Chester Vacations

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Chester Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Ash&9th

Ash&9th

Downtown San Diego
$419
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to San Diego (SAN)
Stay at this hotel in San Diego. Enjoy free WiFi, parking (surcharge), and cable TV channels. Popular attractions Petco Park and Port of San Diego are located nearby.
Alex was AMAZING! We were looking for some water and the vending machine was out, he gave us water from his own car! Now that’s going the extra mile and excellent customer service. The shower was amazing and all the amenities were great.

Reviewed on Sep 18, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
Save 100% on your flight
$534
per person
Dec 3 - Dec 7
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Book a stay at this historic hotel in San Diego. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Diego and Petco Park are located nearby.
The bar on-site, Truva, was lovely. Location is excellent. The lobby had a nostalgic noir vibe. Rooms are small but cozy. Ours had a single small window but that's just the way the hotel was built. Convenient sink outside the bathroom setup allowed one person to shower while the other could use the sink in the room.

Reviewed on Sep 18, 2026

Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

Historic Downtown Coronado
Save 100% on your flight
$1,376
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to San Diego (SAN)
Book a stay at this luxury resort in Coronado. Enjoy free WiFi, 2 outdoor pools, and 7 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.
Ocean Park Inn

Ocean Park Inn

Pacific Beach
Save 100% on your flight
$980
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to San Diego (SAN)
Book a stay at this beach hotel in San Diego. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mission Beach and Mission Bay are located nearby.
Handlery Hotel

Handlery Hotel

Mission Valley
$530
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to San Diego (SAN)
Book a stay at this business-friendly hotel in San Diego. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions San Diego Zoo and Balboa Park are located nearby.
El Cordova Hotel on Coronado Island

El Cordova Hotel on Coronado Island

Historic Downtown Coronado
$746
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to San Diego (SAN)
Stay at this hotel in Coronado. Enjoy 2 restaurants, 2 bars/lounges, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Hotel del Coronado and Petco Park are located nearby.
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Top Hotel Deals

Best Western Rose Quartz Inn

Best Western Rose Quartz Inn

306 Main Street Chester CA
0.06 km from city center
Stay at this hotel in Chester. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our ...
Antlers Inn

Antlers Inn

268 Main Street Chester CA
0.2 km from city center
Stay at this hotel in Chester. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Lake Almanor and Chester Park are located ...
Drakesbad Guest Ranch

Drakesbad Guest Ranch

14423 Chester Warner Valley Road Chester CA
21.15 km from city center
Stay at this lodge in Chester. Enjoy free breakfast, free parking, and concierge services. Popular attractions Lassen Volcanic National Park and Kings Creek ...
The Bidwell House

The Bidwell House

#1 Main Street Chester CA
1.02 km from city center
Book a stay at this business-friendly B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Black Forest Lodge

The Black Forest Lodge

44675 Hwy 36 E Mill Creek CA
13.38 km from city center
Stay at this hotel in Mill Creek. Enjoy free WiFi, free parking, and an in-room coffeemaker.
The Village at Highlands Ranch

The Village at Highlands Ranch

41500 Hwy 36E Mill Creek CA
23 km from city center
Stay at this inn in Mill Creek. Enjoy free parking, breakfast (surcharge), and 2 meeting rooms. Our guests praise the helpful staff in our reviews. Popular attractions ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
United
United
Alaska Airlines