Sleepy Hollow Vacations from ￥265,037

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Sleepy Hollow Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
Price was ￥333,644, price is now ￥265,037 per person
￥265,037
per person
Dec 27 - Jan 3
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Francisco (SFO)
9/10 Wonderful! (4,600 reviews)
Very good location with views across the bay

Reviewed on Nov 11, 2025

San Francisco Proper Hotel

San Francisco Proper Hotel

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was ￥526,209, price is now ￥365,236 per person
￥365,236
per person
Jan 13 - Jan 18
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
8.8/10 Excellent! (779 reviews)
I stayed at Proper Hotwl last night and couldn’t be happier. The hotel is very stylish, artistic, and spotless. I really liked the Aesop brand amenities, the shampoo, creams, and hand wash were a nice touch. The rooftop bar Charmaine’s is one of my favorite spots in San Francisco, with great vibes and charm. The staff were friendly and welcoming, and overall, it was a fun and pleasant stay.

Reviewed on Nov 1, 2025

Hotel G San Francisco

Hotel G San Francisco

4 out of 5
Union Square
Save 100% on your flight
Price was ￥506,636, price is now ￥376,346 per person
￥376,346
per person
Jan 13 - Jan 18
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
8.8/10 Excellent! (1,014 reviews)
Yes and Irene at the front desk was most helpful. The doorman was also extremely helpful, can't remember hsi name just the accent, maybe Scottish.

Reviewed on Nov 4, 2025

Hotel Fiona

Hotel Fiona

3.5 out of 5
Downtown San Francisco
Price was ￥375,354, price is now ￥299,087 per person
￥299,087
per person
Jan 13 - Jan 18
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
8.6/10 Excellent! (866 reviews)
Friendly staff. Easy parking.

Reviewed on Nov 7, 2025

Hotel Abri - Union Square

Hotel Abri - Union Square

3.5 out of 5
Union Square
Price was ￥489,930, price is now ￥399,710 per person
￥399,710
per person
Jan 13 - Jan 18
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
8.6/10 Excellent! (1,013 reviews)
Excellent staff that were very accommodating and friendly. Location was great for getting to all areas of the city quickly and effectively. Lots of good shopping and dining options in the area too!

Reviewed on Nov 7, 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 ￥18,333 per night from Nov 25 to Nov 26
￥18,333
￥21,578 total
Nov 25 - Nov 26
includes taxes & fees
8.8/10 Excellent! (4,798 reviews)
Everyone was so nice. Thank you

Reviewed on Nov 11, 2025

Holiday Inn Golden Gateway by IHG
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 ￥13,834 per night from Dec 12 to Dec 13
￥13,834
￥16,282 total
Dec 12 - Dec 13
includes taxes & fees
8.6/10 Excellent! (1,976 reviews)
Very satisfied with stay

Reviewed on Nov 9, 2025

Hilton San Francisco Financial District
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
200 Marina Blvd, Berkeley, CA
Fully refundableReserve now, pay when you stay
The price is ￥21,461 per night from Nov 30 to Dec 1
￥21,461
￥24,722 total
Nov 30 - Dec 1
includes taxes & fees
8.2/10 Very Good! (3,720 reviews)
Great stay. The restaurant on site is fantastic for dinner and the breakfast was perfect. And great views of the marina and Bay

Reviewed on Nov 12, 2025

DoubleTree by Hilton Hotel Berkeley Marina
See all 3,247 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 ￥265,037, 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)

￥14,503
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

￥20,304
per adult
86% 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

￥21,372
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.