The Best Hotels with a Pool in Wakefield, MA from ￥17,654 in 2026

Q: What are some accommodations with pools in Wakefield?

Lakeside Inn : Features buffet, a seasonal outdoor pool, and free self parking. Omni Boston Hotel at the Seaport : Hotel, 2-minute walk from Boston Convention and Exhibition Center. Offers 4 restaurants, an outdoor pool, and a full-service spa. The Revolution Hotel : Hotel, 9-minute walk from Boston Convention and Exhibition Center. Features 2 restaurants, an indoor pool, and a health club. The Dagny Boston : Hotel, 3-minute walk from Boston Convention and Exhibition Center. Offers 2 bars, an indoor pool, and a snack bar/deli. Hyatt Regency Boston/Cambridge : Hotel, 1-minute walk from Massachusetts General Hospital. Offers complimentary wireless internet access, a seasonal outdoor pool, and a 24-hour fitness center.

A large lake surrounded by residential areas, a park with a playground, and a road with parked cars.

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Our top choices for Wakefield hotels with a pool

1. Lakeside Inn

Wakefield

￥17,654 total

includes taxes & fees

Aug 12 - Aug 13

2. Best Western Plus New Englander

Woburn

￥22,267 total

includes taxes & fees

Aug 9 - Aug 10

3. Hampton Inn Boston Woburn

Woburn

￥23,514 total

includes taxes & fees

Aug 16 - Aug 17

4. Residence Inn by Marriott Boston Woburn

Woburn

￥26,724 total

includes taxes & fees

Aug 6 - Aug 7

5. Hilton Boston/Woburn

Woburn

￥26,079 total

includes taxes & fees

Aug 16 - Aug 17

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers

6. Holiday Inn Express Boston - Saugus by IHG

Saugus

￥21,450 total

includes taxes & fees

Sep 1 - Sep 2

7. Courtyard by Marriott Woburn/Boston North

Woburn

￥20,957 total

includes taxes & fees

Aug 27 - Aug 28

8. Homewood Suites by Hilton Boston Woburn

Woburn

￥26,407 total

includes taxes & fees

Aug 7 - Aug 8

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Choose what matters most at hotels with a pool in Wakefield

Breakfast included

Hot tub

Top Wakefield Hotel Reviews

Hyatt Regency Boston/Cambridge

10/10 Excellent

"Outstanding stay. A little farther from Fenway than expected but overall a really nice stay."

Club Quarters Hotel Faneuil Hall, Boston

8/10 Good

"Really good location. Short walk from South Station; short walk to Opera House; and a fairly short walk to the North End. Room didn't have a fridge, but one was provided upon request, which was really nice for keeping leftovers from dinner and some wine! Would definitely stay here again!"

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent

"The best place to stay if you are visiting Boston with a car. We arrived really early at 9am and non of the rooms were available. We parked at the hotel parking lot, left our luggage in the car and started our day trip of Boston on foot. we came back to the hotel late afternoon after a full day walking around Boston. By that time, most of the rooms were already taken and we were forced to stay in an handicapped accessible room. The next morning the manager was extremely nice realizing that the room we checked in to was suitable for two guests on wheelchairs and not us, a couple celebrating their anniversary on a short get away vacation from NY. He said to me, "Your Anniversary night is on us, we are refunding the charges for your stay back to your credit card and please use this money for a nice good spa day on us" what an amazing hotel manager, The Midtown Hotel By Sonesta is lucky to have such a classic individual running the hotel. Highly recommended, thanks again"

Frequently asked questions

What are some accommodations with pools in Wakefield?

Lakeside Inn: Features buffet, a seasonal outdoor pool, and free self parking. Omni Boston Hotel at the Seaport: Hotel, 2-minute walk from Boston Convention and Exhibition Center. Offers 4 restaurants, an outdoor pool, and a full-service spa. The Revolution Hotel: Hotel, 9-minute walk from Boston Convention and Exhibition Center. Features 2 restaurants, an indoor pool, and a health club. The Dagny Boston: Hotel, 3-minute walk from Boston Convention and Exhibition Center. Offers 2 bars, an indoor pool, and a snack bar/deli. Hyatt Regency Boston/Cambridge: Hotel, 1-minute walk from Massachusetts General Hospital. Offers complimentary wireless internet access, a seasonal outdoor pool, and a 24-hour fitness center.

What is there to see and do in Wakefield?

While you're in the area, consider exploring places like TD Garden, Fenway Park, and Encore Boston Harbor. Spend some time experiencing the great outdoors at Wakefield Dog Park and Breakheart Reservation. Wakefield appeals to visitors with its beautiful lakeside setting, array of dining options, and bar scene.

When is the best time to book a hotel with a pool in Wakefield?

You may want to consider a place to stay that offers an outdoor pool if you will be visiting Wakefield in the hottest months of July, August, or June when the average temperature is 69°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 33°F.

What's the best way to travel around Wakefield?

Knowing the transportation options in and around Wakefield can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, ride one of the trains from Wakefield Station or Wakefield Greenwood Station. Wakefield may not have many public transit options so consider renting a car to explore more.

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