Sleepy Hollow Holidays
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Our guide on 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
Northwood - Tara
While Northwood - Tara may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lafayette Reservoir and Orinda Theater.
Our pick of the best Sleepy Hollow Hotel Deals
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
Fully refundable
The price is NZ$241 per night from 21 Dec to 22 Dec
NZ$241
21 Dec - 22 Dec
includes taxes & fees
8.8/10 Excellent! (4,938 reviews)
Fast, easy check in. Very convenient having a restaurant located inside the hotel
Reviewed on 7 Dec 2025
Hotel Riu Plaza Fisherman's Wharf
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is NZ$319 per night from 17 Dec to 18 Dec
NZ$319
17 Dec - 18 Dec
includes taxes & fees
8.8/10 Excellent! (7,165 reviews)
The room and hotel was clean. The staff was friendly. The hotel was a great location. Couldn’t ask for anything else.
Reviewed on 5 Dec 2025
Fairmont San Francisco
950 Mason Street Atop Nob Hill San Francisco CA
Fully refundableReserve now, pay when you stay
The price is NZ$526 per night from 14 Dec to 15 Dec
NZ$526
14 Dec - 15 Dec
includes taxes & fees
9/10 Wonderful! (1,426 reviews)
Wonderful
Reviewed on 9 Dec 2025
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.
Discover the most popular places to visit in Sleepy Hollow
Orinda Theater
You can get tickets for a performance at Orinda Theater on your trip to Orinda. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.