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

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

Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

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, (654 reviews)
"Good stayp"
United States
Max
$155 nightly
The price is $177
Oct 8 - Oct 9
Total with taxes and fees
Highland Dell Lodge
A poolside area with lounge chairs and a pink flamingo float.

2. Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
8.6 out of 10, Excellent, (625 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 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
$325 nightly
The price is $378
Sep 21 - Sep 22
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.

4. Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (175 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 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, (512 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
$216 nightly
The price is $246
Sep 10 - Sep 11
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 house with a porch, potted plants, and a brick wall.

7. Bear Flag Inn

Bear Flag Inn
3.0 star property
Calistoga
9.4 out of 10, Exceptional, (123 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 10 - Sep 11
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.

8. The Gables Wine Country Inn

The Gables Wine Country Inn
5.0 star property
Santa Rosa
10.0 out of 10, Exceptional, (28 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 10 - Sep 11
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.

9. 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 14 - Sep 15
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.

10. Embrace Calistoga

Embrace Calistoga
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (57 reviews)
"Chris and Brent were amazing hosts. The menu and libations for weekend breakfasts and wine/cheese hours were delicious and on par with a fine dining restaurant. Beautiful room, bed and bath were very comfortable."
United States
Marc
$329 nightly
The price is $378
Sep 14 - Sep 15
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.

11. 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 dining area with a large table and chairs, a glass enclosure, and a view of the garden outside.

12. Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (645 reviews)
"Enjoyed our stay"
United States
Pavel
$155 nightly
The price is $179
Sep 10 - Sep 11
Total with taxes and fees
Calistoga Wine Way Inn
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, (113 reviews)
"Very convenient location, our room was spacious, hot tub was a nice surprise, delicious breakfast, and beautiful view from the room"
United States
ferda
$560 nightly
The price is $645
Oct 5 - Oct 6
Total with taxes and fees
Le Petit Pali St. Helena
A table set for dining with a view of a vineyard and mountains.

14. 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
A two-story building with a covered porch, outdoor seating area, and a small garden.

15. Craftsman Inn

Craftsman Inn
3.5 star property
Calistoga
9.2 out of 10, Wonderful, (270 reviews)
"Proximity to downtown was great"
United States
Dave
$201 nightly
The price is $231
Sep 10 - Sep 11
Total with taxes and fees
Craftsman Inn

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 10 - Sep 11
Total with taxes and fees
Mine + Farm, The Inn at Guerneville, CA
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

The Inn at the Tides

The Inn at the Tides

10/10 Excellent
"Lovely spot"
Lisa 1-night trip
Posted 1 hour ago
The Inn at the Tides

Find out more about Windsor

Windsor B&B information

Number of reviews
3,365
Accommodation
48 B&B
Lowest Price
$177
Highest Price
$645

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 $177 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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