Sleepy Hollow Vacations from ￥150,521

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    Save up to ￥45,448 when you book a flight and hotel together*

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The Latest Sleepy Hollow Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel G San Francisco

Hotel G San Francisco

4 out of 5
Union Square
Save 100% on your flight
Price was ￥200,943, price is now ￥150,521 per person
￥150,521
per person
May 18 - May 25
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to San Francisco (SFO)
9/10 Wonderful! (1,015 reviews)
Great location for the Union Square area! Room was nice and clean, no street noise.

Reviewed on Mar 29, 2026

Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
Ingold - Milldale
Price was ￥359,846, price is now ￥253,486 per person
￥253,486
per person
Jun 18 - Jun 25
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
9/10 Wonderful! (4,822 reviews)
Breakfast was fresh and ready! Staff was very nice and room was clean. Our stay went very 👌 I would recommend this hotel.

Reviewed on Mar 31, 2026

Canopy by Hilton San Francisco SoMa

Canopy by Hilton San Francisco SoMa

4 out of 5
Downtown San Francisco
Price was ￥553,482, price is now ￥401,140 per person
￥401,140
per person
Jun 14 - Jun 19
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
9/10 Wonderful! (1,013 reviews)
My room was absolutely stunning.

Reviewed on Mar 29, 2026

Beacon Grand, A Union Square Hotel

Beacon Grand, A Union Square Hotel

4 out of 5
Union Square
Price was ￥481,474, price is now ￥349,952 per person
￥349,952
per person
Jun 14 - Jun 19
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
9.2/10 Wonderful! (1,941 reviews)
This property is special. Boutique feeling with a opulence of the yesteryears. We met the GM, Leif who is warm and welcoming and ever present, in a great way! Can't wait to visit again.

Reviewed on Mar 31, 2026

Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
Union Square
Price was ￥347,024, price is now ￥258,143 per person
￥258,143
per person
Jun 14 - Jun 19
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
8.8/10 Excellent! (2,922 reviews)
Staff helpful and courteous

Reviewed on Mar 29, 2026

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 ￥20,913 per night from Apr 12 to Apr 13
￥20,913
￥24,615 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (5,469 reviews)
Good Stay- wish the rooms had queens instead of double beds though

Reviewed on Mar 31, 2026

Holiday Inn Golden Gateway by IHG
Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is ￥25,270 per night from Apr 5 to Apr 6
￥25,270
￥29,741 total
Apr 5 - Apr 6
includes taxes & fees
8.8/10 Excellent! (2,954 reviews)
Ac is okay, pillow was given 3, but rather soft. Overall good location, good and decent hotel, but whenever nearby room door is closed, the air will make a loud sound to my door too. So when chambermaid is cleaning up rooms around mine, it will be endless slamming sound on my door too.

Reviewed on Mar 30, 2026

Handlery Union Square Hotel
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 ￥22,065 per night from Apr 19 to Apr 20
￥22,065
￥32,510 total
Apr 19 - Apr 20
includes taxes & fees
9/10 Wonderful! (7,398 reviews)
The only drawback during our stay was the noticeable noise from footsteps in the room above. It would greatly improve the guest experience if additional sound insulation could be considered to minimize this disturbance.

Reviewed on Mar 31, 2026

Hotel Riu Plaza Fisherman's Wharf
See all 3,328 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 ￥150,521, 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)

￥14,811
per adult
100% of travellers recommend
Muir Woods and Sausalito 1/2 Day Tour (Small Group)
Red wood trees in Muir Woods, San Francisco

Muir Woods and Sausalito Tour + Bay Cruise Adventure

￥20,736
per adult
84% of travellers recommend
Muir Woods and Sausalito Tour + Bay Cruise Adventure
Combo image of City sightseeing and Muir Woods National Monument entrance

Hop-on, Hop-off City Tour & Muir Woods Excursion

￥21,827
per adult
92% of travellers recommend
Hop-on, Hop-off City Tour & Muir Woods Excursion
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.