Lakeside Vacation Packages 2026 from $501

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

$501

per person

Nov 22 - Nov 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Diego (SAN)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. 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.

Guesthouse Hotel at La Valle

Save 100% on your flight

$996

per person

Dec 24 - Dec 31

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to San Diego (SAN)

A full-service spa, 10 outdoor tennis courts, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Fairmont Grand Del Mar

Carmel Valley

Save 100% on your flight

$2,796

per person

Dec 1 - Dec 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Diego (SAN)

This luxury hotel features a golf course, a full-service spa, and 6 restaurants. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking.

Bahia Resort Hotel

Central Mission Beach

$1,053

per person

Dec 26 - Dec 31

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Diego (SAN)

A private beach, a marina, and 2 outdoor tennis courts are all featured at this smoke-free resort. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Bring the family and enjoy the free kid's club, playground, and arcade/game room.

Coronado Beach Resort

Historic Downtown Coronado

Save 100% on your flight

$567

per person

Jan 1 - Jan 4

found 1 day ago

Roundtrip flight included

Seattle (SEA) to San Diego (SAN)

This condo features a 24-hour gym and a hot tub. Enjoy the sauna and perks like free WiFi. Self parking is offered and multilingual staff can provide around-the-clock assistance.

Top Lakeside hotels deals

Wyndham San Diego Bayside

1355 N Harbor Drive San Diego CA

Free Cancellation

Reserve now, pay when you stay

$182 nightly

$211 total

Oct 22 - Oct 23

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 and free WiFi in public areas. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

Pool

Pet friendly

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA

Free Cancellation

Reserve now, pay when you stay

$254 nightly

$292 total

Nov 1 - Nov 2

Total with taxes and fees

This smoke-free resort features a full-service spa, a marina, and 3 restaurants. Family-friendly amenities include mini golf and kid-friendly dining, along with kayaking. Enjoy the 5 outdoor pools and perks like free WiFi.

Pool

Hot Tub

Handlery Hotel

950 Hotel Cir N San Diego CA

$112 nightly

$128 total

Nov 12 - Nov 13

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and visit the 2 bars/lounges and poolside bar for drinks.

Pool

Hot Tub

Bay Club Hotel & Marina

2131 Shelter Island Dr San Diego CA

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$194 total

Oct 26 - Oct 27

Total with taxes and fees

A marina, a gym, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.

Pool

Hot Tub

Sheraton San Diego Resort

1380 Harbor Island Dr San Diego CA

Free Cancellation

Reserve now, pay when you stay

$183 nightly

$210 total

Oct 25 - Oct 26

Total with taxes and fees

A marina, 5 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the 2 hot tubs, and relax with drinks at the bar/lounge and poolside bar.

Pool

Hot Tub

Hard Rock Hotel San Diego

207 5th Ave San Diego CA

Free Cancellation

Reserve now, pay when you stay

$221 nightly

$256 total

Oct 25 - Oct 26

Total with taxes and fees

A nightclub, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like free WiFi. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Pool

Free WiFi

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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.

Stay near popular Lakeside attractions

A calm lake with a boat, surrounded by lush greenery and mountains in the background.

Lake Jennings

9.0/10 (2 reviews)

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.

See properties

Frequently asked questions

How much are vacation packages to Lakeside?

Starting from as low as $501, 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.