Winter Gardens Vacations from ￥249,006

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The Latest Winter Gardens Vacation Packages

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

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was ￥358,367, price is now ￥249,006 per person
￥249,006
per person
Sep 20 - Sep 25
found 20 hours ago
Roundtrip flight included
Tokyo (HND) to San Diego (SAN)
8.6/10 Excellent! (2,321 reviews)
I was booked through Sunday but the cleaning staff showed up Saturday and told me I had been checked out. While the front desk fixed it, that could have been a tough situation.

Reviewed on Jul 13, 2026

Ocean Park Inn

Ocean Park Inn

3 out of 5
Pacific Beach
Price was ￥375,678, price is now ￥303,854 per person
￥303,854
per person
Sep 20 - Sep 25
found 20 hours ago
Roundtrip flight included
Tokyo (HND) to San Diego (SAN)
9.4/10 Exceptional! (1,008 reviews)
The ocean view was great. Staff were very polite. The room was very clean. The breakfast was not so great.

Reviewed on Jul 13, 2026

Skyline Palms by Avantstay Pool + 2 Hot Tubs + Outdoor Dining Near La Jolla + Pacific Beach

Skyline Palms by Avantstay Pool + 2 Hot Tubs + Outdoor Dining Near La Jolla + Pacific Beach

3 out of 5
Pacific Beach
Price was ￥502,089, price is now ￥425,267 per person
￥425,267
per person
Aug 23 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
No reviews

Omni San Diego Hotel at the Ballpark

Omni San Diego Hotel at the Ballpark

4 out of 5
Downtown San Diego
Price was ￥320,649, price is now ￥287,082 per person
￥287,082
per person
Aug 23 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9.2/10 Wonderful! (2,255 reviews)
This hotel and staff are amazing. We came in for a baseball game and the convenience of having an entrance from the hotel was so convenient. We parked our car and didn’t drive the 4 days we were there because it was close to everything.

Reviewed on Jul 13, 2026

The Beau Hotel Gaslamp Quarter San Diego

The Beau Hotel Gaslamp Quarter San Diego

3 out of 5
Downtown San Diego
Price was ￥291,200, price is now ￥261,244 per person
￥261,244
per person
Aug 23 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9/10 Wonderful! (817 reviews)
Very little counter and drawer space. Small. No hairdryer. No fridge. Otherwise charming and comfortable. Good location downtown. Stopped by the bar for a nightcap on a Saturday night only to be rudely told by the bartender that there were 17 drinks ahead of us. Good Starbucks coffee and cute patio.

Reviewed on Jul 12, 2026

Find the Best Winter Gardens Vacation Packages

Winter Gardens Hotel Deals

Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
1404 Vacation Rd San Diego CA
The price is ￥45,141 per night from Aug 9 to Aug 10
￥45,141
￥60,444 total
Aug 9 - Aug 10
includes taxes & fees
8.8/10 Excellent! (2,735 reviews)
"The floors of our room were atrocious. My daughter was wearing brand-new white socks, Within five minutes they were black. Once they did another cleaning, it was a lot better. Around the property, you could tell landscaping maintenance isn’t their strongest point. I was facing the garden lanai, I ..."

Reviewed on Jul 13, 2026

Paradise Point Resort & Spa
Wyndham San Diego Bayside

Wyndham San Diego Bayside

4 out of 5
1355 N Harbor Drive San Diego CA
The price is ￥32,160 per night from Jul 30 to Jul 31
￥32,160
￥42,914 total
Jul 30 - Jul 31
includes taxes & fees
8.4/10 Very Good! (6,305 reviews)
"No valet, no luggage assistance, no room service. Pool area was poorly maintained and sad. However the bed was amazing, room was clean and location was great."

Reviewed on Jul 13, 2026

Wyndham San Diego Bayside
Best Western Seven Seas

Best Western Seven Seas

3 out of 5
411 Hotel Circle South San Diego CA
The price is ￥19,919 per night from Jul 27 to Jul 28
￥19,919
￥22,897 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (3,722 reviews)
"The parking situation is absolutely horrible! There are not enough spots for the amount of rooms so if guests have more than 1 car there is nothing for other guests. A truck with a boat parked across 7 spots every night we were there! Management dis nothing about it. Won't recommend this hotel to ..."

Reviewed on Jul 13, 2026

Best Western Seven Seas
See all 7,470 properties in Winter Gardens
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.

What to do in Winter Gardens

Wine tours perfect for bachelorettes

Chauffeured Adventure to Local San Diego Vineyards

￥39,348
per adult
100% of travellers recommend
Chauffeured Adventure to Local San Diego Vineyards
Wine Tour Private San Diego County

Wine Tour Private San Diego County

￥105,488
per traveler
Wine Tour Private San Diego County
See all activities in Winter Gardens

Frequently asked questions

How much does a Winter Gardens vacation package cost?
Offering excellent value package deals from ￥249,006 on Expedia, you'll be pleasantly surprised at how much a vacation to Winter Gardens costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Winter Gardens?
The off-season is the best time to head to Winter Gardens if you're trying to save. Another tip for scoring cheap Winter Gardens vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Winter Gardens?
The ideal duration of your Winter Gardens vacation depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to visit all the top attractions and discover some hidden treasures along the way.
How to find the best Winter Gardens package deals?
Use Expedia's filters to help you find some terrific Winter Gardens package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Winter Gardens package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Winter Gardens vacation as a package?
You can enjoy significant savings on your Winter Gardens getaway by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Winter Gardens?
Score amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Winter Gardens break.
How to plan a trip to Winter Gardens?

  1. Choose when to go: Check your calendar and get your bags packed. Your preferred season and the type of activities available will also help you decide when to visit Winter Gardens.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to save for your trip to Winter Gardens. Then, select a hotel that matches your budget, whether that's an economical stay or a more upscale retreat.
  3. Decide how long to go away for: Now that you're more familiar with Winter Gardens, you can work out the ideal length of your break. Create a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Winter Gardens vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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