Search Hotels Near Windsor Oaks Vineyards, Windsor

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

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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, (107)
"Our room was spacious and furnishings were attractive, beds were comfortable. Breakfast and coffee service was lovely."
United States
Alice
The price is Rp4.407.696
Rp5.121.523 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 Rp10.128.472
Rp12.449.612 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, (1270)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is Rp1.590.395
Rp1.813.050 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, (1001)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is Rp1.908.139
Rp2.178.962 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 Rp11.651.736
Rp14.774.307 total
includes taxes & fees
15 Jan - 16 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, (707)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is Rp3.870.519
Rp5.178.205 total
includes taxes & fees
25 Jan - 26 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 Rp2.544.632
Rp3.306.958 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Trio Healdsburg
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 Rp1.702.225
Rp1.974.581 total
includes taxes & fees
3 Jan - 4 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
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 Rp5.172.969
Rp6.691.545 total
includes taxes & fees
4 Jan - 5 Jan 2026
Harmon Guest House
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, (1028)
"Nice place, helpful staff, clean and quiet, great value"
United States
Brad
The price is Rp1.590.395
Rp1.813.050 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Windsor Wine Country by IHG
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, (1004)
"6th time staying here. Always a great experience."
United States
Steve
The price is Rp1.908.139
Rp2.175.279 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Sonoma County Airport
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 Rp3.672.574
Rp5.164.873 total
includes taxes & fees
21 Jan - 22 Jan 2026
Vinarosa Resort & Spa
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 Rp6.011.693
Rp7.860.674 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Healdsburg
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, (1001)
"Great room, location, and staff."
United States
david
Hotel E
Exterior
My Big Art Project

My Big Art Project

My Big Art Project
3.5 star property
17.5 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (20)
"The place is lovely, and Steve is an extraordinary host"
United States
Gregory
The price is Rp3.766.725
Rp4.369.401 total
includes taxes & fees
2 Jan - 3 Jan 2026
My Big Art Project
Fireplace
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
8.3 km from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (35)
"Beautiful resort!! "
United States
Jennifer
The price is Rp5.193.895
Rp7.202.228 total
includes taxes & fees
11 Jan - 12 Jan 2026
Appellation Healdsburg
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 Rp2.661.819
Rp3.092.900 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton
Garden
Aurora Park Cottages

Aurora Park Cottages

Aurora Park Cottages
3.5 star property
19.7 km from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (430)
"Great breakfast, quite and peaceful!"
United States
Randall
The price is Rp2.661.819
Rp3.061.092 total
includes taxes & fees
11 Jan - 12 Jan 2026
Aurora Park Cottages
Deluxe Cabin, 1 Queen Bed, Patio, Garden View | 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 Rp1.310.885
Rp1.494.409 total
includes taxes & fees
7 Jan - 8 Jan 2026
Wildhaven Sonoma Glamping
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

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

10/10 Excellent
"♡"
Chloe 1-night trip
Posted 8 days ago
Hotel Vinea, a Travelodge by Wyndham

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.