Sleepy Hollow Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Sleepy Hollow Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Meritage Resort and Spa
Soscol Gateway South
Price was $1,499, price is now $1,152 per person
$1,152
per person
Dec 30 - Jan 3
found 6 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 4-star spa resort in Napa. Enjoy 2 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Napa Valley Wine Train and Trinitas Cellars are located nearby.
Oakland Airport Executive Hotel
Airport District
Price was $1,881, price is now $1,322 per person
$1,322
per person
Dec 30 - Jan 3
found 3 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 3-star business-friendly hotel in Oakland. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the clean rooms and the overall value in our reviews. Popular attractions San Francisco Bay and Oakland Arena are located nearby.
Claremont Resort & Club
Claremont Hills
Price was $1,681, price is now $1,191 per person
$1,191
per person
Dec 30 - Jan 3
found 6 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 5-star luxury hotel in Berkeley. Enjoy 3 outdoor pools, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Greek Theater and Berkeley Marina are located nearby.
Stanly Ranch, Auberge Collection
Save 100% on your flight
Price was $3,408, price is now $2,514 per person
$2,514
per person
Dec 30 - Jan 3
found 6 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 5-star luxury hotel in Napa. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Napa Valley Wine Train and Ceja Vineyards are located nearby.
Carneros Resort and Spa
Save 100% on your flight
Price was $3,544, price is now $2,689 per person
$2,689
per person
Dec 30 - Jan 3
found 6 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 5-star luxury hotel in Napa. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Napa Valley Wine Train and Domaine Carneros are located nearby.
Milliken Creek Inn
Alta Heights
Save 100% on your flight
Price was $2,795, price is now $2,148 per person
$2,148
per person
Dec 30 - Jan 3
found 6 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 4.5-star luxury hotel in Napa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Oxbow Public Market are located nearby.
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Hilton San Francisco Financial District
750 Kearny St, San Francisco, CA
22.81 km from Sleepy Hollow
Book a stay at this business-friendly hotel in San Francisco. Enjoy breakfast (surcharge), a fitness center, and WiFi (surcharge). Our guests praise the helpful ...
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave, San Francisco, CA
24.36 km from Sleepy Hollow
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool ...
DoubleTree by Hilton Hotel Berkeley Marina
200 Marina Blvd, Berkeley, CA
11.73 km from Sleepy Hollow
Stay at this 4-star eco-certified hotel in Berkeley. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
Hotel Riu Plaza Fisherman's Wharf
2500 Mason St, San Francisco, CA
22.75 km from Sleepy Hollow
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 ...
Fairmont San Francisco
950 Mason Street Atop Nob Hill, San Francisco, CA
23.4 km from Sleepy Hollow
Stay at this 5-star luxury hotel in San Francisco. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the property ...
Club Quarters Hotel in San Francisco
424 Clay St, San Francisco, CA
22.53 km from Sleepy Hollow
Stay at this 4-star business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Chancellor Hotel on Union Square
433 Powell St, San Francisco, CA
23.48 km from Sleepy Hollow
Stay at this 3.5-star business-friendly hotel in San Francisco. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful ...
Hyatt Regency San Francisco
5 Embarcadero Center, San Francisco, CA
22.3 km from Sleepy Hollow
Stay at this 4-star eco-certified hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
The Marker Union Square San Francisco
501 Geary St, San Francisco, CA
23.85 km from Sleepy Hollow
Book a stay at this boutique hotel in San Francisco. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
The Pickwick Hotel
85 5th St, San Francisco, CA
23.72 km from Sleepy Hollow
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff ...
Comfort Inn by the Bay
2775 Van Ness Ave, San Francisco, CA
23.94 km from Sleepy Hollow
Book a stay at this business-friendly hotel in San Francisco. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the ...
citizenM San Francisco Union Square
72 Ellis Street, San Francisco, CA
23.6 km from Sleepy Hollow
Stay at this 4-star business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Soma House
121 7th Street, San Francisco, CA
24.26 km from Sleepy Hollow
Stay at this 3.5-star hotel in San Francisco. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
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.
Sat, Dec 13 - Mon, Dec 15
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$140 Roundtrip, found 6 days ago
$140
Roundtrip
found 6 days ago
Wed, Dec 10 - Tue, Dec 16
JFK
John F. Kennedy Intl.
SFO
San Francisco Intl.
$177 Roundtrip, found 5 hours ago
$177
Roundtrip
found 5 hours ago
Thu, Dec 11 - Mon, Dec 15
JFK
John F. Kennedy Intl.
SFO
San Francisco Intl.
$197 Roundtrip, found 5 hours ago
$197
Roundtrip
found 5 hours ago
Wed, Dec 10 - Mon, Dec 15
EWR
Newark Liberty Intl. Airport
SFO
San Francisco Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Wed, Dec 10 - Mon, Dec 15
EWR
Newark Liberty Intl. Airport
SFO
San Francisco Intl.
$207 Roundtrip, found 2 days ago
$207
Roundtrip
found 2 days ago