Wakefield Vacation Packages

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Your Wakefield Vacation

From its rich history to its cultural experiences and spectacular views, you'll find tons of good reasons to spend time in the rural city of Wakefield. Experience all this and more when you lock in your vacation package to Wakefield. MarketStreet Lynnfield, Woburn Mall and Square One Mall are just a few of the many sights worth visiting during your trip to Wakefield. Stop dreaming and start traveling. Explore the many options on Expedia today and finally put your Wakefield vacation plans into motion!

Top Wakefield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
Seaport District
per person
Oct 5 - Oct 8
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (2,411 reviews)
Wonderful hotel. Sheets not the nicest…not soft and a little noisy to sleep on. Guests aloud and slamming doors in our hallway…not hotel fault Pool was nice. Breakfast very crowded and ended about an hour too early…couldn’t find butter or ketchup. Overall a positive experience

Reviewed on Jul. 25, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 19 - Sep 22
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I made a mistake on my room type when I made the reservation, they hotel was extremely helpful in helping me get it corrected. The hotel is beautiful, the location/views are amazing, and the food at the hotel restaurant was outstanding.

Reviewed on Jul. 23, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
Aug 27 - Sep 3
found 4 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8.8/10 Excellent! (1,009 reviews)
Beautiful hotel in a great location

Reviewed on Jul. 18, 2025

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
per person
Aug 27 - Sep 3
found 4 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
Staff was excellent. Room was clean and spacious but, there was no ventilation in the bathroom. That really sucked...

Reviewed on Jul. 24, 2025

Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
Bay Village
per person
Aug 27 - Sep 3
found 4 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8.4/10 Very Good! (3,247 reviews)
Convenient location. Close to everything. Shopping to the left, shopping to the right. Beautiful, clean hotel. Friendly staff. I got an early check-in which is always convenient. My room was quiet. I will definitely book this hotel again in the future.

Reviewed on Jul. 23, 2025

Ready to book your vacation to Wakefield?

 

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Wakefield Hotel Deals

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave, Wakefield, MA
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Aug 24 to Aug 25
CA $141
CA $158 total
Aug 24 - Aug 25
includes taxes & fees
7.2/10 Good! (2,186 reviews)
"Pleasantly surprised. A little older but staff made up for that. staff was excellent very attentive."

Reviewed on Jul. 21, 2025

Lakeside Inn
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $250 per night from Aug 24 to Aug 25
CA $250
CA $347 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,716 reviews)
"This property is in a perfect location in the Seaport. We loved it!"

Reviewed on Jul. 24, 2025

Omni Boston Hotel at the Seaport
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 $258 per night from Aug 10 to Aug 11
CA $258
CA $300 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,487 reviews)
"Great place. Just be prepared that there is no curb drop off or hotel parking, so figure out how you are going to park and get your suitcases there ahead of time. Very modern, good restaurant/coffee bar and large hangout lobby, 10 min walk to Finway area. Highly recommend."

Reviewed on Jul. 23, 2025

citizenM Boston Back Bay
See all 3,774 properties in Wakefield
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
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Beach Vacations
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Discover the most popular places to visit in Wakefield

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

Fenway Park

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

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

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 Wakefield

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $108
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $96
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

CA $46
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Wakefield

Frequently asked questions

How much does a Wakefield vacation package cost?
You can snap up a vacation package to this top destination from CA $963 on Expedia. But how much your vacation to Wakefield costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Wakefield?
December, January and February are great times to search for cheap Wakefield vacation packages. Travelling in less busy months means you can usually find lower prices on accommodations and flights.
How many days is enough for Wakefield?
Usually, a handful of days is great for a Wakefield vacation. With a well-organized schedule, you can go to all the popular sights including Middlesex Fells Reservation, as well as discover some hidden treasures along the way.
How to find the best Wakefield package deals?
Use Expedia's filter tool to find some tempting Wakefield package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Wakefield package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Wakefield vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights individually. Better still, you can customize your Wakefield trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Wakefield?
If you're planning an impromptu Wakefield vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Wakefield?

  1. Pick your dates: The things you plan to do in Wakefield and your favourite season can help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your accommodations will likely be the largest expense during your trip to Wakefield.
  3. Work out your trip length: Think about how long you want to spend exploring Wakefield. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Wakefield vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.