Sleepy Hollow Vacations from ￥136,998

Book a Hotel + Flight or Car together to unlock savings

Photo by Faith Robbins
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    Better together

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

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    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.
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to San Francisco (SFO)
9/10 Wonderful! (6,533 reviews)
Very clean snd comfortable. Our room had a terrible view but we enjoyed Fishermans wharf area. Have to pay extra for parking and no breakfast

Reviewed on Jul 10, 2025

The Donatello

The Donatello

3.5 out of 5
Union Square
Save 100% on your flight
per person
Sep 25 - Sep 29
found 12 hours ago
Roundtrip flight included
Tokyo (NRT) to San Francisco (SFO)
9.2/10 Wonderful! (1,000 reviews)
Close to union square. Nice staff. Spacious rooms.

Reviewed on Jun 8, 2025

The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

4.5 out of 5
Union Square
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to San Francisco (SFO)
8.8/10 Excellent! (2,583 reviews)
Grest hotrl, location is perfect. Will stay again

Reviewed on Jul 8, 2025

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to San Francisco (SFO)
9.2/10 Wonderful! (641 reviews)
The property is in a quiet neighborhood and the staff are very responsive and proactive bin terms of communication. The property is an old, beautiful home, but the room was updated and modern in terms of comfort and convenience. Nice bed and nice linens made everything very comfortable.

Reviewed on Jul 3, 2025

Cavallo Point

Cavallo Point

4.5 out of 5
Save 100% on your flight
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to San Francisco (SFO)
9.2/10 Wonderful! (927 reviews)
Great location, property, and staff. Only complaint is the water pressure in showers. Eco-friendly gone too far. For $900 a night, I'd like to be able to wash the shampoo out and feel refreshed.

Reviewed on Jun 26, 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 refundable
The price is ￥18,602 per night from Jul 13 to Jul 14
￥18,602
￥21,894 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (4,248 reviews)
"Great view"

Reviewed on Jul 10, 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 ￥18,868 per night from Jul 21 to Jul 22
￥18,868
￥28,231 total
Jul 21 - Jul 22
includes taxes & fees
8.8/10 Excellent! (6,521 reviews)
"I liked this place but like everyone else who is trying to save a buck in this economy, they overlook the little things. The window was very dirty. The air conditioning units look and sound like they came out of the 90's, it sounded like a truck driving by every time the compressor kicked on. The ..."

Reviewed on Jul 10, 2025

Hotel Riu Plaza Fisherman's Wharf
Hyatt Regency San Francisco
Hyatt Regency San Francisco
4 out of 5
5 Embarcadero Center, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is ￥24,875 per night from Jul 13 to Jul 14
￥24,875
￥35,998 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (1,727 reviews)
"Love this hotel. The staff here is always fantastic! Amy at the front desk was so kind and funny, Tonny in valet was also helpful, kind and a pleasure to talk to. I look forward to our next stay!"

Reviewed on Jul 8, 2025

Hyatt Regency San Francisco
See all 3,207 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 ￥136,998, 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

entering the Muir Woods through a wooden path in San Francisco

Muir Woods Redwoods Tour and Sausalito (Ticket fee included)

￥15,188
per adult
94% of travellers recommend
Muir Woods Redwoods Tour and Sausalito (Ticket fee included)
Muir Woods and Sausalito 1/2 Day Tour

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

￥13,735
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

￥21,542
per adult
2hr. SUNSET Sailing Experience on San Francisco 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.