Weston Vacations from $269

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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.
D. Hotel Suites & Spa
Boston Lodge and Suites
The Wylie Inn and Conference Center at Endicott College
Boston Harbor Hotel
The Charles Hotel
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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
$135 nightly
The price is $156 total per night from Jan 25 to Jan 26
$156 total
Jan 25 - Jan 26
Total with taxes and fees
9.6/10 Exceptional! (3,902 reviews)
Front desk and staff amazing and friendly.

Reviewed on Jan 17, 2026

Seaport Hotel Boston
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
$119 nightly
The price is $139 total per night from Jan 25 to Jan 26
$139 total
Jan 25 - Jan 26
Total with taxes and fees
9.2/10 Wonderful! (6,164 reviews)
Great staff place was clean and accommodating

Reviewed on Jan 18, 2026

Harborside Inn Of Boston
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Fully refundableReserve now, pay when you stay
$375 nightly
The price is $437 total per night from Jan 23 to Jan 24
$437 total
Jan 23 - Jan 24
Total with taxes and fees
9.6/10 Exceptional! (1,001 reviews)
Amazing service and staff

Reviewed on Jan 15, 2026

The Langham, 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

Things to do in and around Weston

Weston, Massachusetts, offers a blend of cultural, outdoor, and urban experiences, making it a great destination for tourists. Visitors can enjoy educational activities, music concerts, and local shopping centers. For an enriching vacation, consider indulging in resort activities, planning day trips, and exploring nearby attractions that showcase the charm of Weston.

Shopping

For shopping in Weston, visit Natick Mall, just 6 miles away, featuring a variety of stores and family-friendly entertainment. Harvard Square and Burlington Mall are each 9 miles away, offering vibrant city vibes and a mix of shops for unique gifts and souvenirs, if you're up for a drive.

Recreation

Experience the vibrant atmosphere at House of Blues Boston, just 11 miles from Weston, where live music lifts your spirits. Enjoy thrilling events at Agganis Arena, 9 miles away, or unwind in the serene surroundings of Cat Rock Park, a local gem perfect for relaxation and wellness activities.

Adventure

Experience excitement at LEGOLAND® Discovery Center, an arcadeAdventureZone 12 miles from Weston, where family fun awaits. Explore the great outdoors at Horn Pond, located 10 miles away, and enjoy nature's beauty. For more arcade thrills, visit Fun and Games Family Entertainment Center, situated only 7 miles from Weston.

Nightlife

Weston's nightlife offers a cozy atmosphere with options like Cambridge Common, a nearby pub featuring entertainment and romantic vibes just 9 miles away. For a fun twist, visit Park-9 Dog Bar, 12 miles away, where you can enjoy drinks in a unique setting that welcomes furry friends.

*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 experiences and outdoor activities for travelers. Visitors can explore a range of attractions, including historic and modern colleges and universities, as well as art museums. Whether you're seeking a city-style vacation or a peaceful retreat, Weston caters to diverse interests. Don't forget to look into nearby hotels for comfortable accommodations during your stay.

  • Fenway Park: Experience the excitement of America’s pastime at this historic baseball stadium, located 11 miles from Weston. Fenway Park is not only a sports venue but also a cultural landmark, offering guided tours that showcase its rich history and iconic features like the Green Monster.
  • Harvard University: Explore the beautiful and historic campus of Harvard University, situated 9 miles away. Known for its prestigious legacy, the university offers a unique cultural vibe with its stunning architecture, museums, and gardens, perfect for leisurely strolls.
  • Boston College: Visit Boston College, located 7 miles from Weston, and immerse yourself in its vibrant atmosphere. This modern campus combines contemporary architecture with beautiful landscaping, creating a lively setting that reflects the dynamic energy of city life.

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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Weston.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Weston.
  • 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.

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

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Frequently asked questions

How much does a Weston vacation package cost?
You'll find cheap prices from $269 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.

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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.