Sleepy Hollow Holidays

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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.
  • Reception
    Jul 5 - Jul 10

    Embassy Hotel + Flight

    Downtown San Francisco
    5 nights
    2.5 star property
    6.6/10 - (809 reviews)
    "good"
    Reviewed June 1, 2026
    Return • London (LHR) - San Francisco (SFO)
    LHR - SFO • Direct SFO - LHR • Direct
    £2,184
    £1,433
    per traveller
    found 2 days ago
    Embassy Hotel
  • Deluxe Room, 2 Double Beds | Premium bedding, blackout curtains, free WiFi, bed sheets
    Aug 17 - Aug 27

    The Grove Inn + Flight

    Western Addition
    10 nights
    3.0 star property
    9.2/10 - Wonderful (714 reviews)
    "The Grove Inn was great for a quick trip into San Francisco. Close enough to the area. Be mindful it is San Francisco and the streets are definitely full of hilss. If you can walk, everything is close enough. If you can't, Ubers are always available. The hotel itself was clean and secure with the charm of the Victorian Homes that are known for the area. Will definitely return to stay again. Thank you Azizza!"
    Reviewed May 20, 2026
    Return • London (LGW) - San Francisco (SFO)
    LGW - SFO • 2 stops SFO - LGW • 2 stops
    £2,202
    £1,446
    per traveller
    found 2 days ago
    The Grove Inn
  • Exterior
    Jul 8 - Jul 13

    Fairmont Heritage Place, Ghirardelli Square + Flight

    Fisherman's Wharf
    5 nights
    5.0 star property
    9.4/10 - Exceptional (402 reviews)
    Return • London (LHR) - San Francisco (SFO)
    LHR - SFO • Direct SFO - LHR • Direct
    Save 100% on your flight
    £3,689
    £2,443
    per traveller
    found 2 days ago
    Fairmont Heritage Place, Ghirardelli Square
  • 2 restaurants; breakfast, lunch, dinner and brunch served
    Jul 5 - Jul 10

    San Francisco Proper Hotel + Flight

    Downtown San Francisco
    5 nights
    4.0 star property
    8.8/10 - Excellent (857 reviews)
    "Overall, we enjoyed our stay and the hotel itself has a great vibe and beautiful design. One thing that would have really elevated the experience would be having the terrace open throughout the day so guests could fully enjoy the property. It would have been such a nice place to relax, read a book, or enjoy coffee. The terrace was typically only open after 5 PM. The first night we were there it was closed for a private party, and another evening it did not open until 7 PM, which felt a little..."
    Reviewed May 8, 2026
    Return • London (LHR) - San Francisco (SFO)
    LHR - SFO • Direct SFO - LHR • Direct
    £2,446
    £1,642
    per traveller
    found 2 days ago
    San Francisco Proper Hotel
  • 3 bars/lounges
    Jul 5 - Jul 10

    Canopy by Hilton San Francisco SoMa + Flight

    Downtown San Francisco
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,006 reviews)
    "Not worth the money. Mouse problem in the lobby. Downstairs restaurant is not open. Was told the coffee shop was going to open at 7am 7:20am still not open then the front desk said sorry it’s closed for the day because someone didn’t come to work. Valet was unorganized, front desk staff had zero desire to help. I called the front desk to get our car out of valet 20 min in advance and it seemed to be a huge inconvenience that I was calling. Apparently valet was supposed to give us a QR code which..."
    Reviewed June 1, 2026
    Return • London (LHR) - San Francisco (SFO)
    LHR - SFO • Direct SFO - LHR • Direct
    £2,505
    £1,686
    per traveller
    found 2 days ago
    Canopy by Hilton San Francisco SoMa

Top hotels in Sleepy Hollow

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 £157 per night from 4 Jun to 5 Jun
£157
4 Jun - 5 Jun
includes taxes & fees
9/10 Wonderful! (5,842 reviews)
"10/10 overall"

Reviewed on 1 Jun 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 £187 per night from 10 Jun to 11 Jun
£187
10 Jun - 11 Jun
includes taxes & fees
9/10 Wonderful! (7,511 reviews)
"Great breakfast buffet!"

Reviewed on 2 Jun 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 £131 per night from 7 Jun to 8 Jun
£131
7 Jun - 8 Jun
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 Jun 2026

Handlery Union Square Hotel
See all 3,048 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 . 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)

£73
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
Awesome San Francisco Bay Private Sailing Adventure via Sausalito

Awesome San Francisco Bay Private Sailing Adventure via Sausalito

£122
per adult
Awesome San Francisco Bay Private Sailing Adventure via Sausalito
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.