Rolando Vacations from $275

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Your Rolando Vacation

Our Rolando vacation packages are an easy and handy way to organize and reserve your next break. Experience the magic of this unique neighborhood without the burden of planning everything yourself. Wondering where to go during your trip to Rolando? Nearby attractions such as San Diego State University, Viejas Arena and The Salvation Army Kroc Center are good places to begin. Don't just think about it — do it! Lock in your perfect Rolando vacation with Expedia and get to where you're going your way.

The Latest Rolando Vacation Packages

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

The Sofia Hotel

Downtown San Diego

$275

per person

Oct 27 - Oct 30

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

8.6/10 Excellent! (2,462 reviews)

Well for starters WiFi went out so couldn’t do any work, the AC didn’t work super well, and too it off, found a dead roach on my bed when I woke up. Will not be staying here again.

Reviewed on Aug 21, 2026

Paradise Point Resort & Spa

Mission Bay

$754

per person

Oct 27 - Oct 30

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

8.8/10 Excellent! (2,774 reviews)

Ocean Villas of Carlsbad

Carlsbad Village

Save 100% on your flight

$1,271

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

9/10 Wonderful! (20 reviews)

Great location and incredible views. Large deck and living room. Ellie in the office is great

Reviewed on Jun 17, 2026

Shore House at The Del, LXR Hotels & Resorts

Historic Downtown Coronado

Save 100% on your flight

$1,354

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

9.2/10 Wonderful! (174 reviews)

Coronado Beach Resort

Historic Downtown Coronado

Save 100% on your flight

$663

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

9/10 Wonderful! (811 reviews)

I’ve stayed there before, and I will most definitely stay there again! The staff are amazing. Erick made the check-in a breeze. I love the location, the beach and all the best restaurants are right next to you.

Reviewed on Aug 21, 2026

Where to stay in Rolando

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

A grand building with a central fountain, palm trees, and a flag.

Downtown San Diego

3 out of top 10 points of interest in this area

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.

A pier extending into calm waters with people on it and a sandy beach with seaweed and a few individuals.

Pacific Beach

Boasting a lively nightlife scene, Pacific Beach offers miles of sandy shores, a bustling 3.2-mile boardwalk, and attractions like Crystal Pier and Kate Sessions Park. Enjoy local shops, bars, and eateries along the vibrant walkway.

A sandy beach with a lifeguard tower, ocean waves, and people in the distance.

Mission Beach

Spanning nearly two miles of oceanfront, this sandbar community offers sunbathing, surfing, and beach volleyball, with nearby attractions like Belmont Park's Giant Dipper Roller Coaster and SeaWorld in Mission Bay Park.

A lively street scene with outdoor seating at various bars and restaurants, including 'The Field' and 'Sloppy Joe's'.

Gaslamp Quarter

Downtown San Diego's historic district boasts Victorian-era buildings, now housing vibrant restaurants, shops, and entertainment venues. Stroll from Broadway to Harbor Drive, and 4th to 6th Avenue, admiring the newly installed gaslamps at Market Street.

An aerial view of a coastal city with a marina, a large body of water, and a peninsula with buildings.

Mission Bay

1 out of top 10 points of interest in this area

If you're spending some time in Mission Bay, Mission Bay and Mission and Pacific Beaches are top sights worth seeing.

Rolando Hotel Deals

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA

Fully refundableReserve now, pay when you stay

$255 nightly

$293 total

Sep 7 - Sep 8

Total with taxes and fees

Manchester Grand Hyatt San Diego

1 Market Pl San Diego CA

Fully refundableReserve now, pay when you stay

$235 nightly

$272 total

Sep 7 - Sep 8

Total with taxes and fees

9/10 Wonderful! (2,813 reviews)

"I have stayed here in the past. It’s a beautiful, modern and clean Hotel. Great location! Walking distance to Gaslamp Quarters, Convention Center and Seaport Village. What I didn’t like is the pool in our tower was shut down for renovation. The 2nd pool in the 2nd tower was overly full with ..."

Reviewed on Aug 21, 2026

Wyndham San Diego Bayside

1355 N Harbor Drive San Diego CA

Fully refundableReserve now, pay when you stay

$180 nightly

$208 total

Sep 7 - Sep 8

Total with taxes and fees

8.6/10 Excellent! (6,275 reviews)

"It was great stay overall view from room specially when its 11 floor was just superb"

Reviewed on Aug 21, 2026

See all 8,303 properties in Rolando

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.