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Winter Gardens Hotel Guide - Hotels with Pool in Winter Gardens, Lakeside

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Check availability on Winter Gardens Hotels with Pool

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Winter Gardens hotels with a pool

A swimming pool with lounge chairs and a decorative unicorn float.
Two arcade machines, one for NBA JAM and the other for Mortal Kombat, placed on a wooden floor with a window in the background.
A stainless steel stove with four burners and a range hood.
A bedroom with two beds, a ceiling fan, a large window with curtains, and a view of the bathroom.

1. Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade

Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
Lakeside
€471
includes taxes & fees
20 Oct - 21 Oct
Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
A swimming pool with a blue tiled border, a white chair, and a door.
A bathroom with a glass-enclosed shower, a toilet, a sink with toiletries, and a towel rack.
A modern living room with a sofa set, coffee table, and a potted plant.
A spacious lobby with a modern design, featuring a seating area with sofas and a coffee table, large windows with blinds, and a visible Coca-Cola advertisement.

2. Days Inn by Wyndham San Diego-East/El Cajon

Days Inn by Wyndham San Diego-East/El Cajon
El Cajon
  • Dive into daytime bliss and evening relaxation at this sun-kissed pool sanctuary with hot tub haven.
€83
includes taxes & fees
16 Nov - 17 Nov
Days Inn by Wyndham San Diego-East/El Cajon
A swimming pool with palm trees and a mountain in the background.
A modern hotel with a prominent entrance, multiple floors, and a landscaped area with palm trees and a bridge.
A modern lounge area with dark-toned seating, a central coffee table, and a stone accent wall.
A modern lounge area with leather seating, a central fire feature, and geometric patterned railings.

3. Sycuan Casino Resort

Sycuan Casino Resort
El Cajon
  • Soak in the sun at three resort pools with a lazy river, cabanas, and swim-up bar.
€107
includes taxes & fees
16 Nov - 17 Nov
Sycuan Casino Resort
A pool area with lounge chairs and umbrellas, a barbecue grill, and a sign for 'AYRES LODGE'.
A hotel with a stone facade, a covered entrance, and a sign that reads "AYRES."
A hotel with a covered patio area featuring outdoor seating and a fire pit.
A woman running on a treadmill in a gym with exercise equipment and a wall with informational posters.

4. Ayres Lodge Alpine

Ayres Lodge Alpine
Alpine
  • Inviting outdoor pool sanctuary in Alpine awaits with a bubbling hot tub and mountain adventure access just steps away.
€104
includes taxes & fees
4 Nov - 5 Nov
Ayres Lodge Alpine
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A motel sign with a directional arrow and a number '6' indicating the entrance.
A motel with a blue sign, a brick facade, and a parking lot with cars.
A reception area with a digital screen displaying weather, a clock, and a sign advertising a 6-star rating.

5. Motel 6 El Cajon, CA - San Diego

Motel 6 El Cajon, CA - San Diego
El Cajon
  • Scenic outdoor pool sanctuary creates a refreshing retreat in the heart of El Cajon.
€64
includes taxes & fees
25 Oct - 26 Oct
Motel 6 El Cajon, CA - San Diego
A swimming pool with a wooden deck, lounge chairs, and a gated entrance.
A hotel room with a large bed, a sofa, a nightstand with a lamp, and a vase of flowers.
A modern bathroom with a glass shower enclosure, a white toilet, a sink with a granite countertop, and a large mirror.
A gym with treadmills, ellipticals, and weight machines.

6. Best Western Plus La Mesa San Diego

Best Western Plus La Mesa San Diego
La Mesa
  • Splash into a refreshing poolside escape where comfort meets convenience at this inviting hotel.
€140
includes taxes & fees
25 Oct - 26 Oct
Best Western Plus La Mesa San Diego
A swimming pool with lounge chairs and umbrellas, surrounded by a building with a white facade and a tree with lights.
A spacious kitchen with a dining area, equipped with modern appliances and ample seating.
A spacious living area with a red sofa, a coffee table with a fruit bowl, and a modern chandelier.
A hotel room with a bed, a desk, a chair, a TV, and a painting on the wall.

7. Lamplighter Inn & Suites at SDSU

Lamplighter Inn & Suites at SDSU
Mid-City
  • Splash into poolside bliss with comfy loungers and umbrellas at this SDSU-adjacent retreat.
€108
includes taxes & fees
1 Nov - 2 Nov
Lamplighter Inn & Suites at SDSU
A nighttime swimming pool with palm trees and a building in the background.
A modern lobby with a stone wall, a fireplace, and contemporary furniture.
A modern hotel lobby with a reception area, seating, and a fireplace.
An outdoor patio area with wicker furniture, a bar, and a pool.

8. Viejas Casino & Willows Hotel

Viejas Casino & Willows Hotel
Alpine
  • Dive into poolside luxury with plush cabanas, where sipping cocktails and unwinding in a hot tub create the perfect resort escape.
€125
includes taxes & fees
17 Nov - 18 Nov
Viejas Casino & Willows Hotel
A swimming pool with lounge chairs, a tennis court, and mountains in the background.
A reception area with a marble and wood reception desk, two hanging pendant lights, a wooden floor, a grey armchair, and a painting of a tree on the wall.
Lobby
A pool table with a view of a mountainous landscape through large windows.

