Sleepy Hollow Vacations from $334

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Photo by Faith Robbins

Your Sleepy Hollow Vacation

Our Sleepy Hollow vacation packages are a time-saving and convenient way to organize and reserve your next retreat. Uncover the true character of this unique neighborhood without the stress of organizing it all yourself. Want to see the sights during your trip to Sleepy Hollow? Make sure you check out nearby attractions like San Francisco Theological Seminary, Imagination Park and American Legion Log Cabin. Don't just wish for it — turn it into reality! Lock in your ideal Sleepy Hollow vacation with Expedia and travel your way.

The Latest Sleepy Hollow Vacation Packages

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
Save 100% on your flight
Price was $647, price is now $334 per person
$334
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9/10 Wonderful! (4,487 reviews)
The beds are very comfortable and the sheets are soft and smooth.

Reviewed on Aug 27, 2025

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Price was $1,109, price is now $569 per person
$569
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9/10 Wonderful! (653 reviews)
Super friendly and helpful staff. Great location. Nice and clean accommodations.

Reviewed on Aug 21, 2025

Nob Hill Hotel

Nob Hill Hotel

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $714, price is now $397 per person
$397
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
7.8/10 Good! (1,003 reviews)
Older hotel that had history and color. It was great stay, everything was neat and people working there were super clean

Reviewed on Aug 27, 2025

Hotel Zoe Fisherman's Wharf

Hotel Zoe Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
Price was $883, price is now $532 per person
$532
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9.2/10 Wonderful! (1,437 reviews)
Loved the hotel. We had king corner suite and bed and pillows nice and comfortable. Room was clean and location was perfect! Nice bathroom and had an ice machine and water bottle filling station. Will stay again when visiting SF

Reviewed on Aug 28, 2025

The Andrews Hotel

The Andrews Hotel

4 out of 5
Union Square
Save 100% on your flight
Price was $722, price is now $440 per person
$440
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
8.6/10 Excellent! (1,006 reviews)
Amazing customer service! I also like the coffee machine at the little lobby. Breakfast though not big, but efforts is shown - the donuts is a surprise!

Reviewed on Aug 26, 2025

Sleepy Hollow Hotel Deals

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
$151 nightly
The price is $178 total per night from Sep 1 to Sep 2
$178 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (6,511 reviews)
"Parking was expensive and limited."

Reviewed on Aug 26, 2025

Hotel Riu Plaza Fisherman's Wharf
Hyatt Regency San Francisco

Hyatt Regency San Francisco

4 out of 5
5 Embarcadero Center, San Francisco, CA
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $247 total per night from Aug 31 to Sep 1
$247 total
Aug 31 - Sep 1
Total with taxes and fees
9.2/10 Wonderful! (1,821 reviews)
"It was a great place to stay by the waterfront!"

Reviewed on Aug 25, 2025

Hyatt Regency San Francisco
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 refundable
$135 nightly
The price is $159 total per night from Sep 8 to Sep 9
$159 total
Sep 8 - Sep 9
Total with taxes and fees
8.8/10 Excellent! (4,462 reviews)
Hefty deposit lovely stay
"Our room was clean and comfortable. My only complaint is that when I checked in, I was asked to make a $500 deposit...this feels excessive. I've only ever made a $100 deposit for a hotel room at most, and I felt very blindsided by this price and request as I didn't see any information about it prior. ..."

Reviewed on Aug 25, 2025

Holiday Inn Golden Gateway by IHG
See all 3,265 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.
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All Inclusive Vacations
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Discover the most popular places to visit in Sleepy Hollow

San Francisco Theological Seminary

4/5(1 review)

Walk around the campus at San Francisco Theological Seminary during your stay in San Anselmo. While in the area, you can find time to visit its shops.

San Francisco Theological Seminary

American Legion Log Cabin

Learn about the local history of San Anselmo when you spend time at American Legion Log Cabin. Wander the area's lush forest or simply enjoy one of its top-notch restaurants.

American Legion Log Cabin

San Anselmo Memorial Park

After visiting San Anselmo Memorial Park, make a plan to see the other sights and activities in San Anselmo. Amble around the area's lush forest or seek out the hiking trails.

San Anselmo Memorial Park

Things to do

Muir Woods and Sausalito Tour

Muir Woods and Sausalito Tour (Ferry & Bike Options Available)

$84
per adult
88% of travellers recommend
Muir Woods and Sausalito Tour (Ferry & Bike Options Available)
Muir Woods and Sausalito 1/2 Day Tour

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

$95
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

$149
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.