Weston Vacations from $542

Book a Hotel + Flight or Car together to unlock savings

Photo by Dawn Madden

Your Weston Vacation

Say bye-bye to planning hassles and hello to a Weston vacation package. With everything organized before you take off, you can focus on discovering this city, starting with East Cambridge, which is great for shopping, markets and bars and pubs. Fill your days with tours of Walden Pond, Bentley College and Wellesley College, some of the top attractions you really should see during your trip to Weston. A few clicks is all it takes to craft your ideal Weston vacation on Expedia.

The Latest Weston vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore
Embassy Suites Boston Logan Airport
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Hyatt Regency Boston Harbor
Maverick Suites at 40 Temple St
Don't see what you're looking for?
See all available trips from Columbus to Weston
View all trips

Discover the most popular places to visit in Weston

What to do in Weston

Weston Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $319 total per night from Aug 7 to Aug 8
$319 total
Aug 7 - Aug 8
Total includes taxes and fees
9/10 Wonderful! (3,633 reviews)
"Pool was nice"

Reviewed on Jul 6, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $214 total per night from Jul 13 to Jul 14
$214 total
Jul 13 - Jul 14
Total includes taxes and fees
9.2/10 Wonderful! (1,373 reviews)
"First time there. Wanted something walkable to Fenway Park. Definitely unique. I had a smaller room. It was fine for me, but didn’t like the bed totally against the wall. Wish it had makings for simple coffee in am instead of going downstairs. Would have liked a hot tub too. But I would go back"

Reviewed on Jul 6, 2025

citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
$229 nightly
The price is $267 total per night from Jul 13 to Jul 14
$267 total
Jul 13 - Jul 14
Total includes taxes and fees
9/10 Wonderful! (5,277 reviews)
Location, location, location!
"One block from the harbor, two from the independence trail. Comfortable, spacious room. Would have liked a better selection at the adjoining restaurant but would definitely stay here again,"

Reviewed on Jul 5, 2025

Harborside Inn Of Boston
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 Weston Vacation Packages

Weston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
11,700
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
LEGOLAND® Discovery Center, Harvard University Art Museums and Harvard Museum of Natural History

More vacations you might like

Frequently asked questions

How much does a Weston vacation package cost?
You'll find cheap prices from $542 on Expedia for your Weston break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Weston costs.
What are the cheapest months to go to Weston?
If you're hoping to book a cheap Weston vacation package, consider traveling in December, January and February. You'll generally find better prices on hotels and flights during these months --- perfect for travelers wishing to save money.
How many days is enough for Weston?
With a well-organized itinerary, you can easily hit the main Weston attractions in a few days. But if you want to discover hidden spots or take day trips, consider booking your Weston vacation for longer.
How to find the best Weston package deals?
Landing a cheap Weston package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Weston package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Weston vacation as a package?
You can enjoy significant savings on your Weston escape by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Weston?
If you've got your Weston travel dates confirmed, book as early as you can to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Weston vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Weston break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.