a table for two and a glass door leading to the interior.

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (159)
"Just a great ambiance "
$314 nightly
The price is $364
Aug 10 - Aug 11
Total includes taxes and fees
Grape Leaf Inn
Inn St Helena
Relax in a cozy room with a comfortable seating area, a neatly made bed, and a sliding glass door leading to a deck.

Inn St Helena

3.0 star property
9.4 out of 10, Exceptional, (150)
"This is the best place fo stay next time "
$282 nightly
The price is $324
Aug 17 - Aug 18
Total includes taxes and fees
Inn St Helena
Pinschower Inn
Stunning two-story house with a turret, set amidst a beautifully maintained garden and a paved pathway leading to the entrance.

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
Chateau De Vie
Enjoy a serene retreat in this two-story house surrounded by lush gardens and a scenic vineyard.

Chateau De Vie

3.0 star property
9.8 out of 10, Exceptional, (46)
"Beautiful bed and breakfast, excellent service, amazing breakfast"
$441 nightly
The price is $508
Aug 6 - Aug 7
Total includes taxes and fees
Chateau De Vie
My Big Art Project
Relax outdoors with a warm ambiance, surrounded by lush greenery and rustic charm.

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"
$360 nightly
The price is $418
Aug 11 - Aug 12
Total includes taxes and fees
My Big Art Project
Mine + Farm, The Inn at Guerneville, CA
Enter a serene natural setting surrounded by lush greenery and a rustic entrance with a covered seating area.

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!"
Mine + Farm, The Inn at Guerneville, CA
Potter's Foothill House
Snuggle up in this inviting reading nook with a plush bench and a view of lush greenery.

Potter's Foothill House

3.5 star property
10.0 out of 10, Exceptional, (25)
"Had a great stay at Potter’s Foothill House. We stayed in the Palisades cottage, which was a quiet, private spot on the beautiful property. Breakfasts were amazing every morning! Highly recommend!!!"
$360 nightly
The price is $414
Aug 14 - Aug 15
Total includes taxes and fees
Potter's Foothill House
Raymond's Bakery - Gravenstein Cottage
Enjoy a meal on the charming front porch of this rustic building, featuring a spacious dining area with tables and chairs.

Raymond's Bakery - Gravenstein Cottage

9.8 out of 10, Exceptional, (52)
"Gravenstein Cottage is cozy and quiet. We enjoyed Mark's amazing pastries delivered to us each morning, walking among giant redwoods at Armstrong Grove, and along the coast at Shell Beach. A wonderful time."
Raymond's Bakery - Gravenstein Cottage
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

Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

10/10 Excellent
"beds and pillows were very comfortable. It would’ve been great if they had a small convenience shop with snacks and travel items, such as medicines, etc. Also, there was no microwave in our room. The parking validation/payment needs to be better explained with signage"
Angela 6-night trip
Posted 13 hours ago
Hyatt Regency Sonoma Wine Country

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 $174 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.