Pope Valley Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Pope Valley Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Urban Boutique Hotel
Downtown San Diego
$732
per person
Dec 2 - Dec 8
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Book a stay at this business-friendly hotel in San Diego. Enjoy free breakfast, free WiFi, and a 24-hour front desk. 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.
I really loved that it was a small hotel and close to everything in Little Italy. Will totally stay there again!
Reviewed on Sep 24, 2026
The Sofia Hotel
Downtown San Diego
$735
per person
Dec 2 - Dec 8
found 23 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.
Hotel Riu Plaza Fisherman's Wharf
Fisherman's Wharf
$756
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San Francisco (SFO)
Book a stay at this business-friendly hotel in San Francisco. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 39 and Lombard Street are located nearby.
Bahia Resort Hotel
Central Mission Beach
$737
per person
Dec 2 - Dec 8
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Book a stay at this business-friendly resort in San Diego. Enjoy breakfast (surcharge), 24-hour room service, and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Mission Beach and Mission Bay are located nearby.
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
$1,049
per person
Dec 2 - Dec 8
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Stay at this hotel in San Diego. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.
Paradise Point Resort & Spa
Mission Bay
$918
per person
Dec 2 - Dec 8
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Book a stay at this beach resort in San Diego. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Mission Bay and Mission Beach are located nearby.
Don't see what you're looking for?
See all available trips from Columbus to Pope Valley
View all tripsTop Hotel Deals
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3421 Cleveland Ave Santa Rosa CA
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the pool and the helpful ...
Silverado Resort
1600 Atlas Peak Road Napa CA
Book a stay at this spa resort in Napa. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hotel La Rose
308 Wilson Street Santa Rosa CA
Book a stay at this historic hotel in Santa Rosa. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the restaurant and the helpful staff ...
SENZA Hotel
4066 Howard Ln Napa CA
Stay at this hotel in Napa. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions ...
Calistoga Motor Lodge and Spa
1880 Lincoln Avenue Calistoga CA
Book a stay at this spa hotel in Calistoga. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Dry Creek Inn MOD Collection by Sonesta
198 Dry Creek Road Healdsburg CA
Book a stay at this family-friendly hotel in Healdsburg. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
The Estate Yountville
6481 Washington Street Yountville CA
Book a stay at this luxury hotel in Yountville. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the helpful staff in ...
Hotel Yountville
6462 Washington Street Yountville CA
Book a stay at this spa hotel in Yountville. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the property condition ...
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
2777 4th St Santa Rosa CA
Book a stay at this spa hotel in Santa Rosa. Enjoy 2 outdoor pools, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
Solage, Auberge Collection
755 Silverado Trl Calistoga CA
Book a stay at this luxury hotel in Calistoga. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
La Quinta Inn & Suites Santa Rosa Sonoma
111 Commercial Court Santa Rosa CA
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hotel E
37 Old Courthouse Square Santa Rosa CA
Stay at this hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the bar and the helpful staff in our reviews. ...
Hyatt Regency Sonoma Wine Country
170 Railroad Street Santa Rosa CA
Stay at this hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
El Bonita Motel
195 Main Street St. Helena CA
Stay at this motel in St. Helena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Golden Haven Hot Springs
1713 Lake Street Calistoga CA
Book a stay at this spa hotel in Calistoga. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
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.
Thu, Nov 5 - Sat, Nov 7
SAN
San Diego Intl.
STS
Sonoma County
$117
Roundtrip
found 3 days ago
Tue, Oct 13 - Sun, Oct 18
SAN
San Diego Intl.
STS
Sonoma County
$167
Roundtrip
found 5 days ago
Sat, Nov 7 - Mon, Nov 23
SAN
San Diego Intl.
STS
Sonoma County
$177
Roundtrip
found 3 days ago
Tue, Oct 13 - Sun, Oct 18
SAN
San Diego Intl.
STS
Sonoma County
$257
Roundtrip
found 5 days ago
Best points of interest in Pope Valley
- Browns Hill Vacations
- Cache Creek Casino Resort Vacations
- Calistoga Hot Springs Vacations
- Castello di Amorosa Vacations
- Healdsburg Plaza Vacations
- Russian River Vacations
- V. Sattui Winery Vacations
- Safari West Vacations
- Charles M. Schulz Museum Vacations
- Silverado Resort - North and South Courses Vacations
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations