Shirley Vacation Packages
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Your Shirley Vacation
When you book a Shirley vacation package, it's all about letting go and enjoying your adventure to the fullest. Delve into the highlights of this lively city knowing that everything has been taken care of before you go. Any trip to Shirley needs a well-planned itinerary. Fill yours with leading attractions like The Mall at Whitney Field, Nashoba Paddler and Harvard Town Beach. Stop dreaming and start adventuring. Explore the wide range of options on Expedia today and put your Shirley vacation plans into gear!
Top Shirley Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston
South End
Price was CA $1,489, price is now CA $986 per person
CA $986
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
Boston Harbor Hotel
North End
Price was CA $2,291, price is now CA $1,383 per person
CA $1,383
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026
Meco Hotel - Hostel
West End
Price was CA $2,048, price is now CA $1,451 per person
CA $1,451
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Boston (BOS)
8.6/10 Excellent! (467 reviews)
I love the design of the hotel! The pods are really spacious and provide a lot of privacy. This is my second stay here and will always return when I’m back in Boston!
Reviewed on Jun 21, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,406, price is now CA $1,032 per person
CA $1,032
per person
Sep 3 - Sep 7
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (189 reviews)
Nice property. A little parking issue due to limited parking. Only one space per room, I think some people didn't listen. But breakfast, the private beach, the staff, the amenities all awesome.
Reviewed on Jun 25, 2026
Mandarin Oriental, Boston
Back Bay
Price was CA $2,722, price is now CA $2,012 per person
CA $2,012
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (428 reviews)
The valet was fast and professional, the room was clean, the staff are very helpful. I would definitely stay again!
Reviewed on May 25, 2026
Shirley Hotel Deals
Bedford Plaza Hotel - Boston
340 Great Road Bedford MA
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Jun 29 to Jun 30
CA $128
CA $143 total
Jun 29 - Jun 30
includes taxes & fees
7/10 Good! (974 reviews)
"Affordable place"
Reviewed on Jun 25, 2026
Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr Fitchburg MA
The price is CA $211 per night from Jul 7 to Jul 8
CA $211
CA $236 total
Jul 7 - Jul 8
includes taxes & fees
8.6/10 Excellent! (1,015 reviews)
"Clean everything friendly staffs"
Reviewed on Jun 26, 2026
DoubleTree by Hilton Hotel Boston - Westborough
5400 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Jul 19 to Jul 20
CA $199
CA $222 total
Jul 19 - Jul 20
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"The mattress was old or cheap because it felt indented when I woke up the next morning and caused my back to hurt. The AC unit in the room also kept making a loud noise every few minutes- like clockwork, so I kept having to turn it off after a few minutes. Especially at night so I could sleep. I ..."
Reviewed on Jun 22, 2026
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.
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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.
