Windward Vineyard Tours and Activities

Plan a trip to see Windward Vineyard

Price found within the past 48 hours. Click for updated prices.
Oceanpoint Ranch

Oceanpoint Ranch

3.5 out of 5
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Luis Obispo (SBP)
8.8/10 Excellent! (1,001 reviews)
Always a gem, will stay here again!

Reviewed on Jul. 13, 2025

Beach House Inn & Suites

Beach House Inn & Suites

3 out of 5
Downtown Pismo Beach
per person
Sep 15 - Sep 19
found 15 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Luis Obispo (SBP)
9/10 Wonderful! (409 reviews)
We had a wonderful stay at the Beach House Inn & Suites. Dezra at the front desk was great! She was kind, full of helpful information, and very professional. The room was nice, had everything we needed. Ocean view was great. The oversized deck was perfect for watching all the beach activities and viewing the sunset. The fireplace was an added bonus. The reasons I did not give it a 5 star rating: the bed pillows need replacing ( they are flat), the bedspread needed washing (smelled dusty and not fresh) and the deck furniture is sub par (chair pillows need replacing and metal table is rusted).

Reviewed on Jul. 4, 2025

La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown

La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown

3 out of 5
per person
Sep 15 - Sep 19
found 15 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Luis Obispo (SBP)
9/10 Wonderful! (1,531 reviews)
Easy and friendly check-in, staff was helpful and pleasant, great location near Cal Poly. Will likely stay here again. Very nice accommodations and pet friendly.

Reviewed on Jul. 12, 2025

Popular places to visit

Firestone Walker Brewing

Firestone Walker Brewing

You can take time to visit Firestone Walker Brewing during your travels to Paso Robles. Discover the wineries and lively festivals in this family-friendly area.

Firestone Walker Brewing

Treana Winery

You can enjoy a tasting or tour at Treana Winery during your travels to Paso Robles. Experience the great live music and lively festivals in this relaxing area.

Treana Winery

J Dusi Wines

You can enjoy a tasting or tour at J Dusi Wines during your travels to Paso Robles. Experience the lively festivals and great live music in this relaxing area.

J Dusi Wines

Peachy Canyon Winery

You can enjoy a tasting or tour at Peachy Canyon Winery during your travels to Templeton. Discover the wineries and lively festivals in this family-friendly area.

Peachy Canyon Winery

Castoro Cellars Winery

You can enjoy a tasting or tour at Castoro Cellars Winery during your travels to Templeton. Discover the top-notch restaurants and lively festivals in this walkable area.

Castoro Cellars Winery

Tooth & Nail Winery

You can enjoy a tasting or tour at Tooth & Nail Winery during your travels to Paso Robles. Discover the lively bars and lively festivals in this family-friendly area.

Tooth & Nail Winery

Best Lodging Options Near Windward Vineyard

Bellasera Hotel & Suites Paso Robles, Tapestry by Hilton
Bellasera Hotel & Suites Paso Robles, Tapestry by Hilton
4 out of 5
206 Alexa Ct, Paso Robles, CA
Bellasera Hotel & Suites Paso Robles, Tapestry by Hilton
SummerWood Winery & Inn
SummerWood Winery & Inn
3 out of 5
2130 Arbor Road, Paso Robles, CA
SummerWood Winery & Inn
Hampton Inn & Suites Paso Robles
Hampton Inn & Suites Paso Robles
3 out of 5
212 Alexa Ct, Paso Robles, CA
Hampton Inn & Suites Paso Robles
Oxford Suites Paso Robles
Oxford Suites Paso Robles
3.5 out of 5
800 4th Street, Paso Robles, CA
Oxford Suites Paso Robles
Vacation in the vineyard
Vacation in the vineyard
Paso Robles
Vacation in the vineyard
River Lodge Paso - 21 & Over Pool
River Lodge Paso - 21 & Over Pool
2.5 out of 5
1955 Theatre Dr, Paso Robles, CA
River Lodge Paso - 21 & Over Pool
Walnut Hill-Endless Vineyard Views From Your Front Porch!
Walnut Hill-Endless Vineyard Views From Your Front Porch!
Paso Robles
Walnut Hill-Endless Vineyard Views From Your Front Porch!
Cooperage by Avantstay Vineyard, Views, Soccer
Cooperage by Avantstay Vineyard, Views, Soccer
3 out of 5
2275 Del Sol Pl, Paso Robles, CA
Cooperage by Avantstay Vineyard, Views, Soccer
Copia Vineyards Guest House Oasis - Sleeps 6, Jacuzzi, BBQ, Close to Downtown
Copia Vineyards Guest House Oasis - Sleeps 6, Jacuzzi, BBQ, Close to Downtown
Paso Robles
Copia Vineyards Guest House Oasis - Sleeps 6, Jacuzzi, BBQ, Close to Downtown
See all 814 properties in Windward Vineyard
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.