Sleepy Hollow Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Save up to AU$2,500 when you book a flight and hotel together*

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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.

Price found within the past 48 hours. Click for updated prices.
  • Reception
    Jul 7 - Jul 28

    Embassy Hotel + Flight

    Downtown San Francisco
    21 nights
    2.5 star property
    6.6/10 - (809 reviews)
    "good"
    Reviewed June 1, 2026
    Return • Sydney (SYD) - San Francisco (SFO)
    SYD - SFO • 1 stop SFO - SYD • 1 stop
    AU$4,301
    AU$2,910
    per traveller
    found 1 day ago
    Embassy Hotel
  • Lobby sitting area
    Jul 7 - Jul 28

    Hotel Riu Plaza Fisherman's Wharf + Flight

    Fisherman's Wharf
    21 nights
    4.0 star property
    9.0/10 - Wonderful (7,513 reviews)
    "Great location, nice breakfast."
    Reviewed June 2, 2026
    Return • Sydney (SYD) - San Francisco (SFO)
    SYD - SFO • 1 stop SFO - SYD • 1 stop
    Save 100% on your flight
    AU$8,465
    AU$5,055
    per traveller
    found 1 day ago
    Hotel Riu Plaza Fisherman's Wharf
  • Exterior
    Jul 7 - Jul 28

    Fairmont Heritage Place, Ghirardelli Square + Flight

    Fisherman's Wharf
    21 nights
    5.0 star property
    9.4/10 - Exceptional (402 reviews)
    Return • Sydney (SYD) - San Francisco (SFO)
    SYD - SFO • 1 stop SFO - SYD • 1 stop
    Save 100% on your flight
    AU$23,611
    AU$15,041
    per traveller
    found 1 day ago
    Fairmont Heritage Place, Ghirardelli Square
  • City view
    Jul 7 - Jul 28

    Stanford Court San Francisco + Flight

    Downtown San Francisco
    21 nights
    4.0 star property
    9.0/10 - Wonderful (1,412 reviews)
    "Great location on Nob Hill, and best price around."
    Reviewed June 2, 2026
    Return • Sydney (SYD) - San Francisco (SFO)
    SYD - SFO • 1 stop SFO - SYD • 1 stop
    Save 100% on your flight
    AU$6,762
    AU$4,444
    per traveller
    found 1 day ago
    Stanford Court San Francisco
  • 55-inch TV with digital channels, pay films
    Jul 7 - Jul 28

    The Clift Royal Sonesta San Francisco + Flight

    Union Square
    21 nights
    4.0 star property
    9.2/10 - Wonderful (1,466 reviews)
    "Great location with top tier staff"
    Reviewed June 2, 2026
    Return • Sydney (SYD) - San Francisco (SFO)
    SYD - SFO • 1 stop SFO - SYD • 1 stop
    AU$5,810
    AU$3,952
    per traveller
    found 1 day ago
    The Clift Royal Sonesta San Francisco

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
The price is AU$294 per night from 4 June to 5 June
AU$294
4 June - 5 June
includes taxes & fees
9/10 Wonderful! (5,825 reviews)
"The veiw from my corner suit was amazing!"

Reviewed on 2 June 2026

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 AU$316 per night from 10 June to 11 June
AU$316
10 June - 11 June
includes taxes & fees
9/10 Wonderful! (7,513 reviews)
"Great location, nice breakfast."

Reviewed on 2 June 2026

Hotel Riu Plaza Fisherman's Wharf
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$262 per night from 7 June to 8 June
AU$262
7 June - 8 June
includes taxes & fees
8.8/10 Excellent! (3,170 reviews)
"I have stayed at the Handlery before and like the staff and the accommodations. This stay I booked a Premier room and it was more spacious and included bathrobes which was nice. I will definitely book the Premier room when I stay again. Nice heated pool. Location downtown is convenient to all transport. ..."

Reviewed on 2 June 2026

Handlery Union Square Hotel
See all 3,038 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 , 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$184
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$137
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$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.