Wakefield Vacations from $500

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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.
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
Price was $846, price is now $500 per person
$500
per person
Jan 15 - Jan 18
found 23 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.4/10 Very Good! (431 reviews)

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,565, price is now $768 per person
$768
per person
Dec 21 - Dec 26
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $1,993, price is now $1,146 per person
$1,146
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was $709, price is now $502 per person
$502
per person
Jan 15 - Jan 18
found 23 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
7.6/10 Good! (537 reviews)

Brewster Green Resort

Brewster Green Resort

3.5 out of 5
Price was $756, price is now $539 per person
$539
per person
Jan 15 - Jan 18
found 23 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (152 reviews)

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What to do in Wakefield

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$37
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
Museum of Ice Cream Boston Admission Ticket

Museum of Ice Cream Boston Admission Ticket

$44
per adult
80% of travellers recommend
Museum of Ice Cream Boston Admission Ticket
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
$62 nightly
The price is $69 total per night from Dec 5 to Dec 6
$69 total
Dec 5 - Dec 6
Total with taxes and fees
8.2/10 Very Good! (1,111 reviews)
"Our stay was short but pleasant! It was farther from Salem than anticipated but worked out ok! Great view from room. Breakfast was good! Didn’t get a chance to visit bar! Everyone on staff was friendly!"

Reviewed on Nov 4, 2026

Lakeside Inn
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $233 total per night from Nov 22 to Nov 23
$233 total
Nov 22 - Nov 23
Total with taxes and fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$113 nightly
The price is $131 total per night from Nov 23 to Nov 24
$131 total
Nov 23 - Nov 24
Total with taxes and fees
The Revolution Hotel
See all 4,100 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

Things to do near Wakefield

Wakefield, Massachusetts, is a great destination for families and business travelers alike, offering a variety of activities such as educational experiences, shopping at local centers, and beach vacations. Whether you're looking for detailed vacation itineraries, exciting day trips, or special activities, Wakefield has something for everyone. Explore its vibrant shopping scene and enjoy a mix of leisure and fun during your stay.

Shopping

For a delightful shopping experience in Wakefield, visit Harvard Square and Bewitched in Salem, both 9 miles away, offering unique gifts and local charm. If you're up for a drive, Faneuil Hall Marketplace is 10 miles away, featuring a vibrant atmosphere with diverse shops and entertainment.

Recreation

Experience the serene King Rail Reserve Golf Course, perfect for a round of golf amidst beautiful outdoor scenery, just 2 miles from Wakefield. For entertainment, The Lynn Auditorium offers fantastic concerts only 7 miles away, while the Orpheum Theater, 10 miles from Wakefield, showcases captivating performances for all ages.

Adventure

Experience thrilling water slides and wave pools at the Water Park of New England, located 8 miles from Wakefield, perfect for family fun. Enjoy interactive exhibits and creative play at LEGOLAND® Discovery Center, also 8 miles away. For a relaxing outdoor adventure, visit Horn Pond, 5 miles from town.

Nightlife

Wakefield's nightlife offers a charming blend of entertainment and romance. Enjoy a night out at Cambridge Common, a lively pub 9 miles away, or visit Park-9 Dog Bar, located 7 miles from Wakefield, for a fun atmosphere paired with great drinks.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Wakefield

Wakefield, Massachusetts, offers a delightful vacation experience for families, business travelers, and city explorers alike. Visitors can enjoy beautiful beaches, historic homes, and renowned colleges and universities. The area provides a rich blend of cultural experiences, outdoor activities, and family-friendly attractions, making it an ideal destination for anyone looking to explore the charm of New England.

  • TD Garden: Experience the pulse of Boston at TD Garden, a premier event venue known for its vibrant atmosphere. From thrilling sports events to captivating concerts, the energy here is contagious. With a range of dining options nearby, it's a great spot for a night out or an exciting day of entertainment.
  • Harvard University: Step into history at Harvard University, an iconic institution that exudes culture and intellect. Explore its stunning architecture, beautiful campus, and rich heritage. Don't miss the chance to visit museums like the Harvard Art Museums, which house incredible works from various eras.
  • Boston Harbor: Embrace adventure at Boston Harbor, where you can enjoy outdoor activities like sailing, kayaking, or simply relaxing on the beach. The scenic views of the skyline and the vibrant waterfront make it a perfect escape for nature lovers and adventurers alike.

Best time to go to Wakefield

The best time to visit Wakefield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Wakefield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Wakefield falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.6°F (-1.9°C)Light RainMostly SunnySlightly LowSlightly Low
February29.8°F (-1.2°C)Light RainMostly CloudyAverageSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnyAverageAverage
April47.7°F (8.7°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageSlightly High
June66.4°F (19.1°C)Light RainMostly SunnySlightly HighAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighAverage
August72.3°F (22.4°C)Light RainMostly SunnyAverageAverage
September65.3°F (18.5°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage
December35.1°F (1.7°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Wakefield

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Wakefield.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Wakefield.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

