Top Hotels Near Windsor Oaks Vineyards in Windsor from AU$158

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Our top choices for Windsor Oaks Vineyards hotels

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, (1255)
"Super nice! And friendly staff "
United States
Georgina
The price is AU$163
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

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)
"Great staff and vibe"
United States
Curtis
The price is AU$190
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country

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, (1015)
"Rooms are very clean and updated. Also quiet "
United States
Wendy
The price is AU$163
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Windsor Wine Country by IHG

Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
6.9 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (867)
"Nice clean hotel , big rooms. "
United States
Lena
The price is AU$298
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel Trio Healdsburg

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, (1000)
"Our go-to place when we're in Santa Rosa. Clean, quiet and a great breakfast. "
United States
Lisa
The price is AU$191
includes taxes & fees
17 Dec - 18 Dec
Hilton Garden Inn Sonoma County Airport

H2Hotel

H2Hotel
4.0 star property
5.5 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (704)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is AU$466
includes taxes & fees
8 Jan - 9 Jan 2026
H2Hotel

Harmon Guest House

Harmon Guest House
3.0 star property
5.5 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (437)
"Our stay was fantastic. So convenient to the area. I would definitely book again."
United States
Diane
The price is AU$550
includes taxes & fees
11 Dec - 12 Dec
Harmon Guest House

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, (394)
"Cute hotel. Soaking tab was wonderful. The room has lots of space even for 2 poppies. Closed to the square, 3min drive."
United States
Michael
The price is AU$237
includes taxes & fees
4 Jan - 5 Jan 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton

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 AU$461
includes taxes & fees
14 Dec - 15 Dec
The Ruse

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
5.8 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (163)
"Nice quiet property in a great location "
United States
Anonymous traveller
The price is AU$337
includes taxes & fees
18 Dec - 19 Dec
Grape Leaf Inn

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

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 AU$707
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Healdsburg

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 AU$158
includes taxes & fees
11 Dec - 12 Dec
Wildhaven Sonoma Glamping

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, (563)
"Very nice breakfast and great location. "
United States
Ratan
Healdsburg Inn on the Plaza, A Four Sisters Inn

Fairview Inn and Suites

Fairview Inn and Suites
3.0 star property
5 km from Windsor Oaks Vineyards
7.8 out of 10, Good, (1001)
"Rooms are always clean and well maintained and staff are always friendly."
United States
Nicholas
The price is AU$207
includes taxes & fees
15 Dec - 16 Dec
Fairview Inn and Suites

27 North

27 North
4.0 star property
5.7 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (301)
"Overall a very nice hotel centrally located. "
United States
Laurence
The price is AU$1,295
includes taxes & fees
14 Dec - 15 Dec
27 North

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, (1005)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is AU$252
includes taxes & fees
11 Dec - 12 Dec
Dry Creek Inn MOD Collection by Sonesta

The Madrona

The Madrona
4.0 star property
6.6 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (41)
"Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining. "
United States
Katie
The price is AU$821
includes taxes & fees
19 Dec - 20 Dec
The Madrona

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, (442)
"Great stay easy in and out.... "
United States
Craig
The price is AU$187
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Montage Healdsburg

Montage Healdsburg
5.0 star property
7.8 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (115)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is AU$1,223
includes taxes & fees
5 Jan - 6 Jan 2026
Montage Healdsburg
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.

Top Windsor Oaks Vineyards Hotel Reviews

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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.
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 Holiday Inn Windsor Wine Country by IHG and Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg.
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.