Exclusive Windward Vineyard Vacation Deals

Windward Vineyard vacation package deals

Price found within the past 48 hours. Click for updated prices.
Sea Air Inn & Suites - Downtown - Restaurant Row

Sea Air Inn & Suites - Downtown - Restaurant Row

2.5 out of 5
Downtown Morro Bay
Save 100% on your flight
Price was $1,353, price is now $772 per person
$772
per person
Jun 16 - Jun 23
found 6 hours ago
Roundtrip non-stop flight included
Portland (PDX) to San Luis Obispo (SBP)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. A terrace and a hair salon are also provided.
456 Embarcadero Inn & Suites

456 Embarcadero Inn & Suites

3 out of 5
Save 100% on your flight
Price was $2,052, price is now $1,086 per person
$1,086
per person
Jun 16 - Jun 23
found 6 hours ago
Roundtrip non-stop flight included
Portland (PDX) to San Luis Obispo (SBP)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A hot tub is also provided.
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 $1,399, price is now $793 per person
$793
per person
Jun 16 - Jun 23
found 6 hours ago
Roundtrip non-stop flight included
Portland (PDX) 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.
Fireside Inn on Moonstone Beach

Fireside Inn on Moonstone Beach

3 out of 5
Save 100% on your flight
Price was $1,394, price is now $949 per person
$949
per person
Jun 16 - Jun 23
found 6 hours ago
Roundtrip non-stop flight included
Portland (PDX) to San Luis Obispo (SBP)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. An outdoor pool and concierge services are also provided.
Beach House Inn & Suites

Beach House Inn & Suites

3 out of 5
Downtown Pismo Beach
Save 100% on your flight
Price was $2,062, price is now $1,428 per person
$1,428
per person
Jun 17 - Jun 24
found 8 hours ago
Roundtrip non-stop flight included
Portland (PDX) to San Luis Obispo (SBP)
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
Avila Village Inn

Avila Village Inn

3.5 out of 5
Save 100% on your flight
Price was $1,287, price is now $911 per person
$911
per person
Jun 17 - Jun 24
found 8 hours ago
Roundtrip non-stop flight included
Portland (PDX) to San Luis Obispo (SBP)
This hotel features free WiFi in public areas, a fireplace in the lobby, and concierge services. Staff at the 24-hour front desk can provide around-the-clock assistance.

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 $772 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

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
$140 nightly
The price is $161 total per night
$161 total
Apr 28 - Apr 29
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
Hampton Inn & Suites Paso Robles

Hampton Inn & Suites Paso Robles

3 out of 5
212 Alexa Ct Paso Robles CA
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $140 total per night
$140 total
Apr 13 - Apr 14
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free buffet breakfast each morning.
Pool
Hot Tub
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
Apr 13 - Apr 14
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
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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.