Sleepy Hollow Holidays from NZ$2,678

Book a Hotel + Flight or Car together to unlock savings

Photo by Faith Robbins

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Top Holiday Package Deals in Sleepy Hollow

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
per person
15 Sept - 22 Sept
found 3 hours ago
Return flight included
Auckland (AKL) to San Francisco (SFO)
9/10 Wonderful! (4,394 reviews)
Although the property hasn’t been updated in a while, it’s in an excellent location to SFO, the free shuttle is easy and convenient, the property is very clean, beautiful view of the bay, and amazingly quiet. Breakfast was better than most and 24 hour coffee was perfect. Next time I’m commuting through SFO I’ll stay here.

Reviewed on 16 Jul. 2025

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Save 100% on your flight
per person
15 Sept - 22 Sept
found 3 hours ago
Return flight included
Auckland (AKL) to San Francisco (SFO)
9.2/10 Wonderful! (644 reviews)
The property is in a quiet neighborhood and the staff are very responsive and proactive bin terms of communication. The property is an old, beautiful home, but the room was updated and modern in terms of comfort and convenience. Nice bed and nice linens made everything very comfortable.

Reviewed on 3 Jul. 2025

The Andrews Hotel

The Andrews Hotel

4 out of 5
Union Square
per person
15 Sept - 22 Sept
found 3 hours ago
Return flight included
Auckland (AKL) to San Francisco (SFO)
8.6/10 Excellent! (1,004 reviews)
BEAUTIFUL PROPERTY. restroom extremely small but over all amazing! great staff! even gave us extra time in the morning with no ask! I thought that was nice of them. 10/10 recommend valet at property

Reviewed on 15 Jul. 2025

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
per person
15 Sept - 22 Sept
found 3 hours ago
Return flight included
Auckland (AKL) to San Francisco (SFO)
9/10 Wonderful! (6,533 reviews)
Amazing location !! Also was able to check in early after a long drive ! Great customer service . Close to EVERYTHING

Reviewed on 15 Jul. 2025

Hotel Caza Fisherman's Wharf

Hotel Caza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
per person
15 Sept - 22 Sept
found 3 hours ago
Return flight included
Auckland (AKL) to San Francisco (SFO)
9/10 Wonderful! (3,641 reviews)
Loved how it was so close to all the shops

Reviewed on 16 Jul. 2025

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 NZ$252 per night from 20 July to 21 July
NZ$252
20 July - 21 July
includes taxes & fees
8.8/10 Excellent! (4,282 reviews)
"This was a great place for a vacation with 2 young girls. We were close to everything, food was good, service was good and the girls got to swim!"

Reviewed on 15 Jul. 2025

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 NZ$325 per night from 21 July to 22 July
NZ$325
21 July - 22 July
includes taxes & fees
8.8/10 Excellent! (6,569 reviews)
"Walking distance to the piers and tourist sites. Breakfast was very good. Lot of variety and they always replenish."

Reviewed on 15 Jul. 2025

Hotel Riu Plaza Fisherman's Wharf
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St, San Francisco, CA
The price is NZ$266 per night from 11 Aug to 12 Aug
NZ$266
11 Aug - 12 Aug
includes taxes & fees
8.6/10 Excellent! (1,469 reviews)
"Very nice just a rough area."

Reviewed on 15 Jul. 2025

Hilton San Francisco Financial District
See all 3,222 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.

Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
Starting from as low as NZ$2,678, 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.

Activities

entering the Muir Woods through a wooden path in San Francisco

Muir Woods Redwoods Tour and Sausalito (Ticket fee included)

NZ$175
per adult
94% of travellers recommend
Muir Woods Redwoods Tour and Sausalito (Ticket fee included)
Muir Woods and Sausalito 1/2 Day Tour

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

NZ$158
per adult
100% of travellers recommend
Muir Woods and Sausalito 1/2 Day Tour (Small Group)
The Golden Hour

2hr. SUNSET Sailing Experience on San Francisco Bay

NZ$247
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.