Westwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to CA $1,096 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

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.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
Feb. 5 - Feb. 9
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.6/10 Excellent! (1,003 reviews)
Staff were nice and rooms clean but food was not that great.

Reviewed on Nov. 22, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Feb. 7 - Feb. 12
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Dec. 27 - Dec. 30
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Super place, great service

Reviewed on Nov. 6, 2024

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
East Boston
per person
Feb. 7 - Feb. 12
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
8.6/10 Excellent! (2,285 reviews)
Very convenient for early flight and nice to have the shuttle

Reviewed on Nov. 21, 2024

The Eliot Hotel

The Eliot Hotel

4 out of 5
Back Bay
per person
Dec. 26 - Jan. 2
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (999 reviews)
One of my all time favorite hotels. Quiet. Feels exclusive. Large rooms. Convenient location. Honestly I’m not sure I want others to know what a treasure this place is!

Reviewed on Nov. 16, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Ready to book your vacation to Westwood?

 

Choose your dates

Westwood Hotel Deals

Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
The price is CA $225 per night from Dec. 20 to Dec. 21
CA $225
CA $269 total
includes taxes & fees
Dec 20 - Dec 21
9.6/10 Exceptional! (2,588 reviews)
"Amazing"

Reviewed on Nov. 20, 2024

Seaport Hotel 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 $177 per night from Dec. 8 to Dec. 9
CA $177
CA $263 total
includes taxes & fees
Dec 8 - Dec 9
8.2/10 Very Good! (3,284 reviews)
"Sal the doorman was absolutely amazing. He helped me and 2 sisters out & treated us just like his daughters! He’s amazing at his job and deserves the absolute best. -Lara"

Reviewed on Nov. 21, 2024

Hilton Boston Park Plaza
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 $219 per night from Nov. 26 to Nov. 27
CA $219
CA $303 total
includes taxes & fees
Nov 26 - Nov 27
8.6/10 Excellent! (2,864 reviews)
"Great hotel in the middle of everything. Walkable and would definitely stay again."

Reviewed on Nov. 22, 2024

Omni Parker House
See all 3,108 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 $772. 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

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
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
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

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $103
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Admission Tickets

View Boston Observation Deck Admission Tickets

CA $35
Per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
Mysteries & Murders of Salem Guided Night-Time Walking Tour

Mysteries and Murders of Salem Guided Night-Time Walking Tour

CA $46
Per adult
92% of travellers recommend
Mysteries and Murders of Salem Guided Night-Time Walking Tour
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.