Hotels near Windsor Oaks Vineyards

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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 P15,461
P17,965 total
includes taxes & fees
Dec 23 - Dec 24
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 P35,527
P43,669 total
includes taxes & fees
Dec 23 - Dec 24
27 North
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 P40,871
P51,823 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Montage Healdsburg
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, (1264)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is P5,579
P6,360 total
includes taxes & fees
Jan 4 - Jan 5, 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, (1002)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is P5,923
P6,764 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
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 P8,926
P11,600 total
includes taxes & fees
Jan 4 - Jan 5, 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, (706)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is P13,577
P18,163 total
includes taxes & fees
Jan 20 - Jan 21, 2026
H2Hotel
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 P16,383
P21,425 total
includes taxes & fees
Dec 23 - Dec 24
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, (449)
"Great stay easy in and out.... "
United States
Craig
The price is P5,971
P6,926 total
includes taxes & fees
Jan 3 - Jan 4, 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, sun 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 P11,487
P13,094 total
includes taxes & fees
Dec 23 - Dec 24
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, (1022)
"Rooms are very clean and updated. Also quiet "
United States
Wendy
The price is P5,579
P6,360 total
includes taxes & fees
Jan 1 - Jan 2, 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 P22,463
P25,832 total
includes taxes & fees
Dec 23 - Dec 24
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 P6,693
P7,630 total
includes taxes & fees
Jan 1 - Jan 2, 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 P21,087
P27,572 total
includes taxes & fees
Jan 4 - Jan 5, 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 P12,882
P18,117 total
includes taxes & fees
Jan 21 - Jan 22, 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, (1002)
"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.
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
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
Joel 2-night trip
Posted 4 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. You'll find 302 hotels and other accommodations within a few miles for a convenient home base.
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 Holiday Inn Windsor Wine Country by IHG and Hampton Inn & Suites Windsor - Sonoma Wine Country.
How many hotels will I find near Windsor Oaks Vineyards?
Expedia has 302 hotels and other accommodations 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 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.
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.