Westwood Vacations from ￥270,768

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The Latest Westwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Boxer

The Boxer

4 out of 5
West End
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.6/10 Excellent! (1,233 reviews)
Great location, parking could be better

Reviewed on Jul 7, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Guest services are amazing. They truly cater to the needs of every person that walks in. Hotel location was prime, close to every attraction and major route. I highly recommend.

Reviewed on Jul 7, 2025

Moxy Boston Downtown

Moxy Boston Downtown

3.5 out of 5
Bay Village
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.6/10 Excellent! (1,001 reviews)
The location was great, the room was very clean and had useful amenities such as a steamer. The value for money was okay as there were cheaper hotels in the same area and the staff weren't as helpful sometimes as they could have been (they didnt really explain the security deposit or destination fee very well. Moxy forgot to mention that if you stay for longer than 3 nights they pro rata the security deposit and take it off your card, we were charged $300 without being notified. Overall a good experience.

Reviewed on Jul 7, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Great hotel, friendly staff, great gym and spa.

Reviewed on Jul 7, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (224 reviews)
We loved our stay here! Very nice and convenient to cute stores and restaurants

Reviewed on Jun 29, 2025

Find the Best Westwood Vacation Packages

Westwood Hotel Deals

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 ￥34,557 per night from Aug 7 to Aug 8
￥34,557
￥46,133 total
Aug 7 - Aug 8
includes taxes & fees
9/10 Wonderful! (3,639 reviews)
"The hotel itself looks grand. The location is nice and quiet. The room was super clean and met all basic needs. The pool was nice but dominated by kids. Anyways it was still nice to chill out by the pool. From minuses, the room was missing a coffee maker. And I was unpleasantly surprised by $35 per ..."

Reviewed on Jul 6, 2025

Omni Boston Hotel at the Seaport
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 ￥26,582 per night from Jul 13 to Jul 14
￥26,582
￥30,955 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (1,373 reviews)
"First time there. Wanted something walkable to Fenway Park. Definitely unique. I had a smaller room. It was fine for me, but didn’t like the bed totally against the wall. Wish it had makings for simple coffee in am instead of going downstairs. Would have liked a hot tub too. But I would go back"

Reviewed on Jul 6, 2025

citizenM Boston Back Bay
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥22,508 per night from Jul 20 to Jul 21
￥22,508
￥26,211 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (3,728 reviews)
"Really comfortable beds!!!!"

Reviewed on Jul 5, 2025

Copley Square Hotel, a FOUND Hotel
See all 3,500 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.

Discover the most popular places to visit in Westwood

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

Fenway Park

4.5/5(2,499 reviews)

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

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 reviews)

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

Harvard University
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Westwood

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥11,427
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

￥10,150
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

￥4,918
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 vacation package cost?
You can pick up a vacation package to this popular destination from ￥270,768 on Expedia. However, how much your vacation 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 vacation packages. Choosing to travel in quieter months means you can typically find reduced prices on flights and accommodations.
How many days is enough for Westwood?
Typically, a handful of days is enough to see the main sights during your Westwood vacation. 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 vacation as a package?
You can enjoy significant savings on your Westwood retreat by booking a customized vacation 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 vacation 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 favorite season will help you decide when to travel.
  2. Plan your budget wisely: As well as the cost of your accommodations, 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 personalized Westwood vacation package.

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