Sleepy Hollow Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Sleepy Hollow

Price found within the past 48 hours. Click for updated prices.
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
Price was CA $1,355, price is now CA $965 per person
CA $965
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Francisco (SFO)
8.8/10 Excellent! (2,372 reviews)
The staff were amazing! They greet you every time they see you! They address us by our names which was nice! The room was comfortable and spacious. Shopping within walking distance of the hotel. The Bourbon Steak bar was amazing drinks were on point. Then we decided to eat at the restaurant I definitely look forward to coming back. The only thing I didn’t like was they charge $100 a night to park at the hotel although we were staying there.

Reviewed on May 17, 2026

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was CA $1,837, price is now CA $1,236 per person
CA $1,236
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (7,507 reviews)
Clean, near everything . The parking is small for big trucks

Reviewed on May 17, 2026

The Huntington Hotel

The Huntington Hotel

5 out of 5
Downtown San Francisco
Price was CA $3,778, price is now CA $2,576 per person
CA $2,576
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8.8/10 Excellent! (13 reviews)
Great rooms. Perfect location. Beautiful hotel overall. Wish we had more time at the property. We'd love to stay again.

Reviewed on Apr 27, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $3,366, price is now CA $2,330 per person
CA $2,330
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (540 reviews)
Amazing ambiance. Great staff and Daily Breakfast.

Reviewed on Apr 10, 2026

Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Price was CA $1,451, price is now CA $1,028 per person
CA $1,028
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (1,391 reviews)
Clean room, friendly staff, yummy breakfast.

Reviewed on May 18, 2026

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 CA $199 per night from May 25 to May 26
CA $199
CA $291 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (7,474 reviews)
"Clean, near everything . The parking is small for big trucks"

Reviewed on May 17, 2026

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 CA $167 per night from May 25 to May 26
CA $167
CA $196 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (2,777 reviews)
"Yes"

Reviewed on May 18, 2026

Hilton San Francisco Financial District
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 CA $186 per night from May 25 to May 26
CA $186
CA $219 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (5,760 reviews)
"This is a very reasonably priced option in the heart of SF"

Reviewed on May 17, 2026

Holiday Inn Golden Gateway by IHG
See all 3,058 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.
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Frequently asked questions

How much does a Sleepy Hollow vacation package cost?
Starting from as low as CA $965, 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)

CA $136
per adult
100% of travellers recommend
Muir Woods and Sausalito 1/2 Day Tour (Small Group)
2hr - SUNSET Sailing Experience on San Francisco Bay

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

CA $205
per adult
SAN FRANCISCO: (2hr) SUNSET Sailing Experience on SF Bay
Combo image of City sightseeing and Muir Woods National Monument entrance

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

CA $193
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.