Sleepy Hollow Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Plan, book, travel with confidence
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    Save up to $580 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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Your Sleepy Hollow Vacation

Our Sleepy Hollow vacation packages are an easy and handy way to organize and book your next escape. Uncover the magic of this unique neighborhood without the stress of organizing everything yourself. Your trip to Sleepy Hollow wouldn't be complete without stopping by major attractions nearby such as San Francisco Theological Seminary, American Legion Log Cabin and Imagination Park. Stop dreaming and start doing. When you're ready to lock in your vacation to Sleepy Hollow, Expedia will help you get there.

The Latest Sleepy Hollow Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The LINE San Francisco

The LINE San Francisco

4 out of 5
Union Square
Save 100% on your flight
per person
Aug 24 - Aug 31
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Francisco (SFO)
8.8/10 Excellent! (277 reviews)
The staff were great!

Reviewed on Jun 12, 2024

Hotel Zephyr San Francisco

Hotel Zephyr San Francisco

4 out of 5
Fisherman's Wharf
per person
Aug 24 - Aug 31
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Francisco (SFO)
8.6/10 Excellent! (1,560 reviews)
Great location. Friendly helpful staff. Fun game room. Nice courtyard with fire pits. Close to Pier 39 and transportation stops. Would definitely stay again

Reviewed on Jun 14, 2024

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9.2/10 Wonderful! (231 reviews)
My favorite hotel in the city

Reviewed on Jun 16, 2024

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
per person
Sep 5 - Sep 12
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Francisco (SFO)
8.8/10 Excellent! (6,292 reviews)
Close proximity to shops, restaurants, wharfs, excursions

Reviewed on Jun 17, 2024

Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Aug 24 - Aug 31
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Francisco (SFO)
9/10 Wonderful! (1,009 reviews)
Property is very nice in a great location. I booked two rooms for myself and another couple. Booked two king bed rooms and only received one king and one queen. They said they could possibly move us into a king in a day or so, did not happen. Not sure if this is an Expedia problem or the hotel. Booking clearly stated each room was to have a king. Very nice hotel other than this problem.

Reviewed on Jun 11, 2024

Sleepy Hollow Hotel Deals

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 $147 per night from Jun 30 to Jul 1
$147
$206 total
includes taxes & fees
Jun 30 - Jul 1
8.6/10 Excellent! (6,286 reviews)
"Breakfast was great easy to get around"

Reviewed on Jun 14, 2024

Hotel Riu Plaza Fisherman's Wharf
Holiday Inn Golden Gateway, an IHG Hotel
Holiday Inn Golden Gateway, an IHG Hotel
3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundable
The price is $115 per night from Jul 3 to Jul 4
$115
$134 total
includes taxes & fees
Jul 3 - Jul 4
8.6/10 Excellent! (2,643 reviews)
"Great hotel for San Francisco. We picked a corner view room a little more expensive but views of SF to die for brilliant. Good options for grabbing a bite to eat and good site for trams and mini buses."

Reviewed on Jun 14, 2024

Holiday Inn Golden Gateway, an IHG Hotel
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 $126 per night from Jun 23 to Jun 24
$126
$148 total
includes taxes & fees
Jun 23 - Jun 24
8.6/10 Excellent! (1,945 reviews)
"Our room amazing :)"

Reviewed on Jun 15, 2024

Handlery Union Square Hotel
See all 3,185 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Sleepy Hollow vacation package cost?
Starting from as low as $501, 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.

Discover the most popular places to visit in Sleepy Hollow

Image for San Francisco Theological Seminary

San Francisco Theological Seminary

4/5(1 review)

Walk around the campus at San Francisco Theological Seminary during your stay in San Anselmo. While in the area, you can find time to visit its shops.

San Francisco Theological Seminary
Image for San Anselmo Town Hall

San Anselmo Town Hall

San Anselmo Town Hall is just one of the places to see in San Anselmo, so why not enjoy the other things to explore during your travels? Wander the area's lush forest or simply enjoy one of its top-notch restaurants.

San Anselmo Town Hall
Image for American Legion Log Cabin

American Legion Log Cabin

Learn about the local history of San Anselmo when you spend time at American Legion Log Cabin. Wander the area's lush forest or simply enjoy one of its top-notch restaurants.

American Legion Log Cabin

Things to do

Image for Muir Woods & Sausalito Tour - Including Golden Gate Bridge

Muir Woods & Sausalito Tour - Including Golden Gate Bridge

$95
Per adult
Muir Woods & Sausalito Tour - Including Golden Gate Bridge
Image for 3-Hour Private Sailing Experience on San Francisco Bay

3-Hour Private Sailing Experience on San Francisco Bay

$795
Per adult
3-Hour Private Sailing Experience on San Francisco Bay
Image for 2-Hour Private Sailing Experience on San Francisco Bay

2-Hour Private Sailing Experience on San Francisco Bay

$695
Per adult
2-Hour Private Sailing Experience on San Francisco Bay
See all activities in San Anselmo

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.