Wakefield Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Wakefield Vacation
Planning your next exciting adventure is a cinch with a Wakefield vacation package. The neighborhood of Pine River Pond, which is great for fishing, makes a good starting point to discover the marvels of this unique city. If your trip to Wakefield includes some sightseeing, take in renowned attractions like Great East Lake, Lovell Lake and Mountain Lake. Whoever you're going away with and whatever the size of your budget, your ultimate Wakefield vacation is just clicks away with Expedia.
Top Wakefield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Ivy Boston Common
Bay Village
Price was CA $1,455, price is now CA $968 per person
CA $968
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
The area is very good for walking and getting the sense of Boston. The rooms are clean and most importantly the staff is excellent.
Reviewed on May 8, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $2,769, price is now CA $1,773 per person
CA $1,773
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025
The Ritz-Carlton, Boston
Downtown Boston
Price was CA $5,169, price is now CA $3,563 per person
CA $3,563
per person
Jun 16 - Jun 21
found 18 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (453 reviews)
Top notch. Every member of the staff was a credit to his or her profession.
Reviewed on May 3, 2026
Chatham Tides
Price was CA $2,425, price is now CA $1,682 per person
CA $1,682
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (687 reviews)
Very peaceful except the folks upstairs. We were bottom level ocean view. Lovely newly renovated room. Incredible staff. I live 11 hrs away and parents both in nearby wonderful nursing home, LC. Easy drive to see them. Family home gone now but was certainly made to feel at home here.
Reviewed on May 6, 2026
Wakefield Hotel Deals
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location
Wakefield NH
9.4/10 Exceptional! (74 reviews)
Beautiful scenery
Reviewed on Oct 26, 2025
Stunning lakefront home with a boathouse, private dock, firepit and lake views
Wakefield NH
10/10 Exceptional! (2 reviews)
We had a wonderful week at this lakehouse. It was large enought to accomodate our group comfortably but we spent most of the time floating in the clean, warm lake. The weather was sunny and hot so a perfect lake week. The bonus was watching the Eagles soar overhead, the deer swimming to and from ...
Reviewed on Aug 21, 2025
Lovell Lake Rustic Camp w/200' Private Waterfront
Wakefield NH
9.2/10 Wonderful! (35 reviews)
Beautiful view…We fished and canoed…quiet and peaceful
Reviewed on Oct 12, 2025
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
