Top Hotels Near Windsor Oaks Vineyards in Windsor from NZ$154

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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, (1279)
"The room was spotless and the staff were great"
United States
Thomas
The price is NZ$186
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, (1032)
"Nice place, helpful staff, clean and quiet, great value"
United States
Brad
The price is NZ$186
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, (1006)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is NZ$223
includes taxes & fees
11 Jan - 12 Jan 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, (872)
"Room was very clean and the breakfast was good "
United States
Ioana
The price is NZ$338
includes taxes & fees
11 Jan - 12 Jan 2026
Hotel Trio Healdsburg
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, (1009)
"Very helpful staff, clean room, coffee always available in the lobby. "
United States
John
The price is NZ$223
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Garden Inn Sonoma County Airport
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 NZ$530
includes taxes & fees
28 Jan - 29 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 NZ$574
includes taxes & fees
11 Jan - 12 Jan 2026
The Ruse
Suite | Balcony
Grape Leaf Inn

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
5.8 km from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (164)
"Nice quiet property in a great location "
United States
Anonymous traveller
The price is NZ$386
includes taxes & fees
11 Jan - 12 Jan 2026
Grape Leaf Inn
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 NZ$685
includes taxes & fees
11 Jan - 12 Jan 2026
Harmon Guest House
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
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, (403)
"Great staff "
United States
Poonam
The price is NZ$318
includes taxes & fees
6 Jan - 7 Jan 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton
Suite, 1 King Bed, Non Smoking, Fireplace (with Sofabed) | 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, (1005)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is NZ$201
includes taxes & fees
25 Jan - 26 Jan 2026
Dry Creek Inn MOD Collection by Sonesta
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 NZ$809
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Healdsburg
Deluxe Cabin, 1 Queen Bed, Patio, Garden View
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 NZ$154
includes taxes & fees
1 Jan - 2 Jan 2026
Wildhaven Sonoma Glamping
Executive Room, 1 King Bed | Terrace/patio
Calderwood Inn

Calderwood Inn

Calderwood Inn
3.5 star property
6.2 km from Windsor Oaks Vineyards
9.0 out of 10, Wonderful, (250)
"House and room were cute, and main part of the house was decorated for the holidays. Walkable distance to the main Square and bike/walking path on same block to town. Excellent breakfast in the morning. It was nice to go to Healdsburg during the off-season And this was definitely a nice place to stay."
United States
Carol
The price is NZ$317
includes taxes & fees
19 Jan - 20 Jan 2026
Calderwood Inn
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 NZ$1,130
includes taxes & fees
4 Jan - 5 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
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 NZ$236
includes taxes & fees
4 Jan - 5 Jan 2026
Fairview Inn and Suites
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 NZ$660
includes taxes & fees
12 Jan - 13 Jan 2026
Appellation 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, (454)
"Loved the hotel and customer service "
United States
Denise And Erik
The price is NZ$227
includes taxes & fees
8 Jan - 9 Jan 2026
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
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

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

10/10 Excellent
"Very friendly and fast! Even made more coffee for us. "
Christine 1-night trip
Posted 4 days ago
Hampton Inn & Suites Windsor - Sonoma Wine Country

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.