Sleepy Hollow Holidays from NZ$2,597

Book a Hotel + Flight or Car together to unlock savings

Photo by Faith Robbins

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Sleepy Hollow

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was NZ$3,069, price is now NZ$2,597 per person
NZ$2,597
per person
16 Dec - 19 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to San Francisco (SFO)
9/10 Wonderful! (7,008 reviews)
The floor in the bathroom was sticky. The bathtub leaked The coffee was atrocious and the food on the buffet was not good.

Reviewed on 12 Nov 2025

@ Marbella Lane - 3BR W/sweeping Views of Bay Area

@ Marbella Lane - 3BR W/sweeping Views of Bay Area

3 out of 5
South San Mateo
Price was NZ$4,353, price is now NZ$3,605 per person
NZ$3,605
per person
16 Dec - 19 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to San Francisco (SFO)
No reviews
Argonaut Hotel

Argonaut Hotel

4.5 out of 5
Fisherman's Wharf
Price was NZ$3,140, price is now NZ$2,665 per person
NZ$2,665
per person
16 Dec - 19 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to San Francisco (SFO)
9.4/10 Exceptional! (1,160 reviews)
Breakfast was excellent, our server each day, Martin, was the best. Overall great location and hotel to stay with a child.

Reviewed on 10 Nov 2025

Fairmont Heritage Place, Ghirardelli Square

Fairmont Heritage Place, Ghirardelli Square

5 out of 5
Fisherman's Wharf
Price was NZ$5,799, price is now NZ$4,936 per person
NZ$4,936
per person
16 Dec - 19 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to San Francisco (SFO)
9.4/10 Exceptional! (383 reviews)
Very courteous staff

Reviewed on 13 Aug 2025

Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
Price was NZ$3,092, price is now NZ$2,638 per person
NZ$2,638
per person
16 Dec - 19 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to San Francisco (SFO)
9/10 Wonderful! (4,600 reviews)
Very good location with views across the bay

Reviewed on 11 Nov 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
Fully refundableReserve now, pay when you stay
The price is NZ$248 per night from 21 Nov to 22 Nov
NZ$248
21 Nov - 22 Nov
includes taxes & fees
8.8/10 Excellent! (4,780 reviews)
Clean, very friendly staff, easy to navigate, safe

Reviewed on 8 Nov 2025

Holiday Inn Golden Gateway by IHG
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is NZ$193 per night from 30 Nov to 1 Dec
NZ$193
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (1,973 reviews)
I think overall good experience among many hotels options. Convinient location and trust brand.

Reviewed on 8 Nov 2025

Hilton San Francisco Financial District
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
200 Marina Blvd, Berkeley, CA
Fully refundableReserve now, pay when you stay
The price is NZ$284 per night from 23 Nov to 24 Nov
NZ$284
23 Nov - 24 Nov
includes taxes & fees
8.2/10 Very Good! (3,675 reviews)
Room was older, yet clean and the bed was wonderful. Food was excellent and restaurant staff amazing. Oh, the cookies were amazing!

Reviewed on 7 Nov 2025

DoubleTree by Hilton Hotel Berkeley Marina
See all 3,259 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$2,597, 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

Muir Woods and Sausalito 1/2 Day Tour

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

NZ$165
per adult
100% of travellers recommend
Muir Woods and Sausalito 1/2 Day Tour (Small Group)
Muir Redwoods Guided Tour from San Francisco

Muir Redwoods Tour from San Francisco

NZ$172
per adult
86% of travellers recommend
Muir Redwoods Tour from San Francisco
Muir Woods & Sausalito Tour - Including Golden Gate Bridge

Muir Woods & Sausalito Tour - Including Golden Gate Bridge

NZ$174
per adult
Muir Woods & Sausalito Tour - Including Golden Gate Bridge
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.