Hotels near Windsor Oaks Vineyards

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26 Dec - 27 Dec
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27 Dec - 28 Dec
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26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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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, (1271)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is S$139
includes taxes & fees
11 Jan - 12 Jan, 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, (1029)
"Nice place, helpful staff, clean and quiet, great value"
United States
Brad
The price is S$139
includes taxes & fees
11 Jan - 12 Jan, 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, (1003)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is S$167
includes taxes & fees
9 Jan - 10 Jan, 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, (1006)
"6th time staying here. Always a great experience."
United States
Steve
The price is S$167
includes taxes & fees
7 Jan - 8 Jan, 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 S$254
includes taxes & fees
6 Jan - 7 Jan, 2026
Hotel Trio 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, (707)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is S$397
includes taxes & fees
25 Jan - 26 Jan, 2026
H2Hotel
Exterior
The Ruse

The Ruse

The Ruse
5.0 star property
6.2 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (107)
"Our room was spacious and furnishings were attractive, beds were comfortable. Breakfast and coffee service was lovely."
United States
Alice
The price is S$393
includes taxes & fees
30 Dec - 31 Dec
The Ruse
Living area
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, (1004)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is S$178
includes taxes & fees
3 Jan - 4 Jan, 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 S$513
includes taxes & fees
7 Jan - 8 Jan, 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 S$237
includes taxes & fees
6 Jan - 7 Jan, 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton
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 S$603
includes taxes & fees
5 Jan - 6 Jan, 2026
Hotel Healdsburg
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 S$115
includes taxes & fees
1 Jan - 2 Jan, 2026
Wildhaven Sonoma Glamping
Outdoor pool, open 9:00 AM to 9 PM, pool umbrellas, pool 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 S$176
includes taxes & fees
7 Jan - 8 Jan, 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 S$955
includes taxes & fees
11 Jan - 12 Jan, 2026
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 S$151
includes taxes & fees
3 Jan - 4 Jan, 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, (37)
"Beautiful resort!! "
United States
Jennifer
The price is S$515
includes taxes & fees
13 Jan - 14 Jan, 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 S$1,133
includes taxes & fees
18 Jan - 19 Jan, 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 S$154
includes taxes & fees
4 Jan - 5 Jan, 2026
Hotel Vinea, a Travelodge by Wyndham
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, (807)
"Amazing place"
United States
Robert
The price is S$396
includes taxes & fees
21 Jan - 22 Jan, 2026
Vinarosa Resort & Spa
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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"Clean, helpful staff "
Renee 1-night trip
Posted 6 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 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. If you're looking for a convenient place to stay, take a look at the 5 hotels and other accommodation options you'll find within a mile.
What's the best place 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 traveller 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 can I expect to find near Windsor Oaks Vineyards?
Expedia has 5 hotels and other accommodation options 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 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.