Search Deals onWindward Vineyard Vacation Packages
Windward Vineyard Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Aloha Inn
Price was $792, price is now $700 per person
$700
per person
Jan 30 - Feb 6
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Book a stay at this business-friendly motel in Arroyo Grande. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pismo Beach Pier and Regal Arroyo Grande are located nearby.
Sea Air Inn & Suites - Downtown - Restaurant Row
Price was $1,109, price is now $766 per person
$766
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Book a stay at this business-friendly hotel in Morro Bay. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Morro Bay Art Association Gallery and The Giant Chessboard are located nearby.
Blufftop Inn & Suites - Wharf/Restaurant District
Price was $1,077, price is now $750 per person
$750
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Book a stay at this business-friendly motel in Morro Bay. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Giant Chessboard and Morro Bay Art Association Gallery are located nearby.
Stables Inn
Price was $1,334, price is now $1,099 per person
$1,099
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Stay at this hotel in Paso Robles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Anglim Winery and Paso Robles City Library are located nearby.
Bellasera Hotel & Suites Paso Robles, Tapestry by Hilton
Price was $1,274, price is now $1,052 per person
$1,052
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Book a stay at this business-friendly resort in Paso Robles. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Firestone Walker Brewing and Field Recordings Winery are located nearby.
Garden Street Inn, A Kirkwood Collection Hotel
Price was $1,281, price is now $1,102 per person
$1,102
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Stay at this B&B in San Luis Obispo. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Downtown SLO Farmers' Market and Bubblegum Alley are located nearby.
Avila Village Inn
Price was $1,133, price is now $984 per person
$984
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Book a stay at this golf hotel in Avila Beach. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pismo Beach Pier and Avila Valley Barn are located nearby.
La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown
Price was $1,189, price is now $1,040 per person
$1,040
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Book a stay at this business-friendly hotel in San Luis Obispo. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dallidet Adobe and Gardens and Santa Rosa Park are located nearby.
La Quinta Inn & Suites by Wyndham Paso Robles
Price was $1,039, price is now $918 per person
$918
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Book a stay at this golf hotel in Paso Robles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Paso Robles Pioneer Museum and Barney Schwartz Park are located nearby.
The Ava Hotel Paso Robles, Curio Collection By Hilton
Price was $1,603, price is now $1,424 per person
$1,424
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Stay at this hotel in Paso Robles. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Popular attractions Studios on the Park and Anglim Winery are located nearby.
Residence Inn by Marriott San Luis Obispo
Price was $1,201, price is now $1,070 per person
$1,070
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Book a stay at this business-friendly hotel in San Luis Obispo. Enjoy a 24-hour fitness center, parking (surcharge), and a 24-hour front desk. Popular attractions SLO Ranch Farms and Marketplace and Sunset Drive-In Theatre are located nearby.
Cambria Hotel Templeton - Paso Robles
Price was $948, price is now $845 per person
$845
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Luis Obispo (SBP)
Book a stay at this business-friendly hotel in Templeton. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Templeton Community Park and Templeton Historical Museum are located nearby.
3-4 Night Vacations in Windward Vineyard
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Windward Vineyard
Price found within the past 48 hours. Click for updated prices.
Windward Vineyard Last Minute Hotel Deals
Bellasera Hotel & Suites Paso Robles, Tapestry by Hilton
206 Alexa Ct Paso Robles CA
Book a stay at this business-friendly resort in Paso Robles. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the restaurant and ...
SummerWood Winery & Inn
2130 Arbor Road Paso Robles CA
Book a stay at this business-friendly guesthouse in Paso Robles. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windward Vineyard and ...
Hampton Inn & Suites Paso Robles
212 Alexa Ct Paso Robles CA
Book a stay at this business-friendly hotel in Paso Robles. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Oxford Suites Paso Robles
800 4th Street Paso Robles CA
Book a stay at this spa hotel in Paso Robles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
River Lodge Paso - 21 & Over Pool
1955 Theatre Dr Paso Robles CA
Book a stay at this golf hotel in Paso Robles. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Firestone Walker Brewing and Field ...
Arbor House
1260 Arbor Road Paso Robles CA
Stay at this vacation home in Paso Robles. Enjoy an attached winery, patios, and in-room fireplaces. Popular attractions Windward Vineyard and Treana Winery ...
Cooperage by Avantstay Vineyard, Views, Soccer
2275 Del Sol Pl Paso Robles CA
Stay at this cottage in Paso Robles. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions J Dusi Wines and Windward Vineyard are located ...
Wine Country Escape w/ Views + Wine Cellar & Gym Caterina Dusi Vineyard by Avantstay
2325 Fortini Way Paso Robles CA
Stay at this cottage in Paso Robles. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions J Dusi Wines and Windward Vineyard are located ...
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.
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