Search Hotels Near Windsor Oaks Vineyards, Windsor

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23 Dec - 24 Dec
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Our top choices for Windsor Oaks Vineyards hotels

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 6.239.835 ₫
7.250.375 ₫ total
includes taxes & fees
30 Dec - 31 Dec
The Ruse
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 15.920.838 ₫
19.569.413 ₫ total
includes taxes & fees
28 Dec - 29 Dec
27 North
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, (1267)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is 2.501.635 ₫
2.851.864 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express® Windsor Sonoma 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, (1004)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is 2.655.946 ₫
3.033.046 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
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 18.327.768 ₫
23.239.463 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Montage Healdsburg
Outdoor pool, pool loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
5.5 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (706)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is 6.084.028 ₫
8.139.567 ₫ total
includes taxes & fees
22 Jan - 23 Jan 2026
H2Hotel
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 4.002.616 ₫
5.201.725 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Trio Healdsburg
Palisade Cottage | Premium bedding, individually decorated, individually furnished, desk
Potter's Foothill House

Potter's Foothill House

Potter's Foothill House
3.5 star property
18.3 km from Windsor Oaks Vineyards
10.0 out of 10, Exceptional, (25)
"Lynn was a great host! The property and accommodations were far beyond what we expected, we'll definitely stay again!"
United States
Chris
Potter's Foothill House
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 7.346.907 ₫
9.607.702 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Harmon Guest House
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, (450)
"Loved the hotel and customer service "
United States
Denise And Erik
The price is 2.675.709 ₫
3.103.822 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
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
Outdoor pool, pool umbrellas, pool loungers
Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only
3.0 star property
17.7 km from Windsor Oaks Vineyards
9.8 out of 10, Exceptional, (60)
"Loved everything about this place. Would highly recommend:) "
United States
Brittany
The price is 5.419.837 ₫
6.178.762 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Boon Hotel + Spa - Adults Only
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, (1025)
"Nice place, helpful staff, clean and quiet, great value"
United States
Brad
The price is 2.499.925 ₫
2.849.915 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Windsor Wine Country by IHG
Exterior
Chateau De Vie

Chateau De Vie

Chateau De Vie
3.0 star property
17.6 km from Windsor Oaks Vineyards
9.8 out of 10, Exceptional, (49)
"Great service, beautiful properly and setting. In the North end of the valley not as much going on but realy nice place. "
United States
Dan
The price is 10.066.277 ₫
11.576.232 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Chateau De Vie
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, (1001)
"6th time staying here. Always a great experience."
United States
Steve
The price is 2.999.384 ₫
3.419.297 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Sonoma County Airport
Exterior
Highlands Resort - Adults Only

Highlands Resort - Adults Only

Highlands Resort - Adults Only
2.0 star property
18.2 km from Windsor Oaks Vineyards
9.8 out of 10, Exceptional, (64)
"We had a very pleasant stay. Staff was very friendly and inviting. The cabin was beyond cute and accommodating, very clean as well. We would definitely stay again. "
United States
Brandon
Highlands Resort - Adults Only
Restaurant
Cottages on River Road

Cottages on River Road

Cottages on River Road
2.5 star property
16.6 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (1000)
"Fantastic, beautiful place at a reasonable price. Great included breakfast and super friendly staff.. Will definitely return here when in the area "
United States
Carlos
Cottages on River Road
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 9.449.716 ₫
12.356.108 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel Healdsburg
Exterior
Vinarosa Resort & Spa

Vinarosa Resort & Spa

Vinarosa Resort & Spa
4.0 star property
11.1 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (806)
"Amazing place"
United States
Robert
The price is 5.776.828 ₫
8.124.163 ₫ total
includes taxes & fees
21 Jan - 22 Jan 2026
Vinarosa Resort & Spa
Front of property
Hotel E

Hotel E

Hotel E
3.5 star property
18.5 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (1003)
"great place to stay"
United States
XINNI
Hotel E
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 Oaks Vineyards Hotel Reviews

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 savour 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 savour 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 stunning river views and array of wineries. You'll find 302 hotels and other accommodations within a few miles for a convenient home base.
How many hotels can I expect to find near Windsor Oaks Vineyards?
Expedia has 302 hotels and other accommodation options a few miles 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 hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Add dates, click "Search", then you can filter by "fully refundable" to review the top deals on offer near Windsor Oaks Vineyards.
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.