Sleepy Hollow Holidays from £627

Book a Hotel + Flight or Car together to unlock savings

Photo by Faith Robbins

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Packages with flights are ATOL protected

Your Sleepy Hollow Holiday

Our Sleepy Hollow holiday packages are an easy and handy way to organise and book your next escape. Uncover the magic of this unique neighbourhood without the stress of organising 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 holiday to Sleepy Hollow, Expedia will help you get there.

Price found within the past 48 hours. Click for updated prices.
Fitzgerald Hotel

Fitzgerald Hotel

3 out of 5
Union Square
Price was £905, price is now £627 per person
£627
per person
1 Nov - 8 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to San Francisco (SFO)
7.8/10 Good! (435 reviews)
Staff is so polite and very helpful. The beds were firm-great for anyone who has a challenged back. Elevator is vintage and really neat but, not made for modern luggage and wheelchairs. Super clean-I always check! Lovely, convenient stay.

Reviewed on 4 Aug 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was £1,868, price is now £1,141 per person
£1,141
per person
25 Sept - 30 Sept
found 1 day ago
Return flight included
London (LON) to San Francisco (SFO)
9.2/10 Wonderful! (431 reviews)
I really enjoyed my stay at 1 Hotel San Francisco. The property is chic, stylish, and perfectly located close to the water with STK conveniently right across the street. The hotel feels thoughtfully designed, ergonomically friendly, and incredibly comfortable. One of the best parts for me was how pet-friendly it is—without any extra charges or hidden fees. They even provided my puppy with a cozy bed and dishes, which was such a thoughtful touch. While it is definitely on the pricier side, the experience is absolutely worth it—I would definitely stay here again with no hesitation.

Reviewed on 16 Aug 2025

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was £1,112, price is now £733 per person
£733
per person
1 Nov - 8 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to San Francisco (SFO)
9/10 Wonderful! (6,641 reviews)
Amazing customer service

Reviewed on 19 Aug 2025

Hotel Zoe Fisherman's Wharf

Hotel Zoe Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was £1,113, price is now £772 per person
£772
per person
1 Nov - 8 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to San Francisco (SFO)
9.2/10 Wonderful! (1,403 reviews)
We loved our stay here! Great location. Safe. We walked mostly and Ubered here a there for longer destinations. Rooms clean but cozy. Friendly and helpful staff. Would recommend and would stay again.

Reviewed on 18 Aug 2025

Fairmont San Francisco

Fairmont San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was £2,177, price is now £1,515 per person
£1,515
per person
21 Sept - 28 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to San Francisco (SFO)
9/10 Wonderful! (1,315 reviews)
Grand Victorian style and exceptional staff. Comfortable and spacious rooms.

Reviewed on 16 Aug 2025

Top hotels in Sleepy Hollow

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 £145 per night from 24 Aug to 25 Aug
£145
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (6,689 reviews)
"Very clean!"

Reviewed on 18 Aug 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 £190 per night from 23 Aug to 24 Aug
£190
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (1,804 reviews)
"I have been coming to the Hyatt Regency Embarcadero for many many years and I have yet to be disappointed."

Reviewed on 17 Aug 2025

Hyatt Regency San Francisco
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 £104 per night from 24 Aug to 25 Aug
£104
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (1,633 reviews)
"Great experience all around."

Reviewed on 16 Aug 2025

Hilton San Francisco Financial District
See all 3,255 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Sleepy Hollow travel package cost?
Customize your Sleepy Hollow package from just £627. Pick from any combination of hotels, flights and rental cars to build the trip you've been dreaming of. Don't forget to add on a few experiences or activities!
If I'm not able to travel, can I cancel my Sleepy Hollow travel package?
Don't stress if you're rethinking your Sleepy Hollow travel package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally understand life can throw the occasional spanner in the works, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Sleepy Hollow?
Bundle your hotels and flights with Expedia to save on your next adventure. With over 550 partner airlines and 1,000,000 hotel options globally, your Sleepy Hollow travel package can be customized exactly to suit your budget. With all those extra dollars, why not throw in one or two fun activities and tours? It's an easy way to unlock even more savings. Your dream holiday in Sleepy Hollow is much closer than you thought!
Does Expedia offer Book Now, Pay Later Sleepy Hollow holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a dream getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip in multiple transactions.
  • Low deposit holidays: When you want to jump on an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Sleepy Hollow?
With so much to discover in Sleepy Hollow, it makes sense to secure a room in a hotel close to its attractions. American Legion Log Cabin, Imagination Park and San Francisco Theological Seminary are some good ones to put on your to-do list.
What are the top hotels in Sleepy Hollow?
If it's your first time in Sleepy Hollow, book a room at San Anselmo Inn or San Anselmo Retreat: Hiking, Biking And Relaxation. Both have good amenities and are favourites among many travellers.
How far in advance should I book my Sleepy Hollow holiday?
While prices change from time to time, we generally recommend reserving your seat as early as possible. Many international airfares can be found on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still be lucky. Cheap tickets to Sleepy Hollow sometimes occur only weeks before departure.
What does an Expedia Sleepy Hollow travel package include?
Rental cars, flights and hotels, or any combination of the three — the choice is all yours! Whether you're visiting Sleepy Hollow with the family or adventuring with your friends, there's a package to fit your style and budget. Once you've made your booking, why not add on a couple of tours or activities?
What should I know before booking a Sleepy Hollow travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy fantastic discounts. Hotels aren't your only choice, however. Book with us and select from beachfront villas, chalets in the middle of mountains and even treehouses and ranches!
Can I choose my airline with a Sleepy Hollow Expedia travel package?
Yes, you're in charge. We have access to over 550 airlines all over the world, so you can design your Sleepy Hollow trip according to your budget and travel needs.

Things to do

Muir Woods and Sausalito 1/2 Day Tour

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

£70
per adult
100% of travellers recommend
Muir Woods and Sausalito 1/2 Day Tour (Small Group)
Combo image of City sightseeing and Muir Woods National Monument entrance

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

£103
per adult
92% of travellers recommend
Hop-on, Hop-off City Tour & Muir Woods Excursion
Bixby Bridge

Monterey, Carmel and Big Sur private Day Trip from San Francisco

£676
per traveller
Monterey, Carmel and Big Sur private Day Trip from San Francisco
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. Flight-inclusive packages are ATOL protected.