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 Harbor Hotel
North End
Price was CA $4,426, price is now CA $2,301 per person
CA $2,301
per person
Aug 18 - Aug 23
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026
Fairmont Copley Plaza, Boston
Back Bay
Price was CA $2,600, price is now CA $1,693 per person
CA $1,693
per person
Aug 18 - Aug 23
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9/10 Wonderful! (1,241 reviews)
Gorgeous hotel in a fabulous location. Highly recommend!
Reviewed on May 19, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,461, price is now CA $970 per person
CA $970
per person
Jul 31 - Aug 3
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025
Westwood Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $285 per night from May 29 to May 30
CA $285
CA $379 total
May 29 - May 30
includes taxes & fees
9.6/10 Exceptional! (4,368 reviews)
"Brianna at the front desk was excellent. Customer service is her middle name! GT"
Reviewed on May 25, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Jun 7 to Jun 8
CA $227
CA $264 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (2,632 reviews)
"Staff are friendly . Perfect hotel perfect distance from places I wanted to visit !"
Reviewed on May 24, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from May 29 to May 30
CA $248
CA $345 total
May 29 - May 30
includes taxes & fees
9.2/10 Wonderful! (4,656 reviews)
"This hotel and the staff were impeccable!"
Reviewed on May 25, 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.
Discover the most popular places to visit in Westwood
Fenway Park
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Gillette Stadium
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.
What to do in Westwood
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $79
per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $47
per adult
88% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $115
per adult
92% of travellers recommend
Explore a world of travel with Expedia
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- Hotels near Norwood Windsor Gardens Station
- Hotels near Route 128/University Park Station
- Flights to Norwood
- Flights from Norwood Memorial
- Flights from Albuquerque (ABQ) to Norwood (OWD)
- Flights from Wilkes-Barre (AVP) to Norwood (OWD)
- Flights from Daytona Beach (DAB) to Norwood (OWD)
- Flights from Detroit (DTW) to Norwood (OWD)
- Flights from Lynchburg (LYH) to Norwood (OWD)
- Flights from Syracuse (SYR) to Norwood (OWD)
- Flights from Ottawa (YOW) to Norwood (OWD)
- Flights from Montreal (YUL) to Norwood (OWD)
- Flights from Vancouver (YVR) to Norwood (OWD)
- Flights from Toronto (YYZ) to Boston (BOS)
- Flights from Toronto (YYZ) to Norwood (OWD)
- Arnold Arboretum
- Avon Vacations
- Berklee College of Music
- Boston College
- Boston Medical Center
- Boston Museum of Fine Arts
- Brookline Vacations
- Children's Hospital Boston
- Commonwealth Avenue Mall
- Dana-Farber Cancer Institute
- Fenway Park
- Foxboro Vacations
- Foxborough Country Club
- Franklin Park Zoo
- Gillette Stadium
- Hall at Patriot Place
- Harvard University
- Holliston Vacations
- Hynes Convention Center
- Isabella Stewart Gardner Museum
- Legacy Place
- Newton Vacations
- Norwood Vacations
- Visit Norwood
- Paradise Rock Club
- Prudential Tower
- St. Elizabeth's Medical Center
- The Shops at Prudential Center
- Waban Vacations
- Waltham Vacations
- Wollaston Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
