Westwood Vacations from $638
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Battery Wharf Hotel, Boston Waterfront
North End
$754
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
Super friendly and helpful staff particularly the check in staff, valet parking and bellman.
Room was very clean with useful amenities
Reviewed on Oct 16, 2026
Inn on Boltwood
$676
per person
Dec 2 - Dec 6
found 5 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.4/10 Exceptional! (875 reviews)
We had an a very nice stay. Lovely accommodations The staff is top notch. They were always polite, professional and helpful. The grounds are well manicured and lovely. The inn is conveniently located and within walking distance to downtown. We would return.
Reviewed on Oct 10, 2026
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
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$298 nightly
$347 total
Nov 11 - Nov 12
Total with taxes and fees
9.2/10 Wonderful! (4,894 reviews)
"Good"
Reviewed on Oct 16, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$156 nightly
$182 total
Nov 8 - Nov 9
Total with taxes and fees
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$187 nightly
$217 total
Oct 30 - Oct 31
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 |
More vacations you might like
Frequently asked questions
How much does a Westwood vacation package cost?
You can pick up a vacation package to this popular destination from $638 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
- Privatevacationhomes in Dedham
- Budget in Norwood
- Hot Tub in Norwood
- Hotels in Needham
- Bedandbreakfast in Dedham
- Hotels in Westwood
- Motels in Norwood
- Hotels in Canton
- Hotels in Dedham
- Hostels in Wellesley
- 5 Star Hotels in Westwood
- Apartments in Needham
- La Quinta Inn & Suites Hotels in Norwood
- Hotels in Walpole
- 4 Star Hotels in Wellesley
- Hilton Hotels in Westwood
- Hotels in Norwood
- Aparthotels in Norwood
- Flights to Wellesley
- Flights to Newton
- Flights to Walpole
- Flights to Sharon
- Flights from Boston (BOS) to Norwood (OWD)
- Flights to Foxborough
- JetBlue Airways Los Angeles (LAX) to Boston (BOS) flights
- Flights to Norwood
- Delta Air Lines Atlanta (ATL) to Boston (BOS) flights
- Flights from Orlando (MCO) to Norwood (OWD)
- North Shore All Inclusive Vacation Packages
- Plum Island All Inclusive Vacation Packages
- Where to stay in Boston
- Visit Downtown Boston
- Cambridge Vacations
- Visit Cambridge
- Where to stay in Nahant
- Where to stay in Dedham
- Boston Vacations
- North Shore All Inclusive Vacation Packages
- Visit Foxborough
- Visit Dorchester
- Foxborough Vacations
- Canton Vacations
- Where to stay in Walpole
- Plum Island All Inclusive Vacation Packages
- Chelsea Vacations
- Gillette Stadium
- Visit South Boston
- Visit Watertown
- Where to stay in Salem
- Brookline Vacations
- Plum Island All Inclusive Vacation Packages
- Hull Vacations
- Plum Island All Inclusive Vacation Packages
- Isabella Stewart Gardner
- Visit Newton
- Newton Vacations
- Fenway–Kenmore Vacations
- Where to stay in Cambridge
- Visit Waltham
- Where to stay in Brookline
- Blue Hills Ski Area
- Where to stay in Framingham
- North Shore All Inclusive Vacation Packages
- Samuel Adams Brewery
- Visit Boston
- Where to stay in Needham
- Visit Seaport District
- Boston All Inclusive Vacation Packages
- Waltham Vacations
- Rockport All Inclusive Vacation Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
