Hotels near Windsor Oaks Vineyards Windsor
Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices
Check prices for these dates
Where to stay near Windsor Oaks Vineyards?
Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
2.6 mi from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (1000)
9.2/10
Wonderful
(1000)
$110 nightly
The price is $126
$126 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
2.8 mi from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (1255)
9.2/10
Wonderful
(1255)
$95 nightly
The price is $108
$108 total
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Windsor Wine Country by IHG
3.0 star property
2.8 mi from Windsor Oaks Vineyards
9.0 out of 10, Wonderful, (1015)
9.0/10
Wonderful
(1015)
$95 nightly
The price is $108
$108 total
Dec 21 - Dec 22
Total with taxes and fees
The Ruse
5.0 star property
3.9 mi from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (106)
9.6/10
Exceptional
(106)
$237 nightly
The price is $275
$275 total
Dec 15 - Dec 16
Total with taxes and fees
Harmon Guest House
3.0 star property
3.4 mi from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (437)
9.4/10
Exceptional
(437)
$314 nightly
The price is $365
$365 total
Dec 11 - Dec 12
Total with taxes and fees
H2Hotel
4.0 star property
3.4 mi from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (704)
9.4/10
Exceptional
(704)
$266 nightly
The price is $309
$309 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
3.5 star property
3.4 mi from Windsor Oaks Vineyards
8.6 out of 10, Excellent, (563)
8.6/10
Excellent
(563)
$203 nightly
The price is $236
$236 total
Dec 23 - Dec 24
Total with taxes and fees
27 North
4.0 star property
3.6 mi from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (301)
9.6/10
Exceptional
(301)
$740 nightly
The price is $860
$860 total
Dec 11 - Dec 12
Total with taxes and fees
Cottages at Little Saint
4.0 star property
3.6 mi from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (68)
9.4/10
Exceptional
(68)
$323 nightly
The price is $375
$375 total
Dec 16 - Dec 17
Total with taxes and fees
Chateau De Vie
3.0 star property
10.9 mi from Windsor Oaks Vineyards
9.8 out of 10, Exceptional, (48)
9.8/10
Exceptional
(48)
$383 nightly
The price is $440
$440 total
Dec 14 - Dec 15
Total with taxes and fees
Grape Leaf Inn
4.0 star property
3.6 mi from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (163)
9.4/10
Exceptional
(163)
$219 nightly
The price is $254
$254 total
Dec 11 - Dec 12
Total with taxes and fees
Highlands Resort - Adults Only
2.0 star property
11.3 mi from Windsor Oaks Vineyards
9.8 out of 10, Exceptional, (64)
9.8/10
Exceptional
(64)
$179 nightly
The price is $204
$204 total
Dec 17 - Dec 18
Total with taxes and fees
The Madrona
4.0 star property
4.1 mi from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (41)
9.6/10
Exceptional
(41)
$532 nightly
The price is $607
$607 total
Dec 12 - Dec 13
Total with taxes and fees
Hotel Trio Healdsburg
3.0 star property
4.3 mi from Windsor Oaks Vineyards
9.4 out of 10, Exceptional, (867)
9.4/10
Exceptional
(867)
$170 nightly
The price is $198
$198 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Montage Healdsburg
5.0 star property
4.9 mi from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (115)
9.6/10
Exceptional
(115)
$698 nightly
The price is $812
$812 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Stavrand Russian River Valley
4.0 star property
11.2 mi from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (61)
9.6/10
Exceptional
(61)
$307 nightly
The price is $351
$351 total
Dec 30 - Dec 31
Total with taxes and fees
Boon Hotel + Spa - Adults Only
3.0 star property
11 mi from Windsor Oaks Vineyards
9.8 out of 10, Exceptional, (59)
9.8/10
Exceptional
(59)
$183 nightly
The price is $208
$208 total
Dec 11 - Dec 12
Total with taxes and fees
Hotel Healdsburg
4.0 star property
3.5 mi from Windsor Oaks Vineyards
9.2 out of 10, Wonderful, (431)
9.2/10
Wonderful
(431)
$444 nightly
The price is $516
$516 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2.5 star property
8.2 mi from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (441)
9.6/10
Exceptional
(441)
$107 nightly
The price is $124
$124 total
Dec 19 - Dec 20
Total with taxes and fees
Aurora Park Cottages
3.5 star property
12.2 mi from Windsor Oaks Vineyards
9.6 out of 10, Exceptional, (428)
9.6/10
Exceptional
(428)
$169 nightly
The price is $194
$194 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
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.
Other landmarks near Windsor Oaks Vineyards
Powell's Sweet Shoppe - Windsor
5.0/5 (6 reviews)
Powell's Sweet Shoppe - Windsor is in the heart of Windsor, so why not stop by during your stay. Why not take a stroll along the riverfront and watch the sunset while you're here? If you have fun at Powell's Sweet Shoppe - Windsor, you'll love Dom Whitney Tasting Lounge, just a short walk away.
Dom Whitney Tasting Lounge
4.0/5 (3 reviews)
Dom Whitney Tasting Lounge is in the heart of Windsor, so why not stop by during your stay. Why not take a stroll along the riverfront and watch the sunset while you're here? If you have fun at Dom Whitney Tasting Lounge, you'll love Powell's Sweet Shoppe - Windsor, just a short walk away.
Healdsburg Golf Club
You might want to play some rounds at Healdsburg Golf Club, located 0.8 mi (1.3 km) from central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here? If Healdsburg Golf Club doesn't quite scratch your golfing itch, Windsor Golf Club and Wikiup Golf Course are all just a short drive away.
Healdsburg Museum
The center of Healdsburg is home to cultural attractions like Healdsburg Museum, so you might want to stop by during your stay. Why not take a stroll along the riverfront and watch the sunset while you're here? If you want to experience more of the culture Healdsburg has to offer, head to Healdsburg Plaza, Jordan Vineyard & Winery, and Mazzocco Winery.