Lakeside Vacation Packages 2025/2026 from $505

Lakeside flight + hotel vacation packages

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

The Sofia Hotel

Downtown San Diego

Save 100% on your flight

$505

per person

Nov 10 - Nov 15

found 1 day ago

Roundtrip flight included

Dallas (DAL) to San Diego (SAN)

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a lobby fireplace are also offered.

South Coast Winery Resort and Spa

Save 100% on your flight

$701

per person

Nov 16 - Nov 23

found 1 day ago

Roundtrip flight included

Phoenix (PHX) to San Diego (SAN)

This Tuscan-style hotel features an attached winery, a full-service spa, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.

Margaritaville Hotel San Diego Gaslamp Quarter

Downtown San Diego

Save 100% on your flight

$658

per person

Nov 10 - Nov 15

found 1 day ago

Roundtrip flight included

Dallas (DAL) to San Diego (SAN)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. You'll appreciate the 24-hour gym, poolside bar, and rooftop terrace.

Carter Estate Winery and Resort

Save 100% on your flight

$681

per person

Nov 16 - Nov 23

found 1 day ago

Roundtrip flight included

Phoenix (PHX) to San Diego (SAN)

An attached winery and an outdoor pool are featured at this Tuscan-style resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.

The Wayfarer San Diego

Mission Beach

Save 100% on your flight

$792

per person

Nov 10 - Nov 15

found 1 day ago

Roundtrip flight included

Dallas (DAL) to San Diego (SAN)

This hotel features an outdoor pool, a hot tub, and a restaurant. WiFi in public areas is free. Self parking, a coffee shop, and a terrace are also offered.

Top Lakeside hotels deals

Manchester Grand Hyatt San Diego

1 Market Pl, San Diego, CA

Free Cancellation

Reserve now, pay when you stay

$262 nightly

$304 total

Sep 12 - Sep 13

Total with taxes and fees

This eco-certified hotel includes 6 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the hot tub and visit the 3 bars/lounges and poolside bar for drinks.

Pool

Hot Tub

Wyndham San Diego Bayside

1355 N Harbor Drive, San Diego, CA

$174 nightly

$201 total

Sep 11 - Sep 12

Total with taxes and fees

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, express check-out, and free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

Palihotel San Diego Gaslamp Quarter

830 Sixth Avenue, San Diego, CA

$119 nightly

$138 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features a restaurant and 2 bars/lounges. WiFi in public areas is free. Valet parking, a coffee shop, and dry cleaning are also offered.

Pet friendly

Free WiFi

The DEXTRO Little Italy, BW Premier Collection

1617 1st Avenue, San Diego, CA

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$147 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.

Pool

Free WiFi

The Dana on Mission Bay

1710 W Mission Bay Dr, San Diego, CA

Free Cancellation

Reserve now, pay when you stay

$196 nightly

$226 total

Sep 28 - Sep 29

Total with taxes and fees

A marina, 2 outdoor pools, and 2 hot tubs are all featured at this smoke-free hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. 2 poolside bars, a bar/lounge, and restaurant offer options for drinks and a bit to eat.

Pool

Hot Tub

Hard Rock Hotel San Diego

207 5th Ave, San Diego, CA

$252 nightly

$291 total

Sep 28 - Sep 29

Total with taxes and fees

A nightclub, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.

Don't see what you're looking for?

See all available properties in Lakeside

View all properties

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.

Popular places to visit

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.

Lake Jennings

Commune with nature and explore the great outdoors at Lake Jennings during your travels in Lakeside. While in this romantic area, you can savor the top-notch restaurants.

Barona Creek Golf Club

Enjoy a round of golf in Lakeside at Barona Creek Golf Club. Make time to visit the area's casinos, or simply enjoy its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Lakeside?

Starting from as low as $505, hotel and flight packages are an ideal way to stretch your vacation budget. Get ready Lakeside — here you come!

How long should my Lakeside vacation be?

Many visitors choose to stay around 2 nights in Lakeside. But what's right for them mightn't be right for you. Whether you're staying for a couple of days or a couple of weeks, you'll love discovering everything that this place has to offer.

Where can I get the best vacation package deals for Lakeside?

Travelocity will be able to help you snag an awesome Lakeside package deal. With 400 partner airlines and 1,000,000 properties around the world, you're bound to be able to put together the perfect itinerary.

Why should I book my Lakeside vacation package via Travelocity?

With our Price Match Guarantee, we'll match any better price you're able to find. Add on our 24/7 support and superb service and your perfect vacation is well within reach.

Can I save on my Lakeside car rental if I bundle it with hotels and flights?

Sure can — combine your flight, car and hotel into a Lakeside vacation package and you'll save loads. With so much to see and do in and around Lakeside, that rental car will make it easy to explore. Once you're in the driver's seat, turn up the tunes and make tracks to Disneyland® Resort, a top sight around 85 mi from Lakeside.

Which airport is best for Lakeside?

San Diego Intl. Airport (SAN) is where many tourists arrive. It's situated 18 mi southwest from downtown Lakeside. Alternatively, check out the fares to McClellan-Palomar Airport (CLD), which is 30 mi away from central Lakeside.

What is there to do in Lakeside?

Lakeside is brimming with places to discover, such as Barona Casino and Lake Jennings. These renowned attractions are on most tourists' travel schedules.

Where should I stay when visiting Lakeside?

Many people spend their nights at the Amazing private secluded San Diego home with resort style pool!. It's sure to be a good base for your Lakeside escape.