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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
per person
Dec. 8 - Dec. 13
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
8.4/10 Very Good! (185 reviews)
This lil apartment is located across street from Walgreens and Dollar Tree so was very convenient for the little things we forgot to pack. Safe surroundings. Parking is a lil tricky, but be patient and just drive round the block you will easily find something. Walking distance to the train station. Host was very sweet and helped us with all our needs. Only a few minor issues. The floors and doors are very squeaky, but it is an older home so that is expected we just hope we didn't bother those below us. Our heat did not work and we did need it a couple of nights that were pretty cold, but we told the host and she was gonna have HVAC to come out after we left. Weather was crazy cold one day and got the next so it would have been nice to have some a/c but after thinking about it, I'm sure not many places up north have a/c like we do in the south 😁...all in a lol a great place to stay, easy travel to Salem as well by train. Would stay again at this property.

Reviewed on Oct. 25, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Feb. 1 - Feb. 4
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (64 reviews)
Excellent hotel. The only thing was that the AC in our room was so loud when turned on that it was unbearable. The hotel did help us move to another room that did not have the problem. We were only there for a night. We will definitely stay again as it is an excellent hotel otherwise.

Reviewed on Oct. 27, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Feb. 1 - Feb. 4
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
Gorgeous place, one of the best hotels my wife and have ever been to. Very clean and well kept. Staff was amazing!!

Reviewed on Nov. 4, 2024

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
Feb. 1 - Feb. 4
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (228 reviews)
Beautiful accommodations and unique character

Reviewed on Nov. 6, 2024

The Verb Hotel

The Verb Hotel

3.5 out of 5
Fenway–Kenmore
per person
Jan. 22 - Jan. 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (1,563 reviews)
Very unique hotel! Will be back! Very clean and friendly staff.

Reviewed on Nov. 6, 2024

Ready to book your vacation to Westwood?

 

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Westwood Hotel Deals

Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from Nov. 24 to Nov. 25
CA $236
CA $282 total
includes taxes & fees
Nov 24 - Nov 25
9.6/10 Exceptional! (2,577 reviews)
"We had a harbor view room on the 17th floor and it was amazing! Aaron at the front desk is the best! Loved the staff and everything about the hotel. Beautiful property and the easy access to shopping, dining, and quick Uber rides to other areas like Quincy market. Fanuiel Hall, Little Italy, Boston ..."

Reviewed on Nov. 5, 2024

Seaport Hotel Boston
Omni Parker House
Omni Parker House
4 out of 5
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Nov. 25 to Nov. 26
CA $217
CA $301 total
includes taxes & fees
Nov 25 - Nov 26
8.8/10 Excellent! (2,834 reviews)
"Historical hotel, Boston Cream Pie!"

Reviewed on Nov. 5, 2024

Omni Parker House
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 $199 per night from Nov. 25 to Nov. 26
CA $199
CA $313 total
includes taxes & fees
Nov 25 - Nov 26
9.2/10 Wonderful! (4,863 reviews)
"Very nice stay"

Reviewed on Nov. 6, 2024

The Dagny Boston
See all 2,961 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?
Create unforgettable memories with our Westwood vacation packages, which start from a low CA $741. Pick the hotels and flights that suit your plans. Then, add on one or two tours or experiences for a memorable escape.
How do I get a cheap travel package to Westwood?
Secure flights that suit your busy schedule, add a hotel to your booking and see how much you save with a Westwood vacation package. It’s that easy! From hotels and flights to rental cars and activities, Expedia is your gateway to cheap travel. And with over 550 partner airlines and 1,000,000 hotels across the globe to pick from, you won’t be short of choice.
Where should I stay in Westwood?
With popular attractions like Norwood Hospital and Luke Adams Glass in this area, try to find a hotel near either of them. Nails & Co is another sight in Westwood that travelers flock to.
How far in advance should I book my Westwood vacation?
While prices fluctuate, we generally suggest booking your seats as soon as possible. Most international fares are available on Expedia up to a year in advance. If circumstances have left you booking late, you might still get lucky. Cheap tickets to Westwood sometimes emerge only weeks before departure.
What does an Expedia Westwood travel package include?
Choose from any combination of flights, rental cars and hotels. Once you’ve made your booking, you can also add on experiences and tours. Want to pick your fare class? That’s easy to do too. The choice is all yours when it comes to organizing your dream Westwood trip.
What should I know before booking a Westwood travel package?
A travel package can be customized for your circumstances and is a terrific way to stretch your dollars further. How much you include is up to you. Rental cars, hotels and flights — decide on a combination that suits your plans.
Can I choose my airline with a Westwood Expedia vacation package?
You certainly can. We offer more than 550 airline partners across the globe, so choose the carrier that matches your budget and travel needs.
If I'm not able to travel, can I cancel my Westwood vacation package?
Don’t stress if you’re rethinking your Westwood vacation package — it’s possible to change or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We know life can sometimes throw you a curveball, so head to our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll take care of it.

Discover the most popular places to visit in Westwood

Image for Fenway Park

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
Image for Harvard University

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
Image for Boston Common

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

What to do in Westwood

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $102
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $34
Per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Image for Go City: Boston All-Inclusive Pass with 45+ Attractions

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

CA $102
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.