Westwood Vacations from $576
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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.
Boston Lodge and Suites
Dorchester
$576
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Stay near popular Westwood attractions
Brigham and Women's Health Care Center, Westwood
Though Brigham and Women's Health Care Center, Westwood might be what brings you to town, perhaps you'll have a chance to explore more of Westwood while you are here.
What to do in Westwood
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend
Westwood Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
$226 nightly
$262 total
Sep 20 - Sep 21
Total with taxes and fees
9.6/10 Exceptional! (4,893 reviews)
"We chose the location because it’s proximity to the ferry pier. It was so convenient! And walkable to things along the water."
Reviewed on Aug 30, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$180 nightly
$209 total
Sep 10 - Sep 11
Total with taxes and fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$306 nightly
$357 total
Sep 6 - Sep 7
Total with taxes and fees
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
How much does a Westwood vacation package cost?
You can pick up a vacation package to this popular destination from $576 on Expedia. However, how much your vacation to Westwood costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Westwood?
If you're hoping to snag a cheap Westwood vacation package, consider visiting in July, September and October. You're likely to find better rates on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Westwood?
Typically, a handful of days is enough to explore the top attractions during your Westwood vacation. However, if you prefer to have some time to unwind or go on day trips, think about extending your itinerary.
How to find the best Westwood package deals?
Start your search for a Westwood package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Westwood package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Westwood escape off to a flying start.
Is it cheaper to book a Westwood vacation as a package?
You can enjoy significant savings on your Westwood retreat by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Westwood?
Score incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Westwood getaway.
Does Expedia offer Book Now, Pay Later Westwood vacation packages?
Secure your dream getaway to Westwood with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next paycheck — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up travel deals while they last.
Explore a world of travel with Expedia
- The Shops at Prudential Center
- Granite Links Golf Club
- Quincy Market
- Shirley-Eustis House
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- Beth Israel Deaconess Medical Center
- Isabella Stewart Gardner Museum
- Paradise Rock Club
- Granary Burying Ground
- Forest Hills Cemetery
- Harvard Museum of Natural History
- Paul Revere House
- Waltham Vacations
- Church of the Covenant
- Jamaica Plain Vacations
- Massachusetts General Hospital
- Fenway Park
- John Fitzgerald Kennedy National Historic Site
- Stata Center
- Td Garden
- Brigham and Women's Hospital
- Kendall Square
- Castle Island
- Pulsifer's Cove
- New England Conservatory Jordan Hall
- Longwood Medical Area
- Fenway–Kenmore Vacations
- Chestnut Hill Reservoir
- Gore Place
- Old State House
- Prudential Tower
- Statue of Paul Revere
- Boston Tea Party Ship
- Faneuil Hall Marketplace
- Massachusetts Vacations
- Mcphs University - Boston
- Hynes Convention Center
- New England Conservatory of Music
- Legacy Place
- New England Holocaust Memorial
- Memorial Hall
- Boston Convention and Exhibition Center
- American Sanitary Plumbing Museum
- Boston Museum of Fine Arts
- Massachusetts Institute of Technology
- George Washington Statue
- Arnold Arboretum
- Franklin Park Zoo
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- Trinity Church Boston
- Louisburg Square
- Axiom
- Coolidge Corner Theatre
- Boston Marathon
- Gillette Stadium
- Museum of Science
- Longfellow Bridge
- Old South Meeting House
- Boston Symphony Hall
- Harvard University
- Christian Science Plaza
- Cathedral of the Holy Cross
- Frederick Law Olmsted National Historic Site
- The Freedom Trail
- Park Street Church
- Kenmore Square
- Andover Newton Theological School
- Boston Common
- Harpoon Brewery
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- Newbury Street
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- New England Aquarium
- Our Lady of Czestochowa Roman Catholic Church
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- Northeastern University
- Old South Church
- Luke Adams Glass
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- St. Elizabeth's Medical Center
- Warren Anatomical Museum
- Copley Square
- Historic Dedham Square
- Larz Anderson Auto Museum
- The Fens
- Mount Auburn Cemetery
- Moody Street Historic District
- Massachusetts Archives and Commonwealth Museum
- Dana-Farber Cancer Institute
- Great Wolf Lodge Waterpark
- Hammond Castle
- Kings Bowling
- Zakim Bunker Hill Bridge
- Old North Church
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- Jackson Homestead and Museum
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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.
