Wayland Vacation Packages

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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.

Top Wayland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
per person
Jul. 4 - Jul. 6
found 2 days ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.6/10 Excellent! (1,006 reviews)
Hotel has everything you need in it. Patio area is beautiful to sit outside and enjoy a nice day. Rooms were clean, staff was friendly

Reviewed on Apr. 28, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Jul. 6 - Jul. 12
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (234 reviews)
Beautiful accommodations and unique character

Reviewed on Nov. 6, 2024

The Cove At Salem

The Cove At Salem

3 out of 5
Save 100% on your flight
per person
Jul. 10 - Jul. 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (459 reviews)
This was a cute cozy little suite! It was perfect for a small girls trip getaway! The only thing missing was a microwave in the room. It was nice to have access extra towels and blankets available without calling to have them brought. Staff was kind and friendly!

Reviewed on Apr. 24, 2025

The Beverly

The Beverly

3 out of 5
per person
Jul. 10 - Jul. 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (277 reviews)
Communication was fantastic.

Reviewed on Feb. 27, 2025

Sea Mist Resort

Sea Mist Resort

3 out of 5
per person
Jun. 5 - Jun. 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.8/10 Excellent! (115 reviews)
Did not like that I could hear the person walking in the rooms above me

Reviewed on Apr. 29, 2025

Ready to book your vacation to Wayland?

 

Choose your dates

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
The price is CA $220 per night from May 4 to May 5
CA $220
CA $256 total
includes taxes & fees
May 4 - May 5
8.8/10 Excellent! (1,949 reviews)
"The staff were friendly and knowledgeable. One staff member even gave me some electrical tape so I could put my name on my singlet for the marathon."

Reviewed on Apr. 29, 2025

The Revolution Hotel
Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
3.5 out of 5
320 Washington Street, Newton, MA
The price is CA $148 per night from May 4 to May 5
CA $148
CA $165 total
includes taxes & fees
May 4 - May 5
8.2/10 Very Good! (2,795 reviews)
"Skip"

Reviewed on Apr. 28, 2025

Four Points by Sheraton Boston Newton
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $261 per night from May 11 to May 12
CA $261
CA $304 total
includes taxes & fees
May 11 - May 12
9.4/10 Exceptional! (1,052 reviews)
"We were there for the Boston Marathon. Was pricey but also close to the finish. Very clean but small room. I would go back."

Reviewed on Apr. 27, 2025

citizenM Boston Back Bay
See all 3,416 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Wayland vacation package cost?
You can snap up a vacation package to this top destination from CA $589 on Expedia. But how much your vacation to Wayland costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Wayland?
January, February and November are the best times to search for cheap Wayland vacation packages. Travelling in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for Wayland?
With about 2 days, you’ll have plenty of time to enjoy popular neighbourhoods like Auburndale and Highlands during your Wayland vacation. Be sure to also add Cochituate State Park and Shoppers World to your list of must-sees. Up for some more adventures? Consider exploring outside of Wayland on tours and day trips.
How to find the best Wayland package deals?
Bagging a cheap Wayland package deal is a cinch with Expedia. Once you’ve entered your trip dates and destination under our “Packages” tab, set your budget range, apply some filters and browse what’s available. You can tweak your search by “Area,” “Amenities,” “Property type” and more. Sort the results by “Price: low to high” to discover the most wallet-friendly Wayland package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Wayland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays separately. Better still, you can tailor your Wayland getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Wayland?
If you have your Wayland vacation dates confirmed, book early to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Wayland?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Wayland.
  2. Budget wisely: Besides the price of your hotel, you’ll need to consider other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that could arise during your trip to Wayland.
  3. Work out your trip length: Think about how long you want to spend discovering Wayland. Plan your days so you can get to all the attractions and experiences you’re interested in without rushing.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that’s left is to pick a Wayland vacation package that brings all your bookings together.

Discover the most popular places to visit in Wayland

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

Fenway Park

4.5/5(305 reviews)

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

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(279 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 which includes flowers, a garden and landscape views

Boston Common

4.5/5(518 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

CA $109
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $37
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $75
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
See all activities in Wayland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.