9. Riviera Oaks Resort by Coolvacay

Riviera Oaks Resort by Coolvacay
San Diego Country Estates
  • Mountain sanctuary boasts 2 sparkling pools with sun loungers, tennis courts, and a rejuvenating spa retreat.
€111
includes taxes & fees
20 Oct - 21 Oct
Riviera Oaks Resort by Coolvacay
A hotel pool area with lounge chairs and a building in the background.
A modern living room with a fireplace, patterned chairs, decorative vases, and a ceiling fan.
A modern bathroom with a large mirror, two sinks, a toilet, and a glass-enclosed shower.
A hotel with a covered entrance, palm trees, and a clear sky.

10. Hampton Inn & Suites San Diego-Poway

Hampton Inn & Suites San Diego-Poway
Poway
  • Dive into poolside bliss with comfortable loungers where travellers can bask in California sunshine and enjoy refreshing swims.
€137
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn & Suites San Diego-Poway
View all properties

Choose what matters most at hotels with a pool in Winter Gardens

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Winter Gardens Hotel Reviews

Hard Rock Hotel San Diego

Hard Rock Hotel San Diego

8/10 Good
"The hotel is slightly dated, with the rooms needing a remodel. The beds were very comfortable."
Eugenio 3-night trip
Posted 2 hours ago
Hard Rock Hotel San Diego
Embassy Suites by Hilton San Diego La Jolla

Embassy Suites by Hilton San Diego La Jolla

10/10 Excellent
"The breakfast here is really good in comparison to other hotels (fresh made omelets are always a win) even if the rest of the fare was the average you get anywhere else. Service was good. Our room was clean and spacious, and although a big dated (older furniture, older mini-fridge, old style bathroom, the hand-rest of the sofa was peeling) it was a comfortable stay (except for the pillows that were not great)."
Liza 2-night trip
Posted 2 hours ago
Embassy Suites by Hilton San Diego La Jolla
California Suites Hotel

California Suites Hotel

8/10 Good
"The room itself was comfortable. The location was not the best, very dark its surroundings in the streets."
jesse 1-night trip
Posted 2 hours ago
California Suites Hotel
The Sofia Hotel

The Sofia Hotel

10/10 Excellent
"the hotel although is old looking, is quite modern. it still has old feel but has new fixtures. the room was very comfortable. staff was overly friendly, which was very nice when you are traveling. the coffee in the room was so great. we really loved the location, we walked about 4 square blocks around the hotel every direction. it is very centrally located. there is a new whole foods market 2 blocks away, it was very nice as well. thanks for a great stay."
david H 1-night trip
Posted 4 hours ago
The Sofia Hotel
Bay Club Hotel & Marina

Bay Club Hotel & Marina

10/10 Excellent
"We loved where the hotel was located! Lots of restaurants nearby. The rooms were a nice size. We had a view of the harbor. We would definitely stay here again!"
Rick 1-night trip
Posted 10 hours ago
Bay Club Hotel & Marina
Handlery Hotel

Handlery Hotel

10/10 Excellent
"The parking was a little confusing on my first time there. Scanning room card at the proper area of the machine."
Brett 2-night trip
Posted 18 hours ago
Handlery Hotel
Crowne Plaza San Diego - Mission Valley by IHG

Crowne Plaza San Diego - Mission Valley by IHG

10/10 Excellent
"Over all good the ac is amazing !"
Andy 1-night trip
Posted 22 hours ago
Crowne Plaza San Diego - Mission Valley by IHG
The Alcala Hotel Mission Valley/Seaworld

The Alcala Hotel Mission Valley/Seaworld

10/10 Excellent
"Very kind staff and the rooms were clean during our stay. The only complaint I have was the fact that the internet was spotty on certain timeframes during my stay. Great location and kind staff. Keep it up Alcala hotel ☺️"
Mike 5-night trip
Posted 23 hours ago
The Alcala Hotel Mission Valley/Seaworld

Frequently asked questions

What are some accommodation options with pools in Winter Gardens?
Paradise Point Resort & Spa: Resort, 1-minute walk from Mission Bay. Features 3 restaurants, 5 outdoor swimming pools and a full-service spa. Best Western Seven Seas: Hotel, 1-minute walk from Hotel Circle. Offers 2 hot tubs, an outdoor pool and free self parking. Wyndham San Diego Bayside: Hotel steps from Port of San Diego. Provides 3 restaurants, an outdoor pool and complimentary wireless Internet access. Handlery Hotel: Hotel, 1-minute walk from Hotel Circle. Features 2 restaurants, an outdoor pool and 2 bars. California Suites Hotel: Offers free self parking, an outdoor pool and complimentary wireless Internet access.
What is there to see and do in Winter Gardens?
While you're in the area, consider exploring places such as San Diego Zoo, Petco Park and Marine Corps Recruit Depot. Make a point to visit attractions such as Balboa Park and San Diego Natural History Museum.
When is the best time to book a hotel with a pool in Winter Gardens?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting Winter Gardens in the hottest months of August, September or July, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of February, January or December, when the average temperature is 13°C.