Windsor Hills Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Jul 6 - Jul 12

    Stay Classy Hostel + Flight

    Downtown San Diego
    6 nights
    2.0 star property
    9.6/10 - Exceptional (853 reviews)
    "😍"
    Reviewed May 12, 2026
    Roundtrip Tokyo (NRT) - San Diego (SAN)
    NRT - SAN1 stop SAN - HND1 stop
    ¥922,839
    ¥552,234
    per traveler
    found 19 hours ago
    Stay Classy Hostel
  • Jul 6 - Jul 12

    Embassy Suites by Hilton San Diego La Jolla + Flight

    University City
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,928 reviews)
    "Aside from its location, there’s NOTHING good about this place. At check-in already, the clerk, Sabrina, was curt and unpleasant. Her explanation was rushed, as if she had no time for the client. Then the room: Old, dilapidated, and of dubious cleanliness. The room safe didn’t work, I notified Sabrina but NOTHING happened. One of the ceiling lights was broken. The shower handle was mounted backward!! The furniture was scuffed beyond repair. From the light switches, seems like nothing was done to..."
    Reviewed May 9, 2026
    Roundtrip Tokyo (NRT) - San Diego (SAN)
    NRT - SAN1 stop SAN - HND1 stop
    ¥1,066,327
    ¥642,990
    per traveler
    found 19 hours ago
    Embassy Suites by Hilton San Diego La Jolla
  • Jul 6 - Jul 12

    Surfer Beach Hotel + Flight

    Pacific Beach
    6 nights
    3.0 star property
    8.2/10 - Very Good (1,282 reviews)
    "The front desk staff was amazing at check-in. The guys were helpful, friendly and fun. The check out staff was just as helpful, offered to keep my bags while I spent the day seeing some sites before flying home."
    Reviewed May 19, 2026
    Roundtrip Tokyo (NRT) - San Diego (SAN)
    NRT - SAN1 stop SAN - HND1 stop
    ¥1,128,572
    ¥687,166
    per traveler
    found 19 hours ago
    Surfer Beach Hotel
  • Jul 6 - Jul 12

    Motel 6 La Mesa, CA - San Diego + Flight

    La Mesa
    6 nights
    2.0 star property
    7.4/10 - Good (1,003 reviews)
    "Just ok"
    Reviewed May 19, 2026
    Roundtrip Tokyo (NRT) - San Diego (SAN)
    NRT - SAN1 stop SAN - HND1 stop
    ¥956,277
    ¥586,225
    per traveler
    found 19 hours ago
    Motel 6 La Mesa, CA - San Diego
  • Jul 6 - Jul 12

    Motel 6 San Diego, CA - Hotel Circle - Mission Valley + Flight

    Mission Valley
    6 nights
    2.0 star property
    6.8/10 - (1,524 reviews)
    "There was a dog poop and razor blades in our bathroom. When i asked the front desk, the receptionist refused to talk to me and held me accountable for the rooms mess, and then threatened to call the cops on me. We did not stay for our 3 days and received No refund at all."
    Reviewed May 19, 2026
    Roundtrip Tokyo (NRT) - San Diego (SAN)
    NRT - SAN1 stop SAN - HND1 stop
    ¥962,374
    ¥591,635
    per traveler
    found 19 hours ago
    Motel 6 San Diego, CA - Hotel Circle - Mission Valley

Windsor Hills Hotel Deals

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
150 W Broadway San Diego CA
Fully refundableReserve now, pay when you stay
The price is ¥19,364 per night from May 27 to May 28
¥19,364
¥26,898 total
May 27 - May 28
includes taxes & fees
8.6/10 Excellent! (2,071 reviews)
"The property is a little worn down but overall a nice experience."

Reviewed on May 20, 2026

The Sofia Hotel
Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
The price is ¥34,606 per night from May 21 to May 22
¥34,606
¥48,195 total
May 21 - May 22
includes taxes & fees
8.8/10 Excellent! (2,607 reviews)
"Very beautiful, peaceful and relaxing place overall Kid and pet friendly this place is a great vacation spot 9/10"

Reviewed on May 20, 2026

Paradise Point Resort & Spa
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

4 out of 5
1 Market Pl San Diego CA
Fully refundableReserve now, pay when you stay
The price is ¥33,246 per night from May 21 to May 22
¥33,246
¥47,215 total
May 21 - May 22
includes taxes & fees
9/10 Wonderful! (2,815 reviews)
"I was there for a conference. Food was good"

Reviewed on May 19, 2026

Manchester Grand Hyatt San Diego
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.

Frequently asked questions

How much does a Windsor Hills vacation package cost?
From as little as . Yes, you read that correctly. Our Windsor Hills vacation packages are a simple way to make your budget stretch further. Combine your hotels, flights and car rentals and explore this fabulous destination.
How do I get a cheap travel package to Windsor Hills?
Booking a Windsor Hills vacation package with Expedia is one of the easiest ways to save. We offer access to over 550 partner airlines and 1,000,000 hotels around the world. With such a fantastic range to pick from, you'll have no trouble putting together your dream escape.
Where should I stay in Windsor Hills?
There's loads to explore in Windsor Hills, so spend your nights close to its top attractions and spend more time sightseeing. Mount Helix Park is one place to put on your to-do list.
What are the top hotels in Windsor Hills?
Romantic View Home Centrally Located In Windsor Hills is one of Windsor Hills's leading properties. Check in to a room here and you'll be able to slumber peacefully knowing you're in good hands.
How far in advance should I book my Windsor Hills vacation?
It can be tricky to know exactly when is the perfect time to book your Windsor Hills vacation. But generally the earlier you book, the more affordable the prices. In some cases, you can secure your flights and hotels nearly 12 months prior to your departure date. If you're hoping for a last-minute getaway, no need to fret! There are great deals advertised on Expedia every day.
What does an Expedia Windsor Hills travel package include?
It all comes down to what sort of trip you have in mind. Windsor Hills vacation deals can include car rentals, flights and hotels. You can mix and match to find the package that suits you. You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking a Windsor Hills travel package?
A travel package can be easier on the wallet than separately booking all you need for your escape. For example, combine your hotels, flights and rental cars and score impressive savings. Whatever your vacation plans, there's bound to be a package that best suits your budget.
Can I choose my airline with a Windsor Hills Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You can pick and choose your flights, hotels and more. We have access to more than 550 partner airlines all over the world, so you have lots of choice when arranging your Windsor Hills trip.
If I'm not able to travel, can I cancel my Windsor Hills vacation package?
Plans can change in a flash, so yes, you can. You may be able to cancel or change your Windsor Hills vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make changes, but your car rental company, airline or hotel may charge a fee. Want more information? Have a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.