Wakefield Vacations from $625

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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!

The Latest Wakefield vacation packages

Price found within the past 48 hours. Click for updated prices.
Josiah Keith House

Josiah Keith House

2 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (21 reviews)
The inn keeper was available at all times and very attentive to our stay. The history of the home given by the inn keeper was interesting and informative. Highly recommend.

Reviewed on Jun 24, 2025

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Save 100% on your flight
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
The staff is excellent, especially in the restaurants. The food was great and the bed was very comfortable. The AC in both rooms worked well and everything was clean.

Reviewed on Jul 14, 2025

The Windsor Inn

The Windsor Inn

2.5 out of 5
Central Square
Save 100% on your flight
per person
Aug 23 - Aug 30
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (5 reviews)
The property is like a home, in fact it is a home. The owner runs the hotel, he is a food lover himself and makes different dishes for his guests. Further lots of food options for self service at any time of the day are available. And most importantly, the price is relatively low for this area. And there is no compromise on quality at all.

Reviewed on Oct 3, 2022

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Save 100% on your flight
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Awesome stay with everything you need

Reviewed on Jul 13, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Sep 28 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Location is perfect. A lots of places to see within walking distance and good restaurants nearby too. The service is great. Friendly and professional staff. The room is clear and spacious. The gym is very big with all the equipments and have personal training rooms too. We stayed 5 nights and were very lucky to get room on 16th floor with a balcony!

Reviewed on Jul 14, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Wakefield

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 Wakefield

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
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

$54
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

$30
per traveler
Liberty, Freedom, and Revolution: American History Tours Bundle
See all activities in Wakefield

Wakefield Hotel Deals

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave, Wakefield, MA
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $129 total per night from Jul 20 to Jul 21
$129 total
Jul 20 - Jul 21
Total includes taxes and fees
7.2/10 Good! (2,186 reviews)
"The Lakeside Inn was clean and"

Reviewed on Jul 13, 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
$246 nightly
The price is $287 total per night from Aug 10 to Aug 11
$287 total
Aug 10 - Aug 11
Total includes taxes and fees
9/10 Wonderful! (3,674 reviews)
Great for short city breaks, not a relaxing pool
"Overall I enjoyed my stay at the Omni Boston Hotel at the Seaport. The staff were incredibly helpful and the room was lovely and clean. The hotel's ideal for a City break, and would stay again, though not for a relaxing pool stay. The pool area, whilst overlooking the main road, is lovely. My experience ..."

Reviewed on Jul 13, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
$184 nightly
The price is $214 total per night from Jul 20 to Jul 21
$214 total
Jul 20 - Jul 21
Total includes taxes and fees
9.2/10 Wonderful! (1,426 reviews)
"Epic"

Reviewed on Jul 14, 2025

citizenM Boston Back Bay
See all 3,758 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.

Find the Best Wakefield Vacation Packages

Wakefield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
24,900
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
LEGOLAND® Discovery Center, Harvard University Art Museums and Harvard Museum of Natural History

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Frequently asked questions

How much does a Wakefield vacation package cost?
You'll find cheap prices from $625 on Expedia for your Wakefield break. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Wakefield costs.
What are the cheapest months to go to Wakefield?
December, January and February are great times to look for cheap Wakefield vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Wakefield?
Generally, a handful of days is enough to go to the top sights during your Wakefield vacation. However, if you prefer to have more time to chill out or take day trips, consider extending your trip.
How to find the best Wakefield package deals?
Finding a cheap Wakefield 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 a couple of filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Wakefield package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Wakefield vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Wakefield vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Wakefield?
If you're planning a spur-of-the-moment Wakefield adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Wakefield vacation packages?
Your Wakefield getaway is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.