Sleepy Hollow Vacations from ￥214,025

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

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    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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The Latest Sleepy Hollow Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Donatello

The Donatello

3.5 out of 5
Union Square
Save 100% on your flight
per person
Sep 26 - Oct 1
found 2 hours ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
9.2/10 Wonderful! (1,000 reviews)
Welcoming, clean, and nice rooms.

Reviewed on Jul 13, 2025

The Marker Union Square San Francisco

The Marker Union Square San Francisco

4 out of 5
Union Square
Save 100% on your flight
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to San Francisco (SFO)
8.8/10 Excellent! (1,003 reviews)
This place was great and the restaurant on first floor had delicious gnocchi! The only reason for not 5 star was I had no view and room was kinda small, but great other then that.

Reviewed on Jul 12, 2025

WorldMark San Francisco

WorldMark San Francisco

2.5 out of 5
Union Square
Save 100% on your flight
per person
Sep 26 - Oct 1
found 2 hours ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
8.4/10 Very Good! (10 reviews)
Great location but staff was not engaging. There was an urgency to purchase timeshare at the location. WiFI is not included with stay.

Reviewed on May 30, 2023

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to San Francisco (SFO)
9/10 Wonderful! (6,533 reviews)
Easy access to Fisherman’s Wharf and activities.

Reviewed on Jul 17, 2025

The Andrews Hotel

The Andrews Hotel

4 out of 5
Union Square
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to San Francisco (SFO)
8.6/10 Excellent! (1,004 reviews)
BEAUTIFUL PROPERTY. restroom extremely small but over all amazing! great staff! even gave us extra time in the morning with no ask! I thought that was nice of them. 10/10 recommend valet at property

Reviewed on Jul 15, 2025

Sleepy Hollow Hotel Deals

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is ￥20,045 per night from Jul 20 to Jul 21
￥20,045
￥23,591 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (4,312 reviews)
"Very nice place"

Reviewed on Jul 17, 2025

Holiday Inn Golden Gateway by IHG
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is ￥20,618 per night from Jul 22 to Jul 23
￥20,618
￥30,378 total
Jul 22 - Jul 23
includes taxes & fees
8.8/10 Excellent! (6,560 reviews)
"Me and family love this hotel. But I think the facilities charge is overpriced. And in the room doesn’t provide any kit of lotion , cotton or laundry bag."

Reviewed on Jul 16, 2025

Hotel Riu Plaza Fisherman's Wharf
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is ￥19,985 per night from Aug 18 to Aug 19
￥19,985
￥23,521 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (1,487 reviews)
Solo,stay
"It was a one night stay to attend an event"

Reviewed on Jul 18, 2025

Hilton San Francisco Financial District
See all 3,218 properties in Sleepy Hollow
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 ￥214,025, 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

Muir Woods and Sausalito 1/2 Day Tour (Small Group)

￥13,926
per adult
100% of travellers recommend
Muir Woods and Sausalito 1/2 Day Tour (Small Group)
The Golden Hour

2hr. SUNSET Sailing Experience on San Francisco Bay

￥21,842
per adult
2hr. SUNSET Sailing Experience on San Francisco Bay
2hr - SUNSET Sailing Experience on San Francisco Bay

SAN FRANCISCO: (2hr) SUNSET Sailing Experience on SF Bay

￥21,842
per adult
SAN FRANCISCO: (2hr) SUNSET Sailing Experience on SF Bay
See all activities in San Anselmo
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.