Windsor Hills Vacations from $478

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Your Windsor Hills Vacation

Our Windsor Hills vacation packages are a speedy and practical way to organize and book your next adventure. Discover the heart and soul of this unique neighborhood without the pressure of having to plan everything yourself. When you want to take in the sights, your trip to Windsor Hills has to include a visit to Mount Helix Park and Computer Museum of America. Expedia can put your plans into action. Book your dream Windsor Hills vacation today.

The Latest Windsor Hills Vacation Packages

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

Guesthouse Hotel at La Valle

Save 100% on your flight

$478

per person

Nov 3 - Nov 8

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

9.2/10 Wonderful! (213 reviews)

The Sofia Hotel

Downtown San Diego

$874

per person

Nov 5 - Nov 12

found 1 day ago

Roundtrip flight included

Dallas (DAL) to San Diego (SAN)

8.6/10 Excellent! (2,550 reviews)

Ocean Villas of Carlsbad

Carlsbad Village

$1,181

per person

Oct 25 - Oct 31

found 12 hours ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

9.2/10 Wonderful! (21 reviews)

Margaritaville Hotel San Diego Gaslamp Quarter

Downtown San Diego

Save 100% on your flight

$505

per person

Nov 4 - Nov 8

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

9/10 Wonderful! (1,516 reviews)

Great staff, pillows and mattress should be updated

Reviewed on Sep 1, 2026

Cormorant Boutique Hotel

Village of La Jolla

Save 100% on your flight

$487

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

8.6/10 Excellent! (523 reviews)

Windsor Hills Hotel Deals

Manchester Grand Hyatt San Diego

1 Market Pl San Diego CA

Fully refundableReserve now, pay when you stay

$246 nightly

$285 total

Sep 7 - Sep 8

Total with taxes and fees

9/10 Wonderful! (2,834 reviews)

"The room appeared to be newly refurbished and the bathroom was nice. The main lobby looks amazing."

Reviewed on Sep 1, 2026

California Suites Hotel

5415 Clairemont Mesa Blvd San Diego CA

Fully refundableReserve now, pay when you stay

$89 nightly

$102 total

Sep 20 - Sep 21

Total with taxes and fees

Wyndham San Diego Bayside

1355 N Harbor Drive San Diego CA

Fully refundableReserve now, pay when you stay

$182 nightly

$211 total

Sep 6 - Sep 7

Total with taxes and fees

8.4/10 Very Good! (6,328 reviews)

"This place is in a great location. The free coffee is nice in the morning. The workout rooms are great, and the pool."

Reviewed on Sep 1, 2026

See all 8,311 properties in Windsor Hills

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.