Exclusive Windward Vineyard Vacation Deals

Windward Vineyard vacation package deals

Price found within the past 48 hours. Click for updated prices.
Cavalier Oceanfront Resort

Cavalier Oceanfront Resort

3.5 out of 5
Price was $794, price is now $594 per person
$594
per person
Dec 31 - Jan 4
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) to San Luis Obispo (SBP)
This smoke-free hotel features 2 outdoor pools, 2 hot tubs, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
FogCatcher Inn

FogCatcher Inn

3 out of 5
Save 100% on your flight
Price was $909, price is now $651 per person
$651
per person
Dec 31 - Jan 4
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) to San Luis Obispo (SBP)
A hot tub, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A lobby fireplace, luggage storage, and free newspapers are also on offer.
Cambria Landing Inn & Suites

Cambria Landing Inn & Suites

3 out of 5
Price was $884, price is now $646 per person
$646
per person
Dec 31 - Jan 4
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) to San Luis Obispo (SBP)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby and luggage storage are also provided.
Oceanpoint Ranch

Oceanpoint Ranch

3.5 out of 5
Save 100% on your flight
Price was $961, price is now $711 per person
$711
per person
Dec 31 - Jan 4
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) to San Luis Obispo (SBP)
A restaurant and an outdoor pool are featured at this hotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Guests will appreciate free perks like free self parking and WiFi in public areas.
Fireside Inn on Moonstone Beach

Fireside Inn on Moonstone Beach

3 out of 5
Price was $805, price is now $615 per person
$615
per person
Dec 31 - Jan 4
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) to San Luis Obispo (SBP)
An outdoor pool is featured at this hotel, along with free WiFi in public areas and concierge services.
Spyglass Inn

Spyglass Inn

3 out of 5
Price was $940, price is now $730 per person
$730
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to San Luis Obispo (SBP)
This motel features an outdoor pool and a hot tub. WiFi in public areas is free. Self parking, a business center, and a terrace are also offered.

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 $594 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
$147 nightly
The price is $168 total per night
$168 total
Oct 27 - Oct 28
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.
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
$130 nightly
The price is $150 total per night
$150 total
Oct 27 - Oct 28
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.
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
Oct 20 - Oct 21
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
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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.