Weston Vacations from $367

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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.
EVEN Hotels Manchester Airport by IHG
Boston Lodge and Suites
D. Hotel Suites & Spa
Hotel 1620 Plymouth Harbor
Fairfield Inn & Suites by Marriott Plymouth
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Discover the most popular places to visit in Weston

What to do in Weston

Weston Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $277 total per night from Sep 4 to Sep 5
$277 total
Sep 4 - Sep 5
Total with taxes and fees
Seaport Hotel Boston
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
$310 nightly
The price is $361 total per night from Sep 21 to Sep 22
$361 total
Sep 21 - Sep 22
Total with taxes and fees
Omni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $243 total per night from Sep 21 to Sep 22
$243 total
Sep 21 - Sep 22
Total with taxes and fees
9.2/10 Wonderful! (3,589 reviews)
"clean room. helpful staff. good transportation in the area."

Reviewed on Aug 30, 2025

citizenM Boston North Station
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.

Things to do in and around Weston

Weston, Massachusetts, offers a delightful blend of cultural and outdoor experiences perfect for your vacation. Enjoy educational attractions, recreational areas, and music concerts while exploring this charming town. Ideal for day trips, Weston is also conveniently located near various attractions and resort activities, making it an excellent choice for travelers seeking a mix of relaxation and adventure.

Shopping

In Weston, you'll enjoy a delightful shopping experience at nearby Harvard Square, Maynard Outdoor Store, and Burlington Mall, all located 9 miles away. If you're up for a drive, consider exploring additional shopping options for unique gifts and souvenirs in the surrounding areas.

Recreation

Experience live performances at MGM Music Hall at Fenway, just 11 miles from Weston, where the vibrant atmosphere enhances your evening. For sports enthusiasts, Agganis Arena, 9 miles away, offers thrilling events. Enjoy the tranquility of Cat Rock Park nearby, perfect for relaxation and connecting with nature.

Adventure

Experience the excitement at LEGOLAND® Discovery Center, an engaging arcadeAdventureZone located 12 miles from Weston, perfect for family fun. Explore the beauty of Honey Pot Hill Orchards, located 11 miles away, for apple picking and outdoor activities. Finally, enjoy the serene outdoors at Horn Pond, situated 10 miles from Weston.

Nightlife

For a lively nightlife experience near Weston, visit Cambridge Common, a cozy pub 9 miles away, perfect for drinks and romantic vibes. Alternatively, check out Park-9 Dog Bar, 12 miles from Weston, where you can enjoy a fun atmosphere with fellow dog lovers and delightful beverages.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Weston

Weston, Massachusetts, offers a delightful mix of cultural and outdoor experiences, making it an ideal destination for various travelers. You can explore historic and modern colleges and universities, as well as art museums that showcase the area's rich heritage. Enjoy the vibrant city atmosphere while discovering local attractions. Additionally, consider checking out nearby hotels for a comfortable stay during your visit.

  • Fenway Park: Experience the thrill of America’s pastime at Fenway Park, a historic sports stadium located 11 miles from Weston. With its iconic Green Monster and rich history, catch a Red Sox game or take a guided tour to soak up the vibrant sports culture.
  • Harvard University: Just 9 miles away, Harvard University offers a unique glimpse into academic excellence and rich history. Stroll through its picturesque campus, visit museums, and enjoy the cultural vibes that inspire generations of scholars.
  • Boston College: Located 7 miles from Weston, Boston College blends modernity with tradition. Explore its stunning campus, engage in city life, and enjoy various cultural events that reflect the vibrant community spirit.

Best time to go to Weston

The best time to visit Weston can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Weston falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Weston falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.4°F (-2.0°C)Light RainMostly SunnySlightly LowSlightly Low
February29.8°F (-1.2°C)Light RainMostly SunnyAverageSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnySlightly HighAverage
April47.7°F (8.7°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageSlightly High
June66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August72.1°F (22.3°C)Light RainMostly SunnyAverageAverage
September65.3°F (18.5°C)Light RainMostly SunnyAverageSlightly High
October54.5°F (12.5°C)Light RainMostly SunnyAverageSlightly High
November43.2°F (6.2°C)Light RainMostly SunnySlightly LowAverage
December34.7°F (1.5°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Weston

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Weston during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Weston vacation package cost?
You'll find cheap prices from $367 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.