Wayland Vacations from $275

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Your Wayland Vacation

Organizing your next big break is easy with a Wayland vacation package. The neighborhood of Auburndale, which is great for golfing, makes a good launchpad to uncover the treasures of this lively city. Make your trip to Wayland even more enjoyable by going sightseeing. Walden Pond, Wellesley College and Brandeis University are some of the most popular attractions you'll want to explore. Your perfect Wayland vacation is clicks away. Browse hotels, airfares and more on Expedia for a trip that's tailored to suit your style.

The Latest Wayland vacation packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
The Revolution Hotel
Eurostars The Boxer
The Cove At Yarmouth
YOTEL Boston
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Discover the most popular places to visit in Wayland

What to do in Wayland

Wayland Hotel Deals

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 12 to Jan 13
$139 total
Jan 12 - Jan 13
Total with taxes and fees
9.2/10 Wonderful! (6,125 reviews)
everything was great!

Reviewed on Jan 8, 2026

Harborside Inn Of Boston
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Jan 18 to Jan 19
$167 total
Jan 18 - Jan 19
Total with taxes and fees
8.4/10 Very Good! (1,249 reviews)
The room was clean and comfortable.

Reviewed on Jan 10, 2026

Hilton Boston Back Bay
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $223 total per night from Jan 25 to Jan 26
$223 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (4,390 reviews)
Spotless rooms

Reviewed on Jan 5, 2026

Omni Boston Hotel at the Seaport
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 Wayland Vacation Packages

Things to do near Wayland

Wayland, Massachusetts, is perfect for outdoor and family-friendly vacations, offering scenic views and a variety of activities. Visitors can enjoy educational experiences, explore local shopping centers, and browse through shopping malls. Whether you're looking to relax in nature or engage in fun family activities, Wayland has something for everyone.

Shopping

For a delightful shopping experience in Wayland, check out the Natick Mall, located 4 miles away, and the 1776 Plaza Shopping Center, just 3 miles away, both offering a variety of shops and family-friendly vibes. If you're up for a drive, visit Harvard Square, 12 miles away, for even more options.

Recreation

New England Sports Center offers an exhilarating ice skating experience, perfect for fun and fitness. For a more relaxed outing, visit Cat Rock Park, where you can unwind amidst nature trails and serene landscapes, fostering wellness and tranquility just minutes from Wayland.

Adventure

Experience thrilling fun at Apex Entertainment Center, an arcade adventure zone located 12 miles from Wayland, perfect for family-friendly excitement. Hit the slopes at Nashoba Valley Ski Area, a ski field 13 miles away, or enjoy the natural beauty at Horn Pond, an outdoor oasis also 13 miles from Wayland.

Nightlife

For a vibrant nightlife experience near Wayland, visit Cambridge Common, a lively pub 12 miles away, offering a romantic atmosphere and entertainment. Alternatively, head to Park-9 Dog Bar, located 15 miles from Wayland, where you can enjoy a unique blend of fun vibes and socializing with fellow patrons.

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

Find the best attractions near Wayland

Wayland, Massachusetts, is an ideal destination for outdoor family vacations, offering a blend of modern and historic colleges and universities, along with nearby national and state parks. Visitors can immerse themselves in a rich cultural experience while enjoying the scenic beauty of the area. Whether you're looking for family-friendly activities or outdoor adventures, Wayland provides a perfect setting for a memorable getaway.

  • Harvard University: Experience the rich history and culture of Harvard University, located 12 miles from Wayland. Stroll through its iconic campus, visit renowned museums, and soak in the vibrant academic atmosphere that has shaped generations of scholars.
  • Boston College: Just 10 miles from Wayland, Boston College offers a modern campus with stunning architecture and a lively city vibe. Explore the beautiful grounds, enjoy various dining options, and engage in the energetic spirit of college life.
  • Walden Pond: A mere 5 miles away, Walden Pond is a serene escape featuring picturesque scenery and outdoor activities. Relax by the beach, take a romantic walk along the water, or immerse yourself in nature at this iconic literary landmark.

Best time to go to Wayland

The best time to visit Wayland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.2°F (-2.1°C)Light RainMostly SunnyAverageSlightly Low
February29.7°F (-1.3°C)Light RainMostly SunnyAverageSlightly Low
March36.7°F (2.6°C)Light RainMostly SunnySlightly HighAverage
April47.8°F (8.8°C)Light RainMostly SunnySlightly HighAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageSlightly High
June66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
July73.8°F (23.2°C)Light RainMostly SunnySlightly HighAverage
August72.3°F (22.4°C)Light RainMostly SunnyAverageAverage
September65.1°F (18.4°C)Light RainMostly SunnyAverageSlightly High
October54.3°F (12.4°C)Light RainMostly SunnySlightly LowSlightly High
November42.8°F (6.0°C)Light RainMostly SunnySlightly LowAverage
December34.5°F (1.4°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Wayland

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Wayland.
  • 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.

Wayland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
13,200
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Apex Entertainment Center, Coolidge Corner Theatre and Cochituate State Park

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Frequently asked questions

How much does a Wayland vacation package cost?
You'll find cheap prices from $275 on Expedia for your Wayland getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Wayland costs.
What are the cheapest months to go to Wayland?
November, December and January are great times to look for cheap Wayland vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Wayland?
Typically, a handful of days is enough to go to the top sights during your Wayland vacation. But if you want to have some time to unwind or go on day tours, think about extending your itinerary.
How to find the best Wayland package deals?
Begin your search for a Wayland package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Wayland package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Wayland getaway off to a flying start.
Is it cheaper to book a Wayland vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Wayland vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Wayland?
If you've got your Wayland vacation dates confirmed, book as early as you can to grab some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Wayland vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Wayland trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot 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.