Westwood 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

Top hotels in Westwood

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$327 per night from 24 Aug to 25 Aug
S$327
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (3,799 reviews)
"The best in the seaport!"

Reviewed on 9 Aug, 2025

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$293 per night from 1 Sept to 2 Sept
S$293
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (3,198 reviews)
"Very convenient. Very efficient."

Reviewed on 10 Aug, 2025

Hilton Boston Park Plaza
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$290 per night from 17 Aug to 18 Aug
S$290
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (1,589 reviews)
"A really great hotel in a wonderful location. With super-comfy beds, lovely linen and all mod cons, the room is small but perfectly formed. I was surprised that despite the busy road outside, it really is quiet and tranquil inside. Everything works, too - seems like an obvious point but not always ..."

Reviewed on 10 Aug, 2025

citizenM Boston Back Bay
See all 3,533 properties in Westwood
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.

Popular places to visit

Fenway Park showing a sporting event and night scenes as well as a large group of people

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University featuring a city and heritage architecture

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
New England Aquarium

New England Aquarium

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

What to do in Westwood

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

S$101
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

S$90
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

S$44
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Westwood

Frequently asked questions

How much does a Westwood holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Westwood costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Westwood?
February, September and December are great times to search for cheap Westwood holiday packages. Choosing to travel in quieter months means you can typically find reduced prices on flights and accommodation.
How many days is enough for Westwood?
Typically, a handful of days is enough to see the main sights during your Westwood holiday. But if you prefer to have more time to kick back or take day trips, consider extending your itinerary.
How to find the best Westwood package deals?
Start your search for a Westwood package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Westwood package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Westwood escape off to a flying start.
Is it cheaper to book a Westwood holiday as a package?
You can enjoy significant savings on your Westwood retreat by booking a customised holiday package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Westwood?
Score incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Westwood getaway.
How to plan a trip to Westwood?

  1. Choose your dates: What you'd like to do in Westwood and your favourite season will help you decide when to travel.
  2. Plan your budget wisely: As well as the cost of your accommodation, you should consider other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Westwood.
  3. Decide how long to go for: Now that you're up to speed on Westwood, you can work out the right length of your break. Put together a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Westwood holiday package.

* 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.