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.
Nantucket Inn
CA $2,052
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (759 reviews)
Clean , newly renovated rooms.
Very conveniently located across from airport and you do not hear the planes at all. We used the complimentary bikes to ride to town, very short 20 min ride.
Staff was very friendly and hospitable
Reviewed on Aug 12, 2026
Mandarin Oriental, Boston
Back Bay
CA $1,785
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.4/10 Exceptional! (440 reviews)
Loved our stay at the Mandarin! Great room thanks to an upgrade by the staff. Much appreciated! Location of the hotel is perfect to explore Boston. Walking distance to Fenway. Staff were excellent! Bar and restaurant excellent. Very enjoyable stay.
Reviewed on Aug 13, 2026
Ready to book your vacation to Wayland?
Wayland Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
CA $263
CA $354 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (4,755 reviews)
"Excellent location in a vibrant neighborhood. Plenty of amenities both on the property and nearby within walking distance. Hotel was clean, staff was friendly and a $15 discount for dinner on the property is a welcome perk."
Reviewed on Aug 13, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
CA $189
CA $221 total
Aug 18 - Aug 19
includes taxes & fees
9/10 Wonderful! (2,817 reviews)
"Beautiful"
Reviewed on Aug 13, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $328
CA $439 total
Aug 30 - Aug 31
includes taxes & fees
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.
Stay near popular Wayland attractions
Wayland Town Beach
If a restful vacation is part of your travel plans, Wayland Town Beach might be the perfect place to seek out during your trip to Wayland. Amble around the area's lakeside or visit its shops.
What to do in Wayland
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $72
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $118
per adult
92% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $48
per adult
86% of travellers recommend
Frequently asked questions
How much does a Wayland vacation package cost?
You can snap up a vacation package to this top destination from CA $1,414 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
