Find hotels near Windsor Oaks Vineyards, Windsor from ￥13,920

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Dec 26 - Dec 27
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Our top choices for Windsor Oaks Vineyards hotels

Courtyard
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
4.5 km from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (1270)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is ￥14,814
￥16,888 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Exterior
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
3.0 star property
4.6 km from Windsor Oaks Vineyards
9.0 out of 10, Wonderful, (1028)
"Nice place, helpful staff, clean and quiet, great value"
United States
Brad
The price is ￥14,814
￥16,888 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Holiday Inn Windsor Wine Country by IHG
Exterior
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
4.2 km from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (1000)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is ￥17,774
￥20,297 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
Terrace/patio
Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
3.0 star property
8.6 km from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (1004)
"6th time staying here. Always a great experience."
United States
Steve
The price is ￥17,774
￥20,262 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hilton Garden Inn Sonoma County Airport
Front of property - evening/night
Hotel Trio Healdsburg

Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
6.9 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (871)
"Room was very clean and the breakfast was good "
United States
Ioana
The price is ￥23,703
￥30,804 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel Trio Healdsburg
Outdoor pool, sun loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
5.5 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (707)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is ￥36,054
￥48,235 total
includes taxes & fees
Jan 26 - Jan 27, 2026
H2Hotel
Exterior
Cottages at Little Saint

Cottages at Little Saint

Cottages at Little Saint
4.0 star property
5.8 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (68)
"It was very easy to check in and our cottage was very comfortable. "
United States
Glenn
Cottages at Little Saint
Exterior
The Ruse

The Ruse

The Ruse
5.0 star property
6.2 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (106)
"Our room was spacious and furnishings were attractive, beds were comfortable. Breakfast and coffee service was lovely."
United States
Alice
The price is ￥41,109
￥47,767 total
includes taxes & fees
Dec 30 - Dec 31
The Ruse
Suite, 1 King Bed, Non Smoking, Fireplace (with Sofabed) | Living area | 55-inch flat-screen TV with cable channels, TV
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
6.9 km from Windsor Oaks Vineyards
8.0 out of 10, Very Good, (1003)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is ￥18,557
￥21,561 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Dry Creek Inn MOD Collection by Sonesta
BBQ/picnic area
Harmon Guest House

Harmon Guest House

Harmon Guest House
3.0 star property
5.5 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (438)
"Nice rooms, great location. Team needs some basic service training as they tend to make simple situations difficult citing their “system” and “policy” limitations. They create frustration for the customer where it is easily avoided. "
United States
Sarah
The price is ￥48,185
￥62,330 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Harmon Guest House
Garden
The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
3.5 star property
6.9 km from Windsor Oaks Vineyards
9.0 out of 10, Wonderful, (402)
"Great staff "
United States
Poonam
The price is ￥24,794
￥28,809 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton
Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, free WiFi, bed sheets
Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
2.0 star property
8.2 km from Windsor Oaks Vineyards
9.0 out of 10, Wonderful, (80)
"Very good stay, The river was a lot of fun and making burnt chocolates was even more fun with the family. "
United States
juan
The price is ￥12,210
￥13,920 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Wildhaven Sonoma Glamping
Exterior
Hotel Healdsburg

Hotel Healdsburg

Hotel Healdsburg
4.0 star property
5.6 km from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (431)
"Lovely hotel in the heart of Healdsburg. Wonderful stay. "
United States
Erica
The price is ￥55,998
￥73,220 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel Healdsburg
Outdoor pool, open 9:00 AM to 9 PM, pool umbrellas, sun loungers
Fairview Inn and Suites

Fairview Inn and Suites

Fairview Inn and Suites
3.0 star property
5 km from Windsor Oaks Vineyards
7.8 out of 10, Good, (1000)
"Rooms are always clean and well maintained and staff are always friendly."
United States
Nicholas
The price is ￥18,435
￥21,384 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Fairview Inn and Suites
Lobby
27 North

27 North

27 North
4.0 star property
5.7 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (302)
"Overall a very nice hotel centrally located. "
United States
Laurence
The price is ￥94,345
￥115,966 total
includes taxes & fees
Dec 29 - Dec 30
27 North
Front of property
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
3.5 star property
5.5 km from Windsor Oaks Vineyards
8.6 out of 10, Excellent, (565)
"Clean room, nice people, Janine was very helpful in answering our questions. "
United States
Paul
Healdsburg Inn on the Plaza, A Four Sisters Inn
Exterior
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2.5 star property
13.3 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (453)
"Loved the hotel and customer service "
United States
Denise And Erik
The price is ￥15,876
￥18,416 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
Fireplace
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
8.3 km from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (35)
"Beautiful resort!! "
United States
Jennifer
The price is ￥41,176
￥58,731 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Appellation Healdsburg
2 restaurants, breakfast, lunch, dinner served; Californian cuisine
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
7.8 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (119)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is ￥108,534
￥137,621 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Montage Healdsburg
Gazebo
Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham
2.5 star property
6.9 km from Windsor Oaks Vineyards
7.4 out of 10, Good, (713)
"I love this hotel. Great location. It’s quiet. Love the suite with the jetted tub. Staff is all very kind. "
United States
Stacey
The price is ￥16,160
￥18,745 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hotel Vinea, a Travelodge by Wyndham
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.
View all properties

Top Windsor Oaks Vineyards Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"Very clean hotel and rooms, friendly staff, excellent buffet with a tidy dining area. We loved the holiday decor. :)"
Jessica 1-night trip
Posted 2 days ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Hotels near other Windsor Oaks Vineyards attractions

Powell's Sweet Shoppe - Windsor

5.0/5 (6 reviews)
Enjoy an outing to Powell's Sweet Shoppe - Windsor during your stay in Windsor. Stroll along the area's riverfront, or simply savor its wineries.
See properties

Chalk Hill Estate Vineyard

4.0/5 (1 review)
You can enjoy a tasting or tour at Chalk Hill Estate Vineyard during your travels to Healdsburg. Stroll along the area's riverfront, or simply savor its top-notch restaurants.
See properties

Frequently asked questions

What's the area like around Windsor Oaks Vineyards?
Windsor Oaks Vineyards is located in a welcoming area of Windsor known for its beautiful river views and array of wineries. If you're looking for a convenient place to stay, check out the 5 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay near Windsor Oaks Vineyards?
Holiday Inn Express® Windsor Sonoma Wine Country by IHG is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. It's located 2.8 mi (4.5 km) from Windsor Oaks Vineyards. Other good options within 5 miles include Hampton Inn & Suites Windsor - Sonoma Wine Country and Holiday Inn Windsor Wine Country by IHG.
How many hotels will I find near Windsor Oaks Vineyards?
Expedia has 5 hotels and other accommodations within a mile from Windsor Oaks Vineyards.
If I need to cancel the hotel reservation for my stay near Windsor Oaks Vineyards, will I receive a refund?
Yes, most room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to view the best deals available near Windsor Oaks Vineyards.
Where can I learn more about changing or cancelling my trip in the area near Windsor Oaks Vineyards?
To access more information about picking new dates or cancelling your stay near Windsor Oaks Vineyards, head over to our customer service page.
What can I see and do near Windsor Oaks Vineyards?
Create some family memories at Powell's Sweet Shoppe - Windsor and Dom Whitney Tasting Lounge. Attractions like Healdsburg Museum and Raven Performing Arts Theater highlight the local culture. Explore nature at Russian River and Healdsburg Ridge Open Space Preserve.