Photo by Jennifer Hill

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Check prices for these dates

Compare 32 B&B in Windsor with updated reviews, rates, and availability.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Clean, great breakfast, loved Matt front dask!!!"
The price is SAR 394
SAR 449 total
includes taxes & fees
7 Mar - 8 Mar
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3.0 star property
9.0 out of 10, Wonderful, (857)
"The staff are excellent! I've been staying in the suites visiting family in the area and the hotel is amazing. Clean, well laid out. The only thing is a i wish they would give a map out to find our way. Lol. Sunken bath tub is so relaxing. Great location. I REALLY ENJOYED THE PRICE! Less than 180 is unheard of!"
The price is SAR 386
SAR 440 total
includes taxes & fees
23 Feb - 24 Feb
Holiday Inn Windsor Wine Country by IHG

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Perfect location. Hot tub is a good size. Room was comfortable and plenty big for 4 people "
The price is SAR 475
SAR 542 total
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn & Suites Windsor - Sonoma Wine Country

WorldMark Windsor

3.0 star property
9.0 out of 10, Wonderful, (306)
"Quiet and updated. We checked in and the kitchen floor was sticky. Housekeeping came to clean it up and left a bottle of wine to compensate for the inconvenience. Upon check in, there is an immediate review of their timeshare sales services. "
WorldMark Windsor

Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg

9.6 out of 10, Exceptional, (178)
"The house was perfect for our family getaway weekend! Very comfortable and convenient to everything!"
Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg

Gorgeous Resort in California Wine Country, Windsor!

9.4 out of 10, Exceptional, (3)
"We were three couples visiting the wine region. The condo is very clean and beds are very comfortable. The large kitchen was perfect for preparing breakfast and meals. The resort itself is also well maintained we enjoyed relaxing in the pool and the hot tub. "
Gorgeous Resort in California Wine Country, Windsor!

Charming farmhouse amongst the vines

8.0 out of 10, Very Good, (1)
"Lovely location. Beautiful yard. Wish we would have had more time to spend in the outdoor areas Plenty of room for the 6 of us. Few minor issues (nothing that affected our stay) with the home. Owners said they'd come the next day, but never did. We likely would stay there again if in the area."
Charming farmhouse amongst the vines

Private Vineyard Residence - 10 minutes from Healdsburg

10.0 out of 10, Exceptional, (1)
"My family had a wonderful, relaxing stay! The house is nicely renovated with a great kitchen, comfortable beds, and a lovely deck that wraps around the house with views of adjacent wineries. We really appreciated the opportunity to enjoy the wine and food at Bricoleur. Deacon was the best host! He met us on the days that we checked in and out, and was very responsive via text. Would love to stay again!"
Private Vineyard Residence - 10 minutes from Healdsburg

Gorgeous Resort in California Wine Country, Windsor!

Gorgeous Resort in California Wine Country, Windsor!

Gorgeous Resort in California Wine Country, Windsor!

Gorgeous Resort in California Wine Country, Windsor!
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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Other property types in Windsor

Cottage home near the Russian River; county parks; numerous wineries

10.0 out of 10, Exceptional, (92)
"Property was perfect for me while I was taking care of my grandchildren"
Cottage home near the Russian River; county parks; numerous wineries

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (415)
"Another wonderful stay! Huge storm! Amazed we didn’t lose power! Thank you for sharing your beautiful family home. "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

9.2 out of 10, Wonderful, (188)
"We really enjoyed the cozy spaciousness of this clean home, with multiple rooms to choose from, ample space to relax and a super functional kitchen. The host was very considerate of our needs, and left us welcome goodies on the counter which was an unexpected treat. We enjoyed the fireplace and wood was even provided. Could not have asked for more for a memorable weekend getaway!"
The price is SAR 1,744
SAR 3,125 total
includes taxes & fees
23 Feb - 24 Feb
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
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.

Frequently asked questions

Searching for B&Bs in Windsor?
If you want to find a place to stay with a small number of rooms and a more personalized environment, a bed and breakfast might be the perfect option for your getaway to Windsor. When you want to venture out to explore Windsor, consider browsing the exhibits at Pacific Coast Air Museum.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to meet guests from other places, and of course a scrumptious breakfast, B&Bs offer a unique environment.
What are the best bed and breakfasts in Windsor?
Here are some well-liked B&Bs in the surrounding area: The Bergson: 22 rooms. 12.9 mi (20.8 km) from the heart of Windsor. Enjoy the unique décor and fireplace in the lobby. The Ruse: 11 rooms. 5.7 mi (9.2 km) from the downtown core. Enjoy the free cooked breakfast and designer toiletries. Highland Dell Lodge: 12 rooms. Situated 11.8 mi (19 km) from the heart of Windsor. Enjoy the bar/lounge and onsite dining. Chateau De Vie: 5 rooms. 11.5 mi (18.5 km) from the heart of downtown. Enjoy the local cuisine breakfast and private yard. Healdsburg Inn on the Plaza, A Four Sisters Inn: 12 rooms. Located 5.2 mi (8.4 km) from the core of Windsor. Enjoy the massage services and fireplace in the lobby.
When is the best time to stay at a B&B in Windsor?
When you’re dreaming of a stay in Windsor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are February and December with an average of 49°F. Average annual precipitation for Windsor is 28 inches.
What is there to do in Windsor?
If you enjoy experiencing a new place through your taste buds, you’ll be sure to enjoy Windsor for its selection of wineries and array of dining options. If you’re looking for some activities to entertain you on your trip, consider visiting Windsor Golf Club and Sonoma-Cutrer Vineyards Cutrer Vineyard. You might put Russian River and La Crema Estate at Saralee’s Vineyard on your list if you want to see more of the area.
How can I get to and around Windsor?
Mapping out your trip in and around Windsor is easy with these transportation options. Fly into Santa Rosa, CA (STS-Sonoma County), which is located 2.6 mi (4.2 km) from the heart of the city. If you’d like to venture out around the area, consider renting a car to take in more sights.