Exclusive Windward Vineyard Vacation Deals

Windward Vineyard vacation package deals

Price found within the past 48 hours. Click for updated prices.
The Inn at Zaca Creek

The Inn at Zaca Creek

3.5 out of 5
Price was $941, price is now $724 per person
$724
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Houston (HOU) to San Luis Obispo (SBP)
A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and express check-out are also provided.
The Piccolo at Paso Robles Inn

The Piccolo at Paso Robles Inn

4 out of 5
Downtown Paso Robles
Price was $1,675, price is now $1,355 per person
$1,355
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
This hotel features a restaurant and 2 bars/lounges. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Free self parking and luggage storage are also offered on site.
Paso Dream by Avantstay Oak Views + Great Room Quiet Paso Cul-de-sac

Paso Dream by Avantstay Oak Views + Great Room Quiet Paso Cul-de-sac

3 out of 5
Price was $1,956, price is now $1,583 per person
$1,583
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and barbecue grills are also provided.
Pelican Inn & Suites

Pelican Inn & Suites

3 out of 5
Price was $1,356, price is now $1,103 per person
$1,103
per person
Oct 7 - Oct 12
found 14 hours ago
Roundtrip flight included
Phoenix (PHX) to San Luis Obispo (SBP)
This hotel features an outdoor pool and a hot tub. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A lobby fireplace, express check-out, and luggage storage are also on offer.
Highland Park Panorama by Avantstay Game Room + Panoramic Views Wine Country

Highland Park Panorama by Avantstay Game Room + Panoramic Views Wine Country

3 out of 5
Downtown Paso Robles
Price was $2,890, price is now $2,360 per person
$2,360
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Downtown Diggs by Avantstay Spa + Chef's Kitchen Walk to Wineries

Downtown Diggs by Avantstay Spa + Chef's Kitchen Walk to Wineries

3 out of 5
Downtown Paso Robles
Price was $2,584, price is now $2,145 per person
$2,145
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and barbecue grills are also provided.

Frequently asked questions

How much are vacation packages to Windward Vineyard?
Save on your Windward Vineyard adventure by combining your hotel and return flights into a $724 package deal. With all that extra money in your pocket, why not stay for a couple more nights and discover even more?
Where can I get the best vacation package deals for Windward Vineyard?
Travelocity has countless ways to score a great Windward Vineyard package deal. Take your pick of 400 air carriers and 1,000,000 properties all over the world and craft a travel itinerary that's suited to you. With so many options at hand, you'll have plenty of inspiration for your next great adventure.
Why should I purchase my Windward Vineyard vacation bundle via Travelocity?
Because life is one amazing journey, and we offer everything you need to get you on your way. With our superb service and Price Match Guarantee, you can organize your trip with confidence. What's more, you can rest easy while you're away knowing we're always available to chat via our round-the-clock support.

Top Windward Vineyard hotel deals

SummerWood Winery & Inn

SummerWood Winery & Inn

3 out of 5
2130 Arbor Road Paso Robles CA
$330 nightly
The price is $365 total per night
$365 total
Aug 31 - Sep 1
Total with taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free cooked-to-order breakfast each morning. A garden, luggage storage, and free newspapers are also on offer.
Breakfast included
Parking included
Oxford Suites Paso Robles

Oxford Suites Paso Robles

3.5 out of 5
800 4th Street Paso Robles CA
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $171 total per night
$171 total
Sep 8 - Sep 9
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and free perks like on-the-go breakfast and free self parking.
Pool
Hot Tub
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
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $160 total per night
$160 total
Sep 9 - Sep 10
Total with taxes and fees
This resort features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.
Pool
Pet friendly
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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.