Windsor Windsor Oaks Vineyards Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Windsor Oaks Vineyards

The Ruse

5.0 star property
6.2 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (105)
"Our room was spacious and furnishings were attractive, beds were comfortable. Breakfast and coffee service was lovely."
United States
Alice
The price is HK$1,845
HK$2,143 total
includes taxes & fees
3 Dec - 4 Dec
The Ruse

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 HK$5,489
HK$6,694 total
includes taxes & fees
3 Dec - 4 Dec
27 North

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 HK$2,737
HK$3,452 total
includes taxes & fees
3 Dec - 4 Dec
The Madrona

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, (1248)
"Great place to stay. The room was very clean and the staff was pleasant. "
United States
Kathleen
The price is HK$803
HK$916 total
includes taxes & fees
5 Dec - 6 Dec
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

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)
"Great stay. Clean facility and friendly service. Everything was as advertised. "
United States
Matthew
The price is HK$866
HK$989 total
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn & Suites Windsor - Sonoma Wine Country

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 HK$1,902
HK$2,527 total
includes taxes & fees
14 Dec - 15 Dec
Harmon Guest House

Hotel Trio Healdsburg

3.0 star property
6.9 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (864)
"Nice clean hotel , big rooms. "
United States
Lena
The price is HK$1,185
HK$1,539 total
includes taxes & fees
14 Dec - 15 Dec
Hotel Trio Healdsburg

Montage Healdsburg

5.0 star property
7.8 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (114)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is HK$5,263
HK$6,674 total
includes taxes & fees
21 Dec - 22 Dec
Montage Healdsburg

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, (438)
"Great stay easy in and out.... "
United States
Craig
The price is HK$835
HK$968 total
includes taxes & fees
27 Dec - 28 Dec
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

H2Hotel

4.0 star property
5.5 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (702)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is HK$1,801
HK$2,409 total
includes taxes & fees
1 Jan - 2 Jan 2026
H2Hotel

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

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

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 HK$1,892
HK$2,194 total
includes taxes & fees
3 Dec - 4 Dec
Grape Leaf Inn

Boon Hotel + Spa - Adults Only

3.0 star property
17.7 km from Windsor Oaks Vineyards
9.8 out of 10, Exceptional, (59)
"Loved everything about this place. Would highly recommend:) "
United States
Brittany
The price is HK$1,281
HK$1,461 total
includes taxes & fees
8 Dec - 9 Dec
Boon Hotel + Spa - Adults Only

Holiday Inn Windsor Wine Country by IHG

3.0 star property
4.6 km from Windsor Oaks Vineyards
9.0 out of 10, Wonderful, (1007)
"Room was nice. "
United States
Debbie
The price is HK$741
HK$845 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Windsor Wine Country by IHG

Hilton Garden Inn Sonoma County Airport

3.0 star property
8.6 km from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (1006)
"Our go-to place when we're in Santa Rosa. Clean, quiet and a great breakfast. "
United States
Lisa
The price is HK$866
HK$987 total
includes taxes & fees
8 Dec - 9 Dec
Hilton Garden Inn Sonoma County Airport

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

Cottages on River Road

2.5 star property
16.6 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (1014)
"Staff was great…room and amenities just right…will definitely stay here again!!!"
United States
Paul
Cottages on River Road

Chateau De Vie

3.0 star property
17.6 km from Windsor Oaks Vineyards
9.8 out of 10, Exceptional, (47)
"Very good location, quiet and great staff. Chef Carlos did great for bfast."
United States
Brad
The price is HK$2,978
HK$3,425 total
includes taxes & fees
3 Dec - 4 Dec
Chateau De Vie

Hotel Healdsburg

4.0 star property
5.6 km from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (430)
"Lovely hotel in the heart of Healdsburg. Wonderful stay. "
United States
Erica
The price is HK$5,388
HK$6,668 total
includes taxes & fees
5 Dec - 6 Dec
Hotel 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

Hotels near other Windsor Oaks Vineyards attractions

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 303 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 Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg and Hampton Inn & Suites Windsor - Sonoma Wine Country.
How many hotels can I expect to find near Windsor Oaks Vineyards?
Expedia has 303 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.