Sleepy Hollow Holidays from AU$2,686

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Your Sleepy Hollow Holiday

Our Sleepy Hollow holiday packages are a time-saving and convenient way to organise and reserve your next retreat. Uncover the true character of this unique neighbourhood without the stress of organising it all yourself. Want to see the sights during your trip to Sleepy Hollow? Make sure you check out nearby attractions like San Francisco Theological Seminary, Imagination Park and American Legion Log Cabin. Don't just wish for it — turn it into reality! Lock in your ideal Sleepy Hollow holiday with Expedia and travel your way.

Top Holiday Package Deals in Sleepy Hollow

Price found within the past 48 hours. Click for updated prices.
The Marker Union Square San Francisco

The Marker Union Square San Francisco

4 out of 5
Union Square
Price was AU$3,296, price is now AU$2,686 per person
AU$2,686
per person
7 July - 13 July
found 5 hours ago
Return direct flight included
Sydney (SYD) to San Francisco (SFO)
9.2/10 Wonderful! (1,199 reviews)
Amazing hotel very clean. Staff always kind and polite ready to help

Reviewed on 14 Apr 2026

Fairmont Heritage Place, Ghirardelli Square

Fairmont Heritage Place, Ghirardelli Square

5 out of 5
Fisherman's Wharf
Save 100% on your flight
Price was AU$10,871, price is now AU$7,152 per person
AU$7,152
per person
7 July - 13 July
found 5 hours ago
Return direct flight included
Sydney (SYD) to San Francisco (SFO)
9.4/10 Exceptional! (393 reviews)
Nothing but great things to say about this place! So much to do and see and staff is sooo nice and helpful.

Reviewed on 5 Apr 2026

The Huntington Hotel

The Huntington Hotel

5 out of 5
Downtown San Francisco
Price was AU$6,180, price is now AU$4,175 per person
AU$4,175
per person
7 July - 13 July
found 5 hours ago
Return direct flight included
Sydney (SYD) to San Francisco (SFO)
10/10 Exceptional! (2 reviews)
After a long hiatus, the Hunington is back, and thanks to the owners and Ken Faulk, the property is as it was in 1980 but with the addition of a lobby bar and understated elegance in the all new rooms and interiors. The Big Four looks like it was never touched. I never imagined an old hotel that everyone loved could have been brought back so elegantly.

Reviewed on 27 Mar 2026

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was AU$4,064, price is now AU$2,992 per person
AU$2,992
per person
7 July - 13 July
found 5 hours ago
Return direct flight included
Sydney (SYD) to San Francisco (SFO)
9/10 Wonderful! (7,351 reviews)
Great breakfast, nice staff and very friendly. Location close to restaurants and shopping.

Reviewed on 16 Apr 2026

Beacon Grand, A Union Square Hotel

Beacon Grand, A Union Square Hotel

4 out of 5
Union Square
Price was AU$3,630, price is now AU$2,871 per person
AU$2,871
per person
7 July - 13 July
found 5 hours ago
Return direct flight included
Sydney (SYD) to San Francisco (SFO)
9.2/10 Wonderful! (1,948 reviews)
The renovations (since it was known as the Sir Francis Drake) created a very nice and pleasant atmosphere. Noise level on the Powell Street-side was relatively high due to a combination of the trollies and late-night conversations/shouting in the street. Otherwise, the stay was fantastic. Note: I unexpectedly ended up extending my stay and was moved to another room. The noise was not an issue at all on the Union Square facing side of the hotel.

Reviewed on 14 Apr 2026

Our pick of the best 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 AU$216 per night from 19 Apr to 20 Apr
AU$216
19 Apr - 20 Apr
includes taxes & fees
9/10 Wonderful! (5,565 reviews)
Staff were amazing! Room was a little noisy, clean but looked old/worn.

Reviewed on 16 Apr 2026

Holiday Inn Golden Gateway by IHG
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 AU$261 per night from 19 Apr to 20 Apr
AU$261
19 Apr - 20 Apr
includes taxes & fees
8.8/10 Excellent! (3,018 reviews)
Pool was clean, Staff is polite and helpful and the rooms are comfortable and clean.

Reviewed on 15 Apr 2026

Handlery Union Square Hotel
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 AU$295 per night from 20 Apr to 21 Apr
AU$295
20 Apr - 21 Apr
includes taxes & fees
9/10 Wonderful! (7,384 reviews)
Great breakfast, nice staff and very friendly. Location close to restaurants and shopping.

Reviewed on 16 Apr 2026

Hotel Riu Plaza Fisherman's Wharf
See all 3,321 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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
Starting from as low as AU$2,686, a holiday 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 holiday 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 holiday 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 travellers.
How far in advance should I book my Sleepy Hollow holiday?
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 holiday homes like oceanfront condos and serviced residences. The list is almost endless!
Can I choose my airline with a Sleepy Hollow Expedia holiday 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 holiday package?
Certainly, and we're here to help. You may be able to cancel or change your Sleepy Hollow holiday 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

Eden Day Spa

Enjoy a trip to Eden Day Spa and popular activities such as hiking in San Anselmo. Wander the area's lush forest or simply enjoy one of its top-notch restaurants.

Eden Day Spa

Activities

Red wood trees in Muir Woods, San Francisco

Muir Woods and Sausalito Tour + Bay Cruise Adventure

AU$189
per adult
84% of travellers recommend
Muir Woods and Sausalito Tour + Bay Cruise Adventure
Muir Woods and Sausalito 1/2 Day Tour

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

AU$135
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

AU$199
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.