Winter Gardens Holidays from £885

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Your Winter Gardens Holiday

Reserve a Winter Gardens holiday package and get set to experience the best of this lively city. Consider staying in the neighbourhood 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, organising your ultimate tailored Winter Gardens holiday is a walk in the park with Expedia.

The Latest Winter Gardens Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Alma San Diego Downtown, a Tribute Portfolio Hotel

Alma San Diego Downtown, a Tribute Portfolio Hotel

4 out of 5
Downtown San Diego
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to San Diego (SAN)
9/10 Wonderful! (646 reviews)
Loved the makeup washcloth. Nice touch. Hated that parking price wasn’t stated upfront.

Reviewed on 29 Jun 2025

Barsala City Villas

Barsala City Villas

2.5 out of 5
Downtown San Diego
Save 100% on your flight
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to San Diego (SAN)
No reviews
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Save 100% on your flight
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to San Diego (SAN)
9/10 Wonderful! (920 reviews)
Great location in the Gaslamp district near Petco Park. Very walkable and lots of spots to eat nearby. Bathroom could use a refresh. TV service was spotty at night.

Reviewed on 25 Jun 2025

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to San Diego (SAN)
8.4/10 Very Good! (1,474 reviews)
7th floor of this property is light and airy and super nice. The other floors are a little dark but nice quaint hotel overall.

Reviewed on 2 Jul 2025

InterContinental San Diego by IHG

InterContinental San Diego by IHG

4 out of 5
Downtown San Diego
Save 100% on your flight
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to San Diego (SAN)
9/10 Wonderful! (1,001 reviews)
Felt safe through the entire stay. Walking distance to Little Italy and Gaslamp district. Only issue was a water mark left on window from room that was overseeing the harbor.

Reviewed on 27 Jun 2025

Sentral Gaslamp Quarter

Sentral Gaslamp Quarter

3 out of 5
Downtown San Diego
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to San Diego (SAN)
9.4/10 Exceptional! (121 reviews)
I enjoyed my stay. Will return!

Reviewed on 1 Jul 2025

Winter Gardens Essential Information

Language
English
Currency
U.S dollars
Closest Airport
San Diego Intl. Airport (SAN)
Population
20,600
Max Temp Winter
18ºC
Max Temp Summer
29ºC
Top Sights
Barona Casino, Lake Jennings and Barona Creek Golf Club

Our pick of the best Winter Gardens Hotel Deals

Wyndham San Diego Bayside
Wyndham San Diego Bayside
4 out of 5
1355 N Harbor Drive, San Diego, CA
Stay at this 4-star business-friendly hotel in San Diego. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the pool and the restaurant ...
8.2/10 Very Good! (5,716 reviews)
"we had a bay view which was excellent"

Reviewed on 2 Jul 2025

Wyndham San Diego Bayside
Marriott Marquis San Diego Marina
Marriott Marquis San Diego Marina
4 out of 5
333 W Harbor Dr, San Diego, CA
Stay at this spa hotel in San Diego. Enjoy 2 outdoor pools, a full-service spa and 5 restaurants. Our guests praise the pool and the helpful staff in their reviews. ...
9/10 Wonderful! (1,723 reviews)
"Excellent"

Reviewed on 3 Jul 2025

Marriott Marquis San Diego Marina
Handlery Hotel
Handlery Hotel
3.5 out of 5
950 Hotel Cir N, San Diego, CA
Stay at this 3.5-star business-friendly hotel in San Diego. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the pool and the bar in their ...
8/10 Very Good! (1,839 reviews)
Greed
"Paying 24 dollars a night for parking is a total rip off!! They are making some serious cash charging that. Greedy owners!!"

Reviewed on 29 Jun 2025

Handlery Hotel
See all 7,042 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Winter Gardens travel package cost?
Get ready to book, because a trip to Winter Gardens starts from only £885. When you combine your hotels, flights and car rentals into a travel package, you'll pick up the biggest bargains.
If I'm not able to travel, can I cancel my Winter Gardens travel package?
It's good to know that you can cancel your Winter Gardens booking if your travel plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
How do I get a cheap travel package to Winter Gardens?
Crafting your own Winter Gardens travel package with Expedia is an easy way to save. We have access to more than 550 airlines and 1,000,000 hotel options spread across the globe. With such a fantastic range to choose from, you'll have no issues pulling together your dream adventure.
Does Expedia offer Book Now, Pay Later Winter Gardens holidays?
Expedia has teamed up with online lender Klarna to make booking your next trip easier on your bank balance. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Check out these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's convenient monthly instalment plans. If making bite-sized repayments each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay off your getaway across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is easier with this payment plan. Simply put down a small deposit on your booking and then start packing your bags.

What are the top hotels in Winter Gardens?
If it's your very first time in Winter Gardens, lock in a room at Lakeside House or Barona Valley Ranch Resort & Casino. Both hotels offer comfortable beds and are favourites among lots of travellers.
How far in advance should I book my Winter Gardens holiday?
Your best bet is to book early. Airlines typically advertise flights nearly 12 months in advance, and this is a fantastic opportunity to score some of the lowest prices. Just been told you should take your holiday time in a few weeks? Don't fret. Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Winter Gardens travel package include?
That depends on what sort of getaway you want to have. Winter Gardens holiday deals can include car rentals, flights and hotels. You can mix and match to find the bundle that suits your budget and style. You can also add on activities and experiences after you've booked to pick up even bigger discounts.
What should I know before booking a Winter Gardens travel package?
Discover deals that fit your budget with an Expedia package. Hotels, flights, rental cars --- we've got them all. You'll save precious cash just for combining your bookings. Whether you're heading away on a ski trip or kicking back on a warm beach, your dream holiday is just a few clicks away.
Can I choose my airline with a Winter Gardens Expedia travel package?
You sure can. We offer more than 550 airline partners throughout the world, so go with the carrier that best suits your budget needs.

Discover the most popular places to visit in Winter Gardens

Barona Casino

Why not try your luck with a visit to Barona Casino during your travels in Lakeside? Discover the area's casinos or seek out its golf courses.

Barona Casino

Unmissable things to do in Winter Gardens

Chauffeured Adventure to Local San Diego Vineyards

Chauffeured Adventure to Local San Diego Vineyards

£182
per adult
100% of travellers recommend
Chauffeured Adventure to Local San Diego Vineyards
San Diego Mountain Hike Tour

San Diego Mountain Hike Tour

£51
per adult
San Diego Mountain Hike Tour
Tour Participants taking a moment to breathe

Guided Meditation and Mountain Hike Tour in San Diego

£51
per adult
Guided Meditation and Mountain Hike Tour in San Diego
See all activities in Winter Gardens

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.