
Winter Gardens Vacations from $580
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Your Winter Gardens Vacation
Reserve a Winter Gardens vacation package and get set to experience the best of this lively city. Consider staying in the neighborhood of Central San Diego, which is good for views, culture and dining. Any trip to Winter Gardens has to include a little sightseeing. Lake Jennings is a superb place to start your exploring. No matter your travel plans or budget, organizing your ultimate tailored Winter Gardens vacation is a walk in the park with Expedia.
The Latest Winter Gardens vacation packages
Price found within the past 48 hours. Click for updated prices.


Hotel Z
Downtown San Diego
Save 100% on your flight
Price was $1,406, price is now $816 per person
$816
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
9.4/10 Exceptional! (1,019 reviews)
Loved staying at Hotel Z. The room was small, but very functional and had everything we needed. The staff was great. And the location was ideal for getting around in the local area. There is no hotel parking, but several lots nearby, so that wasn’t a problem. It is a charming place, and we will definitely stay there again.
Reviewed on Jul 6, 2026

Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $1,425, price is now $849 per person
$849
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
9/10 Wonderful! (1,413 reviews)
The suite was nice everything was clean only thing is the bathroom needs more lighting
Reviewed on Jul 4, 2026

Shore House at The Del, LXR Hotels & Resorts
Historic Downtown Coronado
Save 100% on your flight
Price was $3,721, price is now $2,220 per person
$2,220
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
9.2/10 Wonderful! (161 reviews)
I've stayed at the Del several times, Beach House, the Views and now Shore House. People above us were partying hard. I'm not one to call in a noisy complaint, but the racket kept us up til 1am, even with 2 calls to the front desk. They comped us 2 days valet. Should have comped us the night IMHO.
Reviewed on Jul 4, 2026

The Lodge at Torrey Pines
Torrey Pines
Save 100% on your flight
Price was $3,434, price is now $2,111 per person
$2,111
per person
Sep 26 - Oct 2
found 19 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.4/10 Exceptional! (951 reviews)
We had an amazing stay at the Lodge at Torrey Pines in La Jolla over the Fourth of July weekend! From the moment we arrived, the customer service was exceptional. The entire facility was beautiful, spotless, and very well maintained. Our room was clean, comfortable, and exceeded our expectations.
We had dinner at A.R. Valentien, where our waiter, Ryan, and the entire staff were attentive, welcoming, and provided outstanding service. The food was absolutely delicious, light, fresh, and beautifully prepared.
We also enjoyed breakfast at The Grill. My 9-year-old son absolutely loved the pancakes, while my husband and I both ordered omelets that were incredibly flavorful and perfectly cooked. Every meal we had was excellent.
One of our favorite parts of the stay was relaxing by the pool and enjoying the gorgeous views. The hotel also made the Fourth of July extra special for families by hosting a fun celebration with crafts, cookies and lemonade, cookie decorating, and kites for the kids to fly. Our son had the best time, and we loved the warm, family friendly atmosphere.
The valet staff were also wonderful, friendly, helpful, and always greeted us with a smile.
This was truly a memorable stay, and we can’t wait to return next year. If you’re looking for a beautiful hotel with exceptional service, delicious dining, and a welcoming family atmosphere, we highly recommend staying here!
Reviewed on Jul 5, 2026
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See all available trips from Columbus to Winter Gardens
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Chauffeured Adventure to Local San Diego Vineyards
$246
per adult
100% of travellers recommend
Winter Gardens Hotel Deals

Wyndham San Diego Bayside
1355 N Harbor Drive San Diego CA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $211 total per night from Jul 9 to Jul 10
$211 total
Jul 9 - Jul 10
Total with taxes and fees
8.4/10 Very Good! (6,254 reviews)
"Clean rooms, fantastic location, amazing valet staff. Check in was super busy but the staff handled everyone quickly. Overall great experience."
Reviewed on Jul 6, 2026

Paradise Point Resort & Spa
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
$318 nightly
The price is $365 total per night from Jul 19 to Jul 20
$365 total
Jul 19 - Jul 20
Total with taxes and fees
8.8/10 Excellent! (2,708 reviews)
"I didnt like the fact that Barefoot Bar restrooms weren’t very clean or attractive. Also our room cleaner didn’t come at all one day, and she never changed our sheets (once we told her they didn’t need to be changed, but that was just once and she never changed them at all.)"
Reviewed on Jul 5, 2026

Hard Rock Hotel San Diego
207 5th Ave San Diego CA
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $261 total per night from Jul 8 to Jul 9
$261 total
Jul 8 - Jul 9
Total with taxes and fees
9/10 Wonderful! (3,962 reviews)
"Pool Party on the 4th of July was a great Birthday party for America. Not Tired of Winning yet."
Reviewed on Jul 6, 2026
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.
Find the Best Winter Gardens Vacation Packages
Winter Gardens Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | San Diego Intl. Airport (SAN) |
Population | 20,600 |
Top Sights | Barona Casino, Lake Jennings and Barona Creek Golf Club |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




















