Westwood Vacations from $688
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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!
The Latest Westwood vacation packages
Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
Save 100% on your flight
Price was $1,138, price is now $688 per person
$688
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (195 reviews)
The staff here was so kind and thoughtful. The breakfast was amazing all 3 days and the beach was very quiet and great waterfront. The section we stayed has not been updated like some of the other units but was fine and comfortable. The general location was good and easily walkable to food and drink places. Overall, we enjoyed it and would stay here again for sure.
Reviewed on Jul 12, 2026
Nantucket Inn
Save 100% on your flight
Price was $2,402, price is now $1,350 per person
$1,350
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (722 reviews)
Adorable, quaint place. Appreciated the shuttle. Staff at July 5 BBQ was awesome! However the check in staff was rude and definitely not helpful.
Reviewed on Jul 12, 2026
Fairmont Copley Plaza, Boston
Back Bay
Price was $1,991, price is now $1,136 per person
$1,136
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (1,254 reviews)
The lobby is beautiful. The rooms are very outdated. Excellent location though
Reviewed on Jul 13, 2026
Stay near popular Westwood attractions
What to do in Westwood
Boston Haunted Tour : Ghosts & Gravestones
$47
per adult
80% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Boston Summer Nights Tour and River Cruise
$50
per adult
100% of travellers recommend
Westwood Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Jul 26 to Jul 27
$254 total
Jul 26 - Jul 27
Total with taxes and fees
9.6/10 Exceptional! (4,591 reviews)
"Loved the location and our top floor room with the view over the harbor! Great staff🙂 Really could have done without the smart ass who decided pulling the smoke alarm at 6am Sunday morning would be fun!😭 That is the only thing preventing a full 5 Star rating but not the hotels fault."
Reviewed on Jul 15, 2026
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
$188 nightly
The price is $218 total per night from Aug 9 to Aug 10
$218 total
Aug 9 - Aug 10
Total with taxes and fees
9/10 Wonderful! (2,431 reviews)
"good view of the river and city"
Reviewed on Jul 15, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $227 total per night from Aug 10 to Aug 11
$227 total
Aug 10 - Aug 11
Total with taxes and fees
9/10 Wonderful! (2,733 reviews)
"The hotel was clean and the staff were super helpful. I was satisfied with the responsiveness. However, I didn’t like the room with the bathroom. It was very small but that was okay. The par I did not enjoy was the fact that the shower drain and the shower design was In away that a lot of water would ..."
Reviewed on Jul 15, 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.
Find the Best Westwood Vacation Packages
Westwood Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BOS) |
Population | 14,000 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Boston Museum of Fine Arts, Isabella Stewart Gardner Museum and John F. Kennedy Presidential Library and Museum |
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Frequently asked questions
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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.
