A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Windsor bed & breakfast

A serene riverside scene with a hotel and a small building by the water.

1. Highland Dell Lodge

Highland Dell Lodge
3.0 star property
Monte Rio
9.2 out of 10, Wonderful, (658 reviews)
"Good stayp"
United States
Max
$157 nightly
The price is $179
Oct 1 - Oct 2
Total with taxes and fees
Highland Dell Lodge
An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.

2. Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (176 reviews)
"Just a beautiful property a home away from home!! Highly recommend!!"
United States
Anthony
$301 nightly
The price is $349
Sep 27 - Sep 28
Total with taxes and fees
Grape Leaf Inn
A modern interior with a staircase, a large window with reflections, and a seating area.

3. 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, (614 reviews)
"It was nice to be on the plaza to walk everywhere. The staff were very friendly and helpful. The wine in the afternoon and breakfast in the morning were both plentiful."
United States
Valerie
$322 nightly
The price is $374
Sep 21 - Sep 22
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
A poolside area with lounge chairs and a pink flamingo float.

4. Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
8.6 out of 10, Excellent, (626 reviews)
"Nice place to stay for the weekend, close to town"
United States
Robb
$293 nightly
The price is $340
Sep 27 - Sep 28
Total with taxes and fees
Camellia Inn
A coastal landscape with a grassy path leading to the sea, featuring rocky outcrops and a clear view of the ocean.

5. Inn at Occidental

Inn at Occidental
3.5 star property
Occidental
9.2 out of 10, Wonderful, (514 reviews)
"We really enjoyed our time here. They had live music on the outdoor patio both nights we were there. The breakfast was really good too. We would stay here again."
United States
NICCOLE
$224 nightly
The price is $256
Sep 21 - Sep 22
Total with taxes and fees
Inn at Occidental
A man and a woman sitting by a poolside, with a wooden fence and palm trees in the background.

6. Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only
3.0 star property
Guerneville
9.8 out of 10, Exceptional, (69 reviews)
"Amazing vacation vibe, great breakfast, and incredibly convenient place to relax and enjoy."
United States
Thomas
$265 nightly
The price is $302
Oct 4 - Oct 5
Total with taxes and fees
Boon Hotel + Spa - Adults Only
A spacious living room with a large sofa, two armchairs, a coffee table, and a fireplace. There is a staircase with a metal railing on the right and a large window on the left.

7. Sonoma Stonehouse, King room w/ Private Patio

Sonoma Stonehouse, King room w/ Private Patio
Santa Rosa
$323 nightly
The price is $360
Sep 20 - Sep 21
Total with taxes and fees
Sonoma Stonehouse, King room w/ Private Patio
A house with a porch, potted plants, and a brick wall.

8. Bear Flag Inn

Bear Flag Inn
3.0 star property
Calistoga
9.6 out of 10, Exceptional, (124 reviews)
"The breakfast was delicious and they had a little wine happy hour for the guests. Our stay felt very homey."
United States
Jacob
$249 nightly
The price is $286
Sep 20 - Sep 21
Total with taxes and fees
Bear Flag Inn
A two-story house with a front porch, a red door, and a garden with various plants and a pathway leading to the entrance.

9. The Gables Wine Country Inn

The Gables Wine Country Inn
5.0 star property
Santa Rosa
10.0 out of 10, Exceptional, (30 reviews)
"This inn is an old historic building. So with that in mind, it was cozy, had charm, terrific friendly innkeepers, the best gourmet fresh breakfasts- but its old. Small claw foot tub shower, older furniture but comfortable mattress. Very convenient to Santa Rosa Main Street. Charming grounds and vineyard. We spent a couple of nights and were very happy we chose this inn over a modern genetic hotel."
United States
Larry
$336 nightly
The price is $383
Sep 20 - Sep 21
Total with taxes and fees
The Gables Wine Country Inn
A patio with outdoor furniture, a stone table, and a view of vineyards and mountains.

10. Chateau De Vie

Chateau De Vie
3.0 star property
Calistoga
9.8 out of 10, Exceptional, (51 reviews)
"We enjoyed our stay."
United States
Bruce
$441 nightly
The price is $508
Sep 21 - Sep 22
Total with taxes and fees
Chateau De Vie
A historic building with a well-maintained facade, a prominent sign indicating 'Embrace California 128', and a flagpole with an American flag.

11. Embrace Calistoga

Embrace Calistoga
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (57 reviews)
"Chris and Brent were wonderful hosts and made our stay so enjoyable. The multi course breakfast on Saturday and Sunday was amazing! We were celebrating a birthday and they even had a cake complete with candle for us. Every evening was a different cheese plate and wine on the veranda - we felt so special. We can’t wait to visit again and can’t recommend Embrace Calistoga more highly."
United States
Melanie
$329 nightly
The price is $378
Sep 20 - Sep 21
Total with taxes and fees
Embrace Calistoga
A garden pathway leading to a white building with a traditional design, surrounded by neatly trimmed hedges and a white picket fence.

12. Inn St Helena

Inn St Helena
3.0 star property
Downtown St. Helena
9.6 out of 10, Exceptional, (163 reviews)
"Great little Inn with exceptional service and an ideal location. The breakfast was amazing! We only stayed one night but would have gladly stayed many."
United States
Kelly
$291 nightly
The price is $335
Sep 21 - Sep 22
Total with taxes and fees
Inn St Helena
A green-walled room with a 'Champagne' sign, wicker vases with flowers, a round wooden stool, and a wooden floor.

13. Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
Upper Valley
9.6 out of 10, Exceptional, (115 reviews)
"We stayed one night and it was great!"
United States
steven
$590 nightly
The price is $680
Oct 18 - Oct 19
Total with taxes and fees
Le Petit Pali St. Helena
A dining area with a large table and chairs, a glass enclosure, and a view of the garden outside.

14. Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (646 reviews)
"Enjoyed our stay"
United States
Pavel
$177 nightly
The price is $203
Sep 20 - Sep 21
Total with taxes and fees
Calistoga Wine Way Inn
A table set for dining with a view of a vineyard and mountains.

15. Beltane Ranch

Beltane Ranch
4.0 star property
Glen Ellen
9.8 out of 10, Exceptional, (117 reviews)
"Such a lovely hidden gem in Sonoma! The room was pretty, breakfast was excellent, the staff super nice and helpful. We loved our stay here and will come back for sure! "
United States
Tanja
$478 nightly
The price is $545
Sep 22 - Sep 23
Total with taxes and fees
Beltane Ranch

16. 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, (153 reviews)
"Beautiful property, great location, delicious breakfast. "
United States
Amy
$397 nightly
The price is $452
Sep 20 - Sep 21
Total with taxes and fees
Mine + Farm, The Inn at Guerneville, CA
A two-story building with a covered porch, outdoor seating area, and a small garden.

17. Calistoga Craftsman Inn

Calistoga Craftsman Inn
3.5 star property
Calistoga
9.2 out of 10, Wonderful, (270 reviews)
"Proximity to downtown was great"
United States
Dave
$241 nightly
The price is $277
Sep 21 - Sep 22
Total with taxes and fees
Calistoga 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

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

10/10 Excellent
"Really lovely stay"
Hanmo 2-night trip
Posted 2 hours ago
Holiday Inn Windsor Wine Country by IHG

Find out more about Windsor

Windsor B&B information

Number of reviews
4,179
Accommodation
48 B&B
Lowest Price
$179
Highest Price
$680

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 $179 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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