Sleepy Hollow Holidays from £846

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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.
Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
Ingold - Milldale
Price was £1,188, price is now £846 per person
£846
per person
20 May - 27 May
found 1 day ago
Return flight included
London (LHR) to San Francisco (SFO)
9/10 Wonderful! (4,833 reviews)
Great view of the bay. Rooms are nice.

Reviewed on 16 Apr 2026

Club Wyndham Canterbury

Club Wyndham Canterbury

3 out of 5
Union Square
Save 100% on your flight
Price was £3,341, price is now £1,573 per person
£1,573
per person
1 Jul - 8 Jul
found 1 day ago
Return direct flight included
Manchester (MAN) to San Francisco (SFO)
9.2/10 Wonderful! (733 reviews)
Great location, good-sized rooms, pretty clean, comfortable bed. The bathroom was pretty big, but there are no counters; the sink is very small, and there's no space for my makeup or facial products. The area has many restaurant choices, within walking distance of shopping centers.

Reviewed on 2 Apr 2026

Beacon Grand, A Union Square Hotel

Beacon Grand, A Union Square Hotel

4 out of 5
Union Square
Price was £1,416, price is now £875 per person
£875
per person
20 May - 27 May
found 1 day ago
Return flight included
London (LHR) 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

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was £1,500, price is now £975 per person
£975
per person
20 May - 27 May
found 1 day ago
Return flight included
London (LHR) to San Francisco (SFO)
9/10 Wonderful! (7,351 reviews)
Breakfast was Amazing!!!!

Reviewed on 16 Apr 2026

San Remo Hotel

San Remo Hotel

2 out of 5
North Beach
Save 100% on your flight
Price was £3,807, price is now £2,483 per person
£2,483
per person
1 Jul - 8 Jul
found 1 day ago
Return direct flight included
Manchester (MAN) to San Francisco (SFO)
8.8/10 Excellent! (1,002 reviews)
Great location. Friendly accommodating staff. Nice amenities. Charming decor. Would stay again.

Reviewed on 6 Apr 2026

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
Fully refundableReserve now, pay when you stay
The price is £114 per night from 19 Apr to 20 Apr
£114
per night
19 Apr - 20 Apr
9/10 Wonderful! (5,567 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 £129 per night from 19 Apr to 20 Apr
£129
per night
19 Apr - 20 Apr
8.8/10 Excellent! (3,022 reviews)
Comfy bed, slightly dated rooms. Pool was a big plus. Great location.

Reviewed on 16 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 £156 per night from 20 Apr to 21 Apr
£156
per night
20 Apr - 21 Apr
9/10 Wonderful! (7,382 reviews)
Breakfast was Amazing!!!!

Reviewed on 16 Apr 2026

Hotel Riu Plaza Fisherman's Wharf
See all 3,327 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 £846. 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)

£71
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

£105
per adult
92% of travellers recommend
Hop-on, Hop-off City Tour & Muir Woods Excursion
The Golden Hour at the Golden Gate

2hr. SUNSET Sailing Experience on San Francisco Bay

£112
per adult
2hr. SUNSET Sailing Experience on San Francisco Bay
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.