Windsor Square Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Kawada Hotel

Kawada Hotel

3 out of 5
Downtown Los Angeles
Price was S$1,163, price is now S$888 per person
S$888
per person
21 Sept - 25 Sept
found 3 hours ago
Return flight included
Boston (BOS) to Los Angeles (LAX)
8.2/10 Very Good! (1,072 reviews)
My husband and I stayed here. I stayed for one night on August 16th. I was shocked by how small the queen room was. I do not recommend this place for two or more people in one room; this room is more convenient for one person. The location was the best part of the stay. You are a 3-minute walk from Grand Central and near other shops, so it is easy to walk to.

Reviewed on 18 Aug, 2025

Hotel Maya

Hotel Maya

4 out of 5
Price was S$1,173, price is now S$902 per person
S$902
per person
21 Sept - 25 Sept
found 3 hours ago
Return flight included
Boston (BOS) to Long Beach (LGB)
8.4/10 Very Good! (1,744 reviews)
They didn’t have any towels for the pool, and the restaurant closed early on our stay, but the property is beautiful. Definitely would stay again.

Reviewed on 18 Aug, 2025

Kimpton Everly Hotel Hollywood by IHG

Kimpton Everly Hotel Hollywood by IHG

4 out of 5
Hollywood
Price was S$1,222, price is now S$942 per person
S$942
per person
21 Sept - 25 Sept
found 3 hours ago
Return flight included
Boston (BOS) to Los Angeles (LAX)
8.8/10 Excellent! (1,003 reviews)
The ambiance was very cool and comforting. Front desk staff are amazing! They’re very very accommodating and helpful. I love the whole place. It was very modern and worth the price ✨

Reviewed on 17 Aug, 2025

Short Stories Hotel

Short Stories Hotel

4 out of 5
Beverly Grove
Price was S$1,570, price is now S$1,213 per person
S$1,213
per person
21 Sept - 25 Sept
found 3 hours ago
Return flight included
Boston (BOS) to Los Angeles (LAX)
9.2/10 Wonderful! (1,005 reviews)
Our room was super clean and decorated beautifully. The cleaning staff checked on us twice during our stay, just to make sure we weren’t missing anything, as we didn’t want cleaning every day. Front desk staff was cordial, and the courtyard restaurant was nice. The area the hotel is in is quite busy, and it’s close to the farmer’s market, The Grove, and a Trader Joe’s (good for cheap water and snacks when heading out for the day). Unfortunately, the area is a bit scruffy and the hotel was noisy at night due to the restaurant in the courtyard as well as traffic. I’d stay at this hotel again, as the price was good and cleanliness is important to us.

Reviewed on 18 Aug, 2025

W Hollywood

W Hollywood

4.5 out of 5
Hollywood
Price was S$1,618, price is now S$1,261 per person
S$1,261
per person
21 Sept - 25 Sept
found 3 hours ago
Return flight included
Boston (BOS) to Los Angeles (LAX)
9.2/10 Wonderful! (127 reviews)
Fantastic hotel in central LA!

Reviewed on 20 Aug, 2025

Where to stay in Windsor Square

Find the best Windsor Square areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Square
Downtown Los Angeles showing a city

Downtown Los Angeles

2 out of top 10 points of interest in this area
4/5(134 area reviews)

Vibrant and buzzy, Downtown LA is packed full of arts, culture and history.

Find hotels in Downtown Los Angeles

Top hotels in Windsor Square

Hilton Garden Inn LAX Los Angeles Airport

Hilton Garden Inn LAX Los Angeles Airport

3 out of 5
5249 W Century Blvd, Los Angeles, CA
Fully refundableReserve now, pay when you stay
The price is S$192 per night from 27 Aug to 28 Aug
S$192
27 Aug - 28 Aug
includes taxes & fees
7.6/10 Good! (421 reviews)
"Great staff. Weird situations for shuttle to LAX and odd mixture of stylish new surroundings with old and worn carpets. A place in transition which offers fair rates and good service."

