Westwood Vacations from ￥266,850
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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The Latest Westwood Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Inn at Longwood Medical
Fenway–Kenmore
￥313,410
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.4/10 Very Good! (1,010 reviews)
This hotel is close to where my daughter attends college and is connected to a food court, so it is very convenient. It seems overpriced for what you get/see, but then again, so is everywhere else in Boston.
Reviewed on Sep 17, 2026
Find the Best Westwood Vacation Packages
Westwood Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
￥49,502
￥64,004 total
Sep 20 - Sep 21
includes taxes & fees
Seaport Hotel Boston
1 Seaport Lane Boston MA
￥41,951
￥54,172 total
Sep 20 - Sep 21
includes taxes & fees
9.6/10 Exceptional! (5,007 reviews)
"Great location by the water"
Reviewed on Sep 18, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
￥22,392
￥26,075 total
Sep 20 - Sep 21
includes taxes & fees
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.
What to do in Westwood
Boston Red Sox Baseball Game at Fenway Park
￥10,781
per adult
Boston Haunted Tour : Ghosts & Gravestones
￥7,396
per adult
80% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
￥13,448
per adult
92% of travellers recommend
Frequently asked questions
How much does a Westwood vacation package cost?
You can pick up a vacation package to this popular destination from ￥266,850 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?
- Choose your dates: What you'd like to do in Westwood and your favorite season will help you decide when to travel.
- 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.
- 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.
- 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.
