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.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
per person
Jul. 10 - Jul. 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.6/10 Excellent! (1,006 reviews)
Well designed, clean and comfortable! Convenient location.

Reviewed on Apr. 30, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Jul. 20 - Jul. 23
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
The staff gave us a free upgrade for our room. Thank you!

Reviewed on Apr. 30, 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. 26 - Jul. 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (234 reviews)
Beautiful accommodations and unique character

Reviewed on Nov. 6, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jul. 10 - Jul. 14
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,011 reviews)
Excellent hotel and service. Restaurant delicious Best Lobster Roll and Clam Chowder!!

Reviewed on Apr. 26, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul. 20 - Jul. 23
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (384 reviews)
Very nice botique hotel! You are right at Beacon Hill and lovely area to explore and walk. Very clean and stylish hotel!! Highly recommend!!

Reviewed on Apr. 28, 2025

Ready to book your vacation to Wakefield?

 

Choose your dates

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 May 4 to May 5
CA $141
CA $157 total
includes taxes & fees
May 4 - May 5
7.2/10 Good! (2,150 reviews)
"This property need a elevator."

Reviewed on Apr. 30, 2025

Lakeside Inn
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 $219 per night from May 4 to May 5
CA $219
CA $255 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
Fully refundableReserve now, pay when you stay
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
See all 3,712 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

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Wakefield vacation package cost?
You can snap up a vacation package to this top destination from CA $983 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.

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

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 Wakefield

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