Sierra Madre Vacations from ¥237,664

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The Latest Sierra Madre Vacation Packages

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

Hotel Riu Plaza Fisherman's Wharf

Fisherman's Wharf
¥237,664
per person
Nov 1 - Nov 8
just found
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
9/10 Wonderful! (7,632 reviews)
Great location, within walking distance to restaurants etc. Nice bar on the property.

Reviewed on Aug 27, 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
¥257,531
per person
Nov 4 - Nov 10
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Los Angeles (LAX)
8.2/10 Very Good! (1,012 reviews)
Our overall experience was disappointing, particularly when it came to service and attention to detail. The hotel did not seem to be on top of basic room maintenance. For example, the closet door in our room would not open properly—something that should have been noticed and corrected before a guest checked in. We also found the front desk staff to be unnecessarily rigid and felt that the hotel nickel-and-dimed its guests. Our room was already cleaned and available when we arrived around noon, yet we were told we would have to pay an additional $50 if we wanted to check in before 2:00 PM. I can understand an early check-in fee when special arrangements are required, but charging $50 when the room was already sitting ready seemed excessive. On the way to our room, we noticed another room in the same price category that appealed to us a little more. We politely asked if we could switch to that room and were given a flat “No,” without any explanation or attempt to accommodate us. Finally, a large yellow “Wet Floor” sign was left directly in front of our room for our entire two-night stay. When we asked if it could be moved, we were simply told that it could not. It may seem like a small issue, but it was another example of the lack of attention and flexibility we experienced throughout our stay. Our impression of the hotel is that could benefit greatly from better attention to its rooms and a more accommodating, guest-friendly approach to service.

Reviewed on Aug 26, 2026

The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

Union Square
¥249,224
per person
Nov 1 - Nov 8
just found
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
8.8/10 Excellent! (2,259 reviews)
Claremont Resort & Club

Claremont Resort & Club

Claremont Hills
Save 100% on your flight
¥358,087
per person
Nov 1 - Nov 8
just found
Roundtrip flight included
Tokyo (TYO) to Oakland (OAK)
9/10 Wonderful! (1,085 reviews)
Fairmont Miramar Hotel

Fairmont Miramar Hotel

Wilshire Montana
¥354,276
per person
Nov 4 - Nov 10
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Los Angeles (LAX)
8.6/10 Excellent! (1,052 reviews)
Great hotel. Great upgrade. Though the housekeeping was a little overzealous about getting in my room to turn it over as early as 8:30

Reviewed on Aug 27, 2026

Find the Best Sierra Madre Vacation Packages

Sierra Madre Hotel Deals

Loews Hollywood Hotel

Loews Hollywood Hotel

1755 North Highland Avenue Los Angeles CA
Fully refundableReserve now, pay when you stay
¥35,063
¥46,325 total
Sep 6 - Sep 7
includes taxes & fees
9.2/10 Wonderful! (5,501 reviews)
"This is my favourite hotel in LA - have stayed multiple times. Excellent location, incredible views and amazing staff."

Reviewed on Aug 27, 2026

Loews Hollywood Hotel
Hotel Burbank

Hotel Burbank

150 E Angeleno Ave Burbank CA
Fully refundableReserve now, pay when you stay
¥23,230
¥26,047 total
Sep 15 - Sep 16
includes taxes & fees
Hotel Burbank
The Westin Bonaventure Hotel and Suites, Los Angeles

The Westin Bonaventure Hotel and Suites, Los Angeles

404 S Figueroa St Los Angeles CA
Fully refundableReserve now, pay when you stay
¥24,233
¥33,722 total
Sep 7 - Sep 8
includes taxes & fees
The Westin Bonaventure Hotel and Suites, Los Angeles
See all 5,667 properties in Sierra Madre
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.

Stay near popular Sierra Madre attractions

Sierra Madre Playhouse

This intimate 99-seat theater hosts diverse live performances in a historic setting with its distinctive marquee. Enjoy thought-provoking productions and explore nearby restaurants before or after the show.
See properties

Richardson House

Step into this 1890s pioneer residence showcasing Sierra Madre's rich history. The museum's period-furnished rooms offer an authentic glimpse into 19th-century domestic life in this charming mountain town.
See properties

What to do in Sierra Madre

Los Angeles: Old Pasadena Food Tasting Walking Tour

Los Angeles: Old Pasadena Food & Tasting Walking Tour

¥20,749
per adult
Los Angeles: Old Pasadena Food & Tasting Walking Tour
ICONS of LA, Small Group, Beverly Hills, Hollywood, Beach & more

ICONS of LA, Small Group, Beverly Hills, Hollywood, Beach & more

¥12,450
per adult
ICONS of LA, Small Group, Beverly Hills, Hollywood, Beach & more
Los Angeles to Yellowstone 5 Day Tour , Ending in Salt Lake City

Los Angeles to Yellowstone 5-Day Tour, Ending in Salt Lake City

¥191,213
per adult
Los Angeles to Yellowstone 5-Day Tour, Ending in Salt Lake City
See all activities in Sierra Madre

Frequently asked questions

How much does a Sierra Madre vacation package cost?
You'll find cheap prices from ¥237,664 on Expedia for your Sierra Madre break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Sierra Madre costs.
What are the cheapest months to go to Sierra Madre?
You can generally find lower prices and better availability in January, February and November. Take a look at our cheap Sierra Madre vacation packages and you could get some excellent off-season deals.
How many days is enough for Sierra Madre?
Generally, a handful of days is enough to see the main attractions during your Sierra Madre vacation. However, if you prefer to have more time to chill out or go on day tours, think about extending your itinerary.
How to find the best Sierra Madre package deals?
Finding a cheap Sierra Madre package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Sierra Madre package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Sierra Madre vacation as a package?
You can enjoy significant savings on your Sierra Madre getaway by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Sierra Madre?
If you're considering an impromptu Sierra Madre getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Sierra Madre?
  1. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to go to Sierra Madre.
  2. Figure out your budget: Ensure you have enough money to pay for everything from meals and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Sierra Madre.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you want to get to in Sierra Madre. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, book the ideal Sierra Madre vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.