Sleepy Hollow Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

Photo by Faith Robbins
  • Plan, book, travel with confidence

  • Better together

    Save up to ฿4,531 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 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 ฿4,327 per night from 9 Nov to 10 Nov
฿4,327
฿5,093 total
9 Nov - 10 Nov
includes taxes & fees
8.8/10 Excellent! (4,695 reviews)
"Overall, my experience at Holiday Inn Golden Gateway was mixed. The room itself was clean and comfortable, and the staff inside the hotel were friendly and helpful during our stay. However, we had an issue with the security outside late at night. We came back around 2 a.m. and didn’t realize we needed ..."

Reviewed on 18 Oct 2025

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 ฿4,497 per night from 30 Oct to 31 Oct
฿4,497
฿5,293 total
30 Oct - 31 Oct
includes taxes & fees
8.8/10 Excellent! (2,779 reviews)
"A good stay. I travel a lot to the SF area. This was a big nightly price for me, much more than I usually choose to pay. It was nice but it was a lot per night."

Reviewed on 19 Oct 2025

Handlery Union Square Hotel
Fairmont San Francisco

Fairmont San Francisco

5 out of 5
950 Mason Street Atop Nob Hill, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is ฿7,685 per night from 10 Nov to 11 Nov
฿7,685
฿10,398 total
10 Nov - 11 Nov
includes taxes & fees
8.8/10 Excellent! (1,403 reviews)
"Obviously, this is a historic, classic, original Fairmont hotel. Friendly staffs, and great services. I have absolutely nothing negative to say about this property. Firmaont San Francisco, enough said."

Reviewed on 13 Oct 2025

Fairmont San Francisco
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 , 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 rentals 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.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.