Exclusive Windward Vineyard Vacation Deals

Windward Vineyard vacation package deals

Price found within the past 48 hours. Click for updated prices.
Blufftop Inn & Suites - Wharf/Restaurant District

Blufftop Inn & Suites - Wharf/Restaurant District

2 out of 5
Downtown Morro Bay
Save 100% on your flight
Price was $975, price is now $645 per person
$645
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Luis Obispo (SBP)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out.
Inn at San Luis Obispo

Inn at San Luis Obispo

2.5 out of 5
Save 100% on your flight
Price was $3,240, price is now $2,264 per person
$2,264
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Providence (PVD) to San Luis Obispo (SBP)
This motel features an outdoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.
Pacific Point Resort

Pacific Point Resort

3 out of 5
Price was $1,366, price is now $961 per person
$961
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Providence (PVD) to San Luis Obispo (SBP)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Self parking, a garden, and a library are also offered.
Beach House Inn & Suites

Beach House Inn & Suites

3 out of 5
Downtown Pismo Beach
Save 100% on your flight
Price was $1,467, price is now $1,036 per person
$1,036
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to San Luis Obispo (SBP)
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
Paso Robles Inn

Paso Robles Inn

4 out of 5
Downtown Paso Robles
Price was $1,257, price is now $900 per person
$900
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Luis Obispo (SBP)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. Enjoy the hot tub and conveniences like a 24-hour front desk and concierge services.
Stimson Coastal Luxury by Avantstay Coastal Retreat With Rooftop Fire Pit 2 Blocks From Beach

Stimson Coastal Luxury by Avantstay Coastal Retreat With Rooftop Fire Pit 2 Blocks From Beach

3 out of 5
Downtown Pismo Beach
Save 100% on your flight
Price was $3,307, price is now $2,409 per person
$2,409
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.

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 $645 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.