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.
The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 8 - Aug. 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (3,534 reviews)
Very nice hotel in good location, walkable to North End, Faneuil Hall & Qincy Market

Reviewed on Jun. 1, 2024

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul. 18 - Jul. 22
found 24 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9/10 Wonderful! (153 reviews)
From the moment we walked into the lobby at Beacon Hill Hotel we were greeted and treated like VIPs. The room, was a corner, looking out over Charles Street. Perfectly comfortable and artfully appointed. My only complaint and this is silly the pillows too puffy. We dined there as well and the food and service was superb.

Reviewed on May 23, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 8 - Aug. 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Excellent service, location, and amenities.

Reviewed on May 30, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug. 25 - Aug. 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
This is an upscale hotel with excellent amenities and wonderfully helpful and friendly people who kindly made our stay a joy.

Reviewed on May 27, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 1 - Aug. 5
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (31 reviews)
Beautiful hotel, flowers in All areas. Staff was superb. Two very minor issue - no fan for toilet area, hot water in shower takes a bit. Doesn’t distract from my overall rating. Easily a come back recommendation

Reviewed on May 29, 2024

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 $135 per night from Jun. 2 to Jun. 3
CA $135
CA $151 total
includes taxes & fees
Jun 2 - Jun 3
7/10 Good! (1,620 reviews)
"Good hotel for a few days of stay."

Reviewed on May 30, 2024

Lakeside Inn
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $305 per night from Jun. 9 to Jun. 10
CA $305
CA $395 total
includes taxes & fees
Jun 9 - Jun 10
9/10 Wonderful! (2,120 reviews)
Omni Seaport
"Always a pleasant stay at the Omni Seaport. Great area to walk around. Excellent accommodations and service. Nice pool and restaurants."

Reviewed on May 30, 2024

Omni Boston Hotel at the Seaport
Omni Parker House
Omni Parker House
4 out of 5
60 School St, Boston, MA
The price is CA $271 per night from Jul. 1 to Jul. 2
CA $271
CA $363 total
includes taxes & fees
Jul 1 - Jul 2
8.8/10 Excellent! (2,674 reviews)
"Great location in the middle of all the historic sites"

Reviewed on May 30, 2024

Omni Parker House
See all 3,317 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?
Starting from a low CA $965, a package is your portal to cheaper travel. Custom make your Wakefield adventure by choosing from our great range of hotels, flights and rental cars.
How do I get a cheap travel package to Wakefield?
If you love scoring a bargain, bundle your bookings into a Wakefield vacation package. Whether you’re searching for hotels, flights, activities or rental cars, you can book them all in one place. You’ll have loads of choice at your fingertips as well. Expedia has more than 550 air carriers and 1,000,000 hotels throughout the world to pick from. Fly with who you want, stay wherever you like and save a tidy sum — now that’s the ideal escape!
Where should I stay in Wakefield?
If you plan to check out Melrose Wakefield Hospital, maximize your time sightseeing and find somewhere to stay close by. It’s one of the best attractions in this neighborhood.
What are the top hotels in Wakefield?
Book a stay at Lakeside Inn. It’s one of this area’s most in-demand properties. Another reputable option in Wakefield is Four Points by Sheraton Wakefield Boston Htl&Conference Cntr.
How far in advance should I book my Wakefield vacation?
It can be difficult to know exactly when is the perfect time to book your trip to Wakefield. But usually the earlier you book, the more affordable the prices. Sometimes, you can lock in your flights and hotels up to a year prior to your departure date. If you’re hoping for a last-minute getaway, no need to worry! There are fantastic deals posted on Expedia every single day.
What does an Expedia Wakefield travel package include?
It comes down to what you want. If you’re traveling solo, you might decide to combine flights and hotels. Bringing the whole family to Wakefield? A travel package that includes hotels, flights and rental cars might suit you better. Expedia gives you the freedom and flexibility to build your own travel package.
What should I know before booking a Wakefield travel package?
You’ll save big with an Expedia travel package. Bundle your flights, rental cars and hotels and be rewarded with fantastic discounts. Hotels aren’t your only choice, however. Book with us and choose from beachside villas, rural cottages and even castles and houseboats!
Can I choose my airline with a Wakefield Expedia vacation package?
You certainly can. We offer more than 550 partner airlines globally, so choose the carrier that matches your budget and travel needs.
If I'm not able to travel, can I cancel my Wakefield vacation package?
Because we know life can throw you a few curveballs, the answer is yes. For more information, head to our Customer Service Portal. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in Wakefield

Image for Fenway Park

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
Image for Harvard University

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
Image for Boston Common

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

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $107
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

CA $41
Per adult
100% of travellers recommend
Bewitched Walking Tour of Salem
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

CA $264
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
See all activities in Wakefield

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