Westwood Vacation Packages

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Your Westwood Vacation

With all your travel plans worked out before you go, our Westwood vacation packages let you simply focus on vacationing! One neighborhood to base yourself in this exciting city is Dorchester, which is good for nature and dining. If sightseeing is on the cards during your trip to Westwood, look around popular attractions like Blue Hills Ski Area, Museum of American Bird Art at Mass Audubon and Eleanor Cabot Bradley Estate. Stop dreaming and start adventuring. Check out the range of options on Expedia today and finally put your Westwood vacation plans into gear!

Top Westwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Copley House

Copley House

3 out of 5
Back Bay
per person
Mar. 14 - Mar. 18
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8.8/10 Excellent! (1,506 reviews)
Great stay! Great location! Great atmosphere!

Reviewed on Dec. 10, 2024

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 14 - Mar. 18
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8.6/10 Excellent! (1,002 reviews)
The Copley is old school Boston. The hotel has lots of character and is located in one of the nicest parts of the city Back Bay.

Reviewed on Dec. 22, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 14 - Mar. 18
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (81 reviews)
V nice room deco and designs. Attentive staff who are in close touch via text. Great experience all around.

Reviewed on Nov. 29, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Mar. 14 - Mar. 17
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
Beautiful hotel with amazing staff! My family had a wonderful time!

Reviewed on Dec. 16, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 14 - Mar. 17
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.4/10 Exceptional! (311 reviews)
It’s definitely a cut above standard hotels.

Reviewed on Dec. 15, 2024

Ready to book your vacation to Westwood?

 

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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 CA $223 per night from Jan. 1 to Jan. 2
CA $223
CA $310 total
includes taxes & fees
Jan 1 - Jan 2, 2025
9/10 Wonderful! (3,015 reviews)
"Really cute room"

Reviewed on Dec. 22, 2024

Omni Boston Hotel at the Seaport
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jan. 24 to Jan. 25
CA $194
CA $268 total
includes taxes & fees
Jan 24 - Jan 25, 2025
9.2/10 Wonderful! (5,111 reviews)
"We had a lovely stay. Room was clean, staff was friendly and helpful. Easy to walk anywhere in downtown."

Reviewed on Dec. 22, 2024

The Dagny Boston
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 CA $148 per night from Jan. 4 to Jan. 5
CA $148
CA $231 total
includes taxes & fees
Jan 4 - Jan 5, 2025
8.2/10 Very Good! (3,292 reviews)
"Overall great stay. Room was a little cramped, but otherwise no complaints. Would stay again!"

Reviewed on Dec. 23, 2024

Hilton Boston Park Plaza
See all 3,209 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Westwood vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,184 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.

Discover the most popular places to visit in Westwood

Boston Common which includes flowers, a garden and landscape views

Boston Common

4.5/5(518 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
Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(305 reviews)

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

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(279 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

What to do in Westwood

View Boston Admission Tickets

View Boston Observation Deck Admission Tickets

CA $36
per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $107
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $106
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Westwood
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.