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.
Good Hotels Boston
South End
Price was CA $1,674, price is now CA $1,136 per person
CA $1,136
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Price was CA $10,261, price is now CA $6,763 per person
CA $6,763
per person
Aug 17 - Aug 24
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (9 reviews)
It was an amazing relaxing place. Very family friendly
Reviewed on Jul 12, 2026
Westwood Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $282 per night from Jul 26 to Jul 27
CA $282
CA $376 total
Jul 26 - Jul 27
includes taxes & fees
9.6/10 Exceptional! (4,576 reviews)
"Excellent property!!"
Reviewed on Jul 12, 2026
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Aug 9 to Aug 10
CA $214
CA $290 total
Aug 9 - Aug 10
includes taxes & fees
9/10 Wonderful! (2,446 reviews)
"The front desk service was excellent and very professional. Their transportation service was also incredibly convenient; they took us to several universities free of charge. I really loved this hotel and look forward to visiting again."
Reviewed on Jul 13, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Aug 2 to Aug 3
CA $225
CA $262 total
Aug 2 - Aug 3
includes taxes & fees
9/10 Wonderful! (2,738 reviews)
"So this was my first foray into a shared bathroom, and it was actually super easy and not at all an issue. What was an issue was that when a hall shares a bathroom, doors are opening and closing all night, and the doors snapped shut very loudly. If you are a very light sleeper, I don't think this ..."
Reviewed on Jul 12, 2026
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.
Stay near popular Westwood attractions
What to do in Westwood
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $73
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $119
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $68
per adult
80% of travellers recommend
Frequently asked questions
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- Visit Massachusetts
- Boston Tea Party Ship
- Gillette Stadium
- Copley Square
- Boston Public Garden
- Revere Beach
- Visit Seaport District
- Td Garden
- Visit Beacon Hill
- Berklee College of Music
- Massachusetts State House
- Boston Museum of Fine Arts
- Quincy Market
- All inclusive Vacation Packages Boston
- St. Elizabeth's Medical Center
- Fenway Park
- Boston Common
- Harvard University
- Boston Vacations
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- Prudential Tower
- The Freedom Trail
- Isabella Stewart Gardner Museum
- Visit Downtown Boston
- Charles River Esplanade
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- Visit Boston
- Newbury Street
- Zakim Bunker Hill Bridge
- New England Aquarium
- Massachusetts Institute of Technology
- Arnold Arboretum
- Boston Harbor
- Boston Marathon Finish Line
- Museum of Science
- Faneuil Hall Marketplace
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
