Sleepy Hollow Vacation Packages
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Top Holiday Package Deals in Sleepy Hollow
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Berkeley Marina
Price was CA $1,657, price is now CA $1,094 per person
CA $1,094
per person
Nov 28 - Dec 5
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Oakland (OAK)
8.2/10 Very Good! (3,353 reviews)
Fantastic location, nice facilities and friendly staff, especially the maids.
Reviewed on Sep 8, 2025
Alila Napa Valley, a Hyatt Luxury Resort
Price was CA $10,077, price is now CA $6,603 per person
CA $6,603
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.4/10 Exceptional! (108 reviews)
Great Vineyard view and staff was very accommodating!
Reviewed on Mar 20, 2025
Vino Bello Resort
Soscol Gateway South
Price was CA $2,529, price is now CA $1,663 per person
CA $1,663
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Oakland (OAK)
8.4/10 Very Good! (1,001 reviews)
The property was lovely. Our room had a few issues: an extremely loud, ticking air conditioner that for some of my guests couldn't sleep for others it was fine. The coffee maker did not come with a filter and when we requested assistance, it never resulted in fixing the issue. Parking was challenging we had not realized there would be a concert throughout the weekend. Otherwise, pool area was wonderful and the grounds themselves a treat. Would suggest when walking to the statue go with another person, I ended being observed by a homeless person hiding in the bush just next to the statue, which was unnerving.
Reviewed on Sep 2, 2025
Hotel Yountville
Price was CA $3,375, price is now CA $2,264 per person
CA $2,264
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.6/10 Exceptional! (1,002 reviews)
Honestly, one of the nicest places I’ve ever stayed. So well built and beautiful
Reviewed on Sep 6, 2025
Silverado Resort
Price was CA $1,955, price is now CA $1,330 per person
CA $1,330
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Oakland (OAK)
8.8/10 Excellent! (1,049 reviews)
Good location. Clean, and well maintained property. Will highly recommend this property.
Reviewed on Sep 6, 2025
Where to stay in Sleepy Hollow
Find the best Sleepy Hollow areas and neighborhoods for the activities you enjoy most. Learn more about Sleepy Hollow
Knickerbocker
1 out of top 10 points of interest in this area
Even though there aren't top sights in Knickerbocker, you can explore the larger area and take in top sights like Orinda Theater. Jump on the metro at Orinda Station to see more of the city.
Sleepy Hollow Hotel Deals
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Sep 11 to Sep 12
CA $198
CA $233 total
Sep 11 - Sep 12
includes taxes & fees
Hotel Riu Plaza Fisherman's Wharf
2500 Mason St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Sep 21 to Sep 22
CA $194
CA $286 total
Sep 21 - Sep 22
includes taxes & fees
Hyatt Regency San Francisco
5 Embarcadero Center, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Sep 11 to Sep 12
CA $247
CA $356 total
Sep 11 - Sep 12
includes taxes & fees
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
