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.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 30 - Sep. 2
found 4 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Wonderful stay. Everything was walkable. Staff was so helpful. Definitely would stay again

Reviewed on Jun. 7, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug. 29 - Sep. 2
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Great hotel. Very accommodating!

Reviewed on Jun. 6, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 23 - Aug. 27
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (32 reviews)
Beautiful hotel, flowers in All areas. Staff was superb. Two very minor issue - no fan for toilet area, hot water in shower takes a bit. Doesn’t distract from my overall rating. Easily a come back recommendation

Reviewed on May 29, 2024

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul. 25 - Jul. 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (155 reviews)
From the moment we walked into the lobby at Beacon Hill Hotel we were greeted and treated like VIPs. The room, was a corner, looking out over Charles Street. Perfectly comfortable and artfully appointed. My only complaint and this is silly the pillows too puffy. We dined there as well and the food and service was superb.

Reviewed on May 23, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug. 29 - Sep. 2
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (283 reviews)
This was one of the best hotel experiences I've had. The staff goes above and beyond to make you feel welcomed. From the Tates cookies and sparkling water available, to the water bottles at the end of the night, they really pay attention to small details, making it a great experience. The rooms were clean and roomy. We ended up walking the entire time in Boston since the hotel was at a great location, but if you plan on driving, keep in mind that you have to call ahead of time to access your car. Would definitely stay again!

Reviewed on May 28, 2024

Westwood Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Jul. 5 to Jul. 6
CA $247
CA $327 total
includes taxes & fees
Jul 5 - Jul 6
9/10 Wonderful! (2,152 reviews)
"The room was very modern, stylish and comfortable."

Reviewed on Jun. 4, 2024

Omni Boston Hotel at the Seaport
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 $234 per night from Jul. 4 to Jul. 5
CA $234
CA $321 total
includes taxes & fees
Jul 4 - Jul 5
8.8/10 Excellent! (2,687 reviews)
"Had a wonderful stay here and will definitely be a returning guest 😊"

Reviewed on Jun. 5, 2024

Omni Parker House
The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jun. 16 to Jun. 17
CA $197
CA $230 total
includes taxes & fees
Jun 16 - Jun 17
8.6/10 Excellent! (1,523 reviews)
"The location is very good. Billys Sub shop across the road is amazing. The loft rooms are just like having your own apartment. Amazing powerful shower."

Reviewed on Jun. 7, 2024

The Revolution Hotel
See all 3,046 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 $1,104. 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 $107
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

CA $41
Per adult
98% of travellers recommend
Bewitched Walking Tour of Salem
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

CA $294
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
See all activities in Westwood

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