What types of vacation packages are available in Wakefield?
Wakefield is a central urban destination known for its family-friendly attractions, and vacation packages can be tailored to several travel styles:
  • Budget package: For travelers seeking value, a package with a stay at Lakeside Inn can be a good option. This property, rated 10 out of 10 by travelers, offers free breakfast and an outdoor pool, with travelers noting the excellent location and fantastic staff.
  • Breakfast package: Many hotels in Wakefield offer complimentary breakfast. The 3.5-star Four Points by Sheraton Wakefield Boston Htl&Conference Cntr, rated 8.4 out of 10 by travelers, includes free breakfast and a restaurant, with travelers often praising the great breakfast and helpful staff.
  • Family package: A family-friendly Wakefield vacation package could include a stay at Lakeside Inn. This property features family rooms and an outdoor pool, and travelers frequently highlight its excellent location and fantastic staff.
How can I save money on a Wakefield vacation package?
When you bundle, you can save up to 30%*. To save money on a Wakefield package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How much does a Wakefield vacation package cost?
A Wakefield vacation package typically costs around $700 per adult for a weekend trip. Lower-priced bookings start from around $500 per adult, while other packages can reach up to $1,400 per adult.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How do I find cheap Wakefield vacation package deals?
The cheapest Wakefield vacation package deals can be as low as around $380 per adult for weekend trips. Separately, August typically has the lowest average monthly price, around $760 per adult, for a 3-day trip, while October follows closely at around $790, for a 4-day trip. Bundling flights and hotel together also typically saves money — most Wakefield vacation package deals include some savings versus booking separately, typically around $30 per adult. Longer, week-long trips can save even more, often around $65 per adult. Browse cheap vacation packages in Wakefield on Expedia for current deals.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to go to Wakefield?
The best time to go to Wakefield for a Wakefield vacation package is typically from September to October, which are peak months for demand. These months offer cool, sunny autumn weather, ideal for exploring the area.

For travelers seeking potentially more affordable options, June and August also tend to offer lower prices. August brings hot, humid summers, while June offers pleasant weather before the peak summer heat.
What's included in a Wakefield vacation package?
A Wakefield vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many hotels here offer free breakfast, which can be a convenient perk for your trip.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
What's the best vacation package for Wakefield?
For families, a Wakefield vacation package built around a stay at Lakeside Inn is a strong choice. This property, rated 10 out of 10 by travelers and about 1 mile from central Wakefield, offers family rooms and an outdoor pool, with travelers frequently highlighting its excellent location and fantastic staff.

Couples might prefer a package with the 3.5-star Four Points by Sheraton Wakefield Boston Htl&Conference Cntr. Rated 8.4 out of 10 by travelers and about 2 miles from central Wakefield, it features a bar/lounge and a restaurant, and travelers often praise the great breakfast and helpful staff.

For value-focused travelers, a package including Lakeside Inn can be ideal. This hotel, about 1 mile from central Wakefield, provides free breakfast and is praised by travelers for its excellent location and value.
Is Wakefield better suited for a beach vacation or a cultural trip?
Wakefield is primarily an urban destination, known for its family-friendly and cultural attractions. Its history dates back to 1638, with landmarks like the Colonel James Hartshorne House, built in 1681 and listed on the National Register of Historic Places, offering a glimpse into the past.

A Wakefield vacation can focus on exploring nearby urban and entertainment hubs such as Encore Boston Harbor and Assembly Row, both about 4 miles from central Wakefield. Sports fans can also visit Fenway Park, about 6 miles away, for a cultural experience.
What is the best time to book a Wakefield vacation package?
Book your Wakefield vacation package around 6 weeks before you travel. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 2 and 10 weeks out.

from August to October is the most popular months for Wakefield packages, so booking earlier is advisable if you're traveling during these times.
What are the top things to do in Wakefield?
A Wakefield vacation offers a variety of urban and cultural attractions, many just a short drive away:

Browse and book things to do in Wakefield on Expedia.
How many days do you need for a Wakefield vacation?
Most Wakefield vacation packages last around 4 days, which provide enough time to explore local attractions and nearby Boston-area highlights. You could visit Encore Boston Harbor, catch a game at Fenway Park, and explore Boston Common.

About half of travelers choose weekend trips, while about half opt for week-long trips, allowing for a more relaxed pace or deeper exploration of the region.
Is Wakefield a good destination for a weekend vacation?
Wakefield is a great destination for a weekend vacation package, with about half of all travelers choosing weekend trips. In just a few days, you can explore local attractions and nearby entertainment.

You could visit Encore Boston Harbor or Assembly Row, both about 4 miles from central Wakefield, for dining and entertainment. For shopping, MarketStreet Lynnfield is about 5 miles away.
Do you need to rent a car in Wakefield, or is public transport enough?
For a Wakefield vacation package, renting a car offers the most flexibility to explore the area and its surrounding attractions. While Wakefield does have public transportation, including the MBTA Commuter Rail with stations at Greenwood and Wakefield, and local bus service, a car makes it easier to reach destinations outside the immediate town center.

Major routes like I-95 and US Route 1 run through or near Wakefield, providing convenient access to nearby cities like Boston. A car allows you to customize your itinerary and visit family-friendly attractions at your own pace.
Are Wakefield vacation package hotels conveniently located?
Wakefield vacation package hotels are generally conveniently located near the town's center, offering easy access to the area.

For example, Four Points by Sheraton Wakefield Boston Htl&Conference Cntr is about 2 miles from central Wakefield. The Lakeside Inn is even closer, situated about 1 mile from central Wakefield. These locations provide a good base for exploring Wakefield and its surroundings.
Can I change or cancel my Wakefield vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Wakefield vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Wakefield vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Wakefield vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Wakefield?
To find last-minute vacation packages to Wakefield, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Wakefield vacation packages?
Free cancellation on a Wakefield vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Wakefield vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Wakefield getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Wakefield vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.