Rolando Village Vacations from $297

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Your Rolando Village Vacation

Your next great escape is just around the corner with a vacation package to Rolando Village. Food, fun and nothing but great times — you're sure to find it in this neighborhood. Your trip to Rolando Village wouldn't be complete without stopping by leading attractions nearby such as San Diego State University, Viejas Arena and The Salvation Army Kroc Center. Don't just dream it — do it! Reserve your ultimate Rolando Village vacation with Expedia and get to where you're going your way.

The Latest Rolando Village Vacation Packages

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

Somerset

2 out of 5
Downtown San Diego
Save 100% on your flight
Price was $490, price is now $297 per person
$297
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (37 reviews)
My boyfriend and I had a pleasant stay for the weekend.

Reviewed on Sep 6, 2025

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was $983, price is now $416 per person
$416
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.4/10 Very Good! (1,567 reviews)
The Sophia is a wonderful property near all areas we enjoy.

Reviewed on Oct 11, 2025

La Jolla Cove Suites

La Jolla Cove Suites

3 out of 5
Village of La Jolla
Save 100% on your flight
Price was $1,118, price is now $631 per person
$631
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
7/10 Good! (1,036 reviews)
Super staff!! The wedding weekends are a bit loud but you can’t beat the convenient location. Can’t wait to go back :)

Reviewed on Oct 12, 2025

Estancia La Jolla Hotel & Spa

Estancia La Jolla Hotel & Spa

4 out of 5
La Jolla Farms
Save 100% on your flight
Price was $1,157, price is now $679 per person
$679
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (275 reviews)
Beautiful, very helpful staff

Reviewed on Oct 13, 2025

Kona Kai San Diego

Kona Kai San Diego

4 out of 5
Point Loma
Save 100% on your flight
Price was $811, price is now $484 per person
$484
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.4/10 Very Good! (1,006 reviews)
Clean & updated , very pricey for what it is. Basically a hotel room with pool access in a nice area. Not with the price in my opinion. We had a good deal we thought but after the additional cost of parking and resort fees we won’t be back.

Reviewed on Oct 13, 2025

Where to stay in Rolando Village

Find the best Rolando Village areas and neighborhoods for the activities you enjoy most. Learn more about Rolando Village
US Grant Hotel

Downtown San Diego

2 out of top 10 points of interest in this area
4.5/5(8,497 area reviews)

Cultural and financial hub, Downtown San Diego boasts the Symphony, Opera, theaters, museums, and historic sites like Gaslamp Quarter. Enjoy diverse shops, dining, nightlife, and convenient public transport options.

Find hotels in Downtown San Diego

Rolando Village Hotel Deals

Wyndham San Diego Bayside

Wyndham San Diego Bayside

4 out of 5
1355 N Harbor Drive, San Diego, CA
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $205 total per night from Oct 20 to Oct 21
$205 total
Oct 20 - Oct 21
Total with taxes and fees
8.2/10 Very Good! (5,971 reviews)
"Excellent view of the Bay, cruise ships docked at the hotel front door."

Reviewed on Oct 7, 2025

Wyndham San Diego Bayside
DoubleTree by Hilton San Diego - Del Mar

DoubleTree by Hilton San Diego - Del Mar

4 out of 5
11915 El Camino Real, San Diego, CA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $135 total per night from Oct 26 to Oct 27
$135 total
Oct 26 - Oct 27
Total with taxes and fees
8.2/10 Very Good! (1,664 reviews)
"Comfortable"

Reviewed on Oct 13, 2025

DoubleTree by Hilton San Diego - Del Mar
Pendry San Diego

Pendry San Diego

5 out of 5
550 J Street, San Diego, CA
Fully refundableReserve now, pay when you stay
$295 nightly
The price is $342 total per night from Nov 2 to Nov 3
$342 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (1,014 reviews)
"Staff was so friendly and welcoming."

Reviewed on Oct 6, 2025

Pendry San Diego
See all 8,279 properties in Rolando Village
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Rolando Village

San Diego Zoo featuring landscape views, zoo animals and a pond

San Diego Zoo

See nature up-close and personal at one of the country’s largest and most educational zoos.

San Diego Zoo
San Diego Convention Center

San Diego Convention Center

Whether you come for Comic-Con or a medical convention, this huge gathering place in the Marina District of San Diego will more than satisfy your needs.

San Diego Convention Center
Mission Bay featuring a sandy beach

Mission Bay

Mingle with eccentric locals at bohemian beaches, soak up the sun on a Jet Ski and fish from marshy islands at San Diego’s premier water park.

Mission Bay

Things to do

San Diego Whale Watching Tour

San Diego Whale Watching Tour

$57
per adult
86% of travellers recommend
San Diego Whale Watching Tour
San Diego: Museum of Illusions Entry Ticket

San Diego: Museum of Illusions Entry Ticket

$35
per adult
San Diego: Museum of Illusions Entry Ticket
Great Scenery

San Diego Sunset Cruise from Mission Bay

$40
per adult
78% of travellers recommend
San Diego Sunset Cruise from Mission Bay
See all activities in San Diego
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.