Westwood Holidays from £726

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Your Westwood Holiday

With all your travel plans worked out before you go, our Westwood holiday packages let you simply focus on holidaying! One neighbourhood 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 holiday plans into gear!

The Latest Westwood Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
22 Aug - 25 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Quiet hotel with superior service and great amenities near to all of the sites in Boston.

Reviewed on 23 Jun 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
28 Jul - 4 Aug
found 4 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on 6 Jun 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
27 Jul - 3 Aug
found 21 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (3,026 reviews)
Beautiful property, very clean and huge rooms

Reviewed on 25 Jun 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
per person
28 Jul - 4 Aug
found 4 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.2/10 Wonderful! (1,004 reviews)
Everything was perfect, except failed on providing a wake up call

Reviewed on 22 Jun 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
per person
8 Sept - 12 Sept
found 7 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (1,595 reviews)
Beautiful view. Good location

Reviewed on 16 Jun 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
8 Sept - 12 Sept
found 7 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Liked central location. Room was extrmely small for $800 a night and needed upgrading. Water hammer when using cold water tap.

Reviewed on 21 Jun 2025

Westwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
14,000
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Boston Museum of Fine Arts, Isabella Stewart Gardner Museum and Franklin Park Zoo

Our pick of the best Westwood Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Stay at this 4-star spa hotel in Boston. Enjoy free Wi-Fi, a full-service spa and 4 restaurants. Our guests praise the breakfast and the pool in their reviews. ...
9/10 Wonderful! (3,601 reviews)
"Unable to book another night because I didn’t have my card in hand."

Reviewed on 24 Jun 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,119 reviews)
"Pleasant and attentive employees from the front desk to the restaurant, bar and cleaning staff. They were able to retrieve my phone charger (as I had left it in the room) 4 hours after check out. Kindly held our bags prior to departure. Great location and view from our room. I would definitely recommend ..."

Reviewed on 22 Jun 2025

Hilton Boston Back Bay
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Popular attractions Fenway Park and Copley Square ...
9.2/10 Wonderful! (1,300 reviews)
No parking, comfortable bed, tiny room.
"The most important thing to know about this hotel is there is no on-site parking. There is no way you can really pull your car up to the hotel to even leave your luggage. And this is not clear on hotels.com. You have to arrange for your own parking at a public parking space. And then walk with your ..."

Reviewed on 24 Jun 2025

citizenM Boston Back Bay
See all 3,464 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Westwood travel package cost?
Starting from a low £726, a travel package is your ticket to cheap travel. Custom make your Westwood trip by selecting from our comprehensive range of hotels, airfares and rental cars.
If I'm not able to travel, can I cancel my Westwood travel package?
If your holiday plans in Westwood have changed, it's a relief to know that it's possible to cancel your booking. If you made your booking less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your airline, hotel or car rental company may impose a cancellation fee. For more details, visit our Customer Service Portal.
How do I get a cheap travel package to Westwood?
Book everything all in one place with our Westwood travel packages. You'll discover deals on flights, hotels, tours and more that'll keep your hip pocket happy and your adventurous spirit full. And, with more than 550 air carriers and 1,000,000 properties all over the world to pick from, you'll have the flexibility to mix and match however you please.
Does Expedia offer Book Now, Pay Later Westwood holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without making a dent in your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in easy monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: If you'd like to pay for your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Westwood?
A holiday in Westwood wouldn't be complete without seeing Legacy Place, Kings Bowling and Rocky Woods. Spend your evenings close to these sights and make sightseeing easy.
What are the top hotels in Westwood?
Book a stay at Boston Park Plaza. It's one of this neighbourhood's most sought-after hotels. Another reputable option in Westwood is Embassy Suites Boston Logan Airport.
How far in advance should I book my Westwood holiday?
Savvy travellers always book early. Air carriers typically advertise flights up to a year in advance, and this is a great opportunity to land some rock-bottom prices. Boss just told you to use up some holiday time next month? No problem! Expedia are never short on fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Westwood travel package include?
Much of that is up to you. You can pick from a range of Westwood bundles, such as a flight, hotel and rental car. You can also book a flight with a hotel, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your Westwood escape looks like, get ready to save!
What should I know before booking a Westwood travel package?
Locking in all the parts of your getaway together is a terrific way to save. Combine your car rentals, flights and hotels into a neat package. But hotels aren't your only option. Expedia has all kinds of properties, including holiday rentals like mountain cabins and city apartments. You've got choices galore!
Can I choose my airline with a Westwood Expedia travel package?
Yes, and with over 550 airlines to pick from worldwide, you've got lots of choice. Search the available options and see which airline best suits your budget and needs.

Discover the most popular places to visit in Westwood

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(61 reviews)

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

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(102 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
Boston Common which includes a skyscraper, landscape views and a park

Boston Common

4.5/5(204 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

Unmissable things to do in Westwood

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£58
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£52
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

£20
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
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. Flight-inclusive packages are ATOL protected.