Reviewed on 20 Aug, 2025

Hilton Garden Inn LAX Los Angeles Airport
citizenM Los Angeles Downtown

citizenM Los Angeles Downtown

4 out of 5
361 South Spring Street, Los Angeles, CA
Fully refundableReserve now, pay when you stay
The price is S$208 per night from 24 Aug to 25 Aug
S$208
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (3,615 reviews)
"The vibe was so cool! The room was so fun and comfy. The staff was soooo sweet and there was so much good food around! I would stay here again for sure"

Reviewed on 19 Aug, 2025

citizenM Los Angeles Downtown
The Westin Bonaventure Hotel and Suites, Los Angeles

The Westin Bonaventure Hotel and Suites, Los Angeles

4 out of 5
404 S Figueroa St, Los Angeles, CA
Fully refundableReserve now, pay when you stay
The price is S$241 per night from 24 Aug to 25 Aug
S$241
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (2,613 reviews)
"The space of the toilet is tu reduce and kinda weird 😅"

Reviewed on 19 Aug, 2025

The Westin Bonaventure Hotel and Suites, Los Angeles
See all 9,525 properties in Windsor Square
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 Windsor Square holiday package cost?
We make it simple for everyone to travel, with Windsor Square packages starting from just S$888. You'll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate getaway, why not add a couple of tours and experiences to your itinerary?
How do I get a cheap travel package to Windsor Square?
Booking a hotel and flight together with Expedia won't just save precious time — it'll save you a pretty penny too. A Windsor Square holiday package makes it a cinch to organise your perfect trip. With more than 550 airlines worldwide to pick from, finding flights that fit your busy schedule won't be difficult. In addition to that, we have over 1,000,000 properties globally to pick from. Now that's what you call choice. No matter who you are, Expedia puts more of the world within your reach.
Where should I stay in Windsor Square?
Most people who travel to Windsor Square include Universal Studios Hollywood and Hollywood Walk of Fame on their itineraries. Why not go for a hotel right near these main attractions?
How far in advance should I book my Windsor Square holiday?
It all depends on the airline, but it's usually possible to look up international fares on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky travellers occasionally score a cheaper seat just weeks prior to departure dates.
What does an Expedia Windsor Square travel package include?
Flights, hotels and a cool set of wheels for all your road trip adventures. Simply pick and choose your favourite bundle and get access to incredible deals. Once you've made your booking, add on a few sightseeing tours and watch your savings stack up. When it comes to planning your Windsor Square getaway, you're the boss!
What should I know before booking a Windsor Square travel package?
You'll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and score fantastic discounts. Hotels aren't your only choice, however. Book with us and choose from beachside villas, rural cottages and just about everything in between!
Can I choose my airline with a Windsor Square Expedia holiday package?
The choice is all yours! We offer more than 550 airlines globally, so you can design your Windsor Square escape according to your budget and needs.
If I'm not able to travel, can I cancel my Windsor Square holiday package?
Certainly, and we'll help you every step of the way. You may be able to amend or cancel your Windsor Square holiday package at no cost if you booked in the last 24 hours. But 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, look up our Customer Service Portal for more information.

Popular places to visit

Universal Studios Hollywood

Universal Studios Hollywood

4.5/5(110 reviews)

Love movies? Then don't miss a visit to Universal Studios, a real working film studio and thrilling theme park in one.

Universal Studios Hollywood
Staples Center which includes shopping, signage and a statue or sculpture

Crypto.com Arena

4.5/5(25 reviews)

This multipurpose sports arena has hosted some of the world’s biggest musical acts and is home to two National Basketball Association teams.

Crypto.com Arena
Six Flags Magic Mountain

Six Flags Magic Mountain

4/5(12 reviews)

Enjoy the excitement at Six Flags Magic Mountain and find out why this is a popular theme park in Stevenson Ranch. Attend a sporting event or discover the mountain views in this family-friendly area.

Six Flags Magic Mountain

Things to do

Aquarium of the Pacific Timed Tickets

Aquarium of the Pacific Timed Tickets

S$58
per adult
90% of travellers recommend
Aquarium of the Pacific Timed Tickets
LA with Starline Bus

City Sightseeing Los Angeles & Hollywood: Hop-On Hop-Off Bus Tour

S$70
per adult
74% of travellers recommend
City Sightseeing Los Angeles & Hollywood: Hop-On Hop-Off Bus Tour
Catalina Express - San Pedro to Avalon ONE-WAY

Catalina Express: San Pedro to Avalon One-Way Ferry

S$60
per adult
76% of travellers recommend
Catalina Express: San Pedro to Avalon One-Way Ferry
See all activities in Los Angeles

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.