Wayland Vacations from $363

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Photo by Brandon Miller

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

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $885, price is now $363 per person
$363
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,774, price is now $1,178 per person
$1,178
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,019 reviews)
One of the best I’ve stayed at in a while

Reviewed on Oct 11, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $895, price is now $521 per person
$521
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (457 reviews)
Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.

Reviewed on Oct 13, 2025

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
Price was $791, price is now $463 per person
$463
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (2,288 reviews)
This property was in the perfect spot!! Lying in the center of Seaport, Yotel is just a few minutes away from the best places.

Reviewed on Oct 16, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,273, price is now $772 per person
$772
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (522 reviews)
Great location but they have no concierge , and for the price you will think they would. Rooms are small

Reviewed on Oct 8, 2025

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Discover the most popular places to visit in Wayland

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(2,499 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Wayland

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$79
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church

Boston: Freedom Trail History Small Group Walking Tour

$54
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

$54
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
See all activities in Wayland

Wayland Hotel Deals

The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $150 total per night from Nov 9 to Nov 10
$150 total
Nov 9 - Nov 10
Total with taxes and fees
8.8/10 Excellent! (2,183 reviews)
"This place is great! Staff was amazing, building was clean, shared bathroom was clean and private. Will definitely stay here again!"

Reviewed on Oct 15, 2025

The Revolution Hotel
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $208 total per night from Nov 16 to Nov 17
$208 total
Nov 16 - Nov 17
Total with taxes and fees
9.2/10 Wonderful! (3,941 reviews)
"Great place to stay"

Reviewed on Oct 17, 2025

citizenM Boston North Station
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $254 total per night from Nov 17 to Nov 18
$254 total
Nov 17 - Nov 18
Total with taxes and fees
9.4/10 Exceptional! (6,609 reviews)
"tradesman coffee shop was awesome"

Reviewed on Oct 16, 2025

The Dagny Boston
See all 3,481 properties in Wayland
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.

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 $363 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.