Sleepy Hollow Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Sleepy Hollow
Price found within the past 48 hours. Click for updated prices.
The Bartlett Hotel and Guesthouse
Union Square
CA $505
per person
Oct 7 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8/10 Very good! (1,007 reviews)
First time getting a hotel so I was a bit nervous but they were able to help me with all my questions and made my stay so much
Reviewed on Sep 1, 2026
Treehouse Hotel Silicon Valley
CA $2,812
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.8/10 Exceptional! (148 reviews)
Spent my partners birthday weekend here. Loved the outdoor feel indoors. I upgraded our room to a 1 bedroom cabin. My 6yr old said it’s her favorite hotel so far, and she’s experienced some fancy hotels when we travel. The pool is spacious and every little detail in our room to the restaurant, I felt like so much thought was put into everything. We will be returning for a staycation soon. I highly recommend.
Reviewed on Sep 2, 2026
Sleepy Hollow Hotel Deals
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
CA $200
CA $235 total
Sep 8 - Sep 9
includes taxes & fees
Hotel Riu Plaza Fisherman's Wharf
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
CA $214
CA $309 total
Sep 3 - Sep 4
includes taxes & fees
9/10 Wonderful! (7,649 reviews)
"n/a"
Reviewed on Sep 2, 2026
Hilton San Francisco Union Square
333 O'Farrell St. San Francisco CA
Fully refundableReserve now, pay when you stay
CA $233
CA $275 total
Oct 2 - Oct 3
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.
Frequently asked questions
How much does a Sleepy Hollow vacation package cost?
Starting from as low as CA $505, a vacation package is your gateway to inexpensive travel. Custom build your Sleepy Hollow getaway by selecting from our comprehensive range of hotels, flights and rental cars.
How do I get a cheap travel package to Sleepy Hollow?
Bundle your flights and hotels with Expedia to save big bucks on your next big adventure. With over 550 air carriers and 1,000,000 hotels globally, your Sleepy Hollow vacation package can be tailored exactly to suit your budget. With all that extra cash, why not include a few exciting tours and activities? It's an easy way to unlock even more savings. The vacation you've always dreamed of in Sleepy Hollow is closer than you thought!
Where should I stay in Sleepy Hollow?
With loads to explore in Sleepy Hollow, we suggest you book a hotel close to its attractions. San Francisco Theological Seminary, American Legion Log Cabin and San Anselmo Memorial Park are some interesting ones to put on your to-do list.
What are the top hotels in Sleepy Hollow?
Whether you plan to stay for one night or longer in Sleepy Hollow, you'll get a great night's sleep at San Anselmo Retreat: Hiking, Biking And Relaxation. This place is the first choice for many travelers.
How far in advance should I book my Sleepy Hollow vacation?
While prices change frequently, we generally advise booking your spot as soon as possible. Most international fares become available on Expedia up to a year in advance. If you're booking late, you might still get lucky. Discount prices to Sleepy Hollow occasionally appear in the weeks prior to departure.
What does an Expedia Sleepy Hollow travel package include?
Much of that depends on you. You can select from a variety of Sleepy Hollow packages, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your Sleepy Hollow trip looks like, get set to save!
What should I know before booking a Sleepy Hollow travel package?
Booking all the parts of your trip together is one of the best ways to save. Combine your flights, car rentals and hotels into a tidy package. But it's not just hotels. Expedia features all types of properties, including vacation rentals like oceanfront condos and serviced residences. The list is almost endless!
Can I choose my airline with a Sleepy Hollow Expedia vacation package?
Yes, so take your pick! We have access to over 550 airlines all over the world, so you can customize your Sleepy Hollow trip according to your budget and travel needs.
If I'm not able to travel, can I cancel my Sleepy Hollow vacation package?
Certainly, and we're here to help. You may be able to cancel or change your Sleepy Hollow vacation package at no cost if you booked in the last 24 hours. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your circumstances unexpectedly change, take a look at our Customer Service Portal for more information.
Things to do
Muir Woods and Sausalito 1/2 Day Tour (Small Group)
CA $137
per adult
100% of travellers recommend
Hop-on, Hop-off City Tour & Muir Woods Excursion
CA $194
per adult
92% of travellers recommend
Sail San Francisco Bay on the Historic Brigantine Matthew Turner
CA $140
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.