Rockland Vacation Packages
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Your Rockland Vacation
Known for its rich history and coastal scenery, Rockland is a perfect getaway destination. Book one of our Rockland vacation packages and experience all that this exciting city has to offer. If sightseeing is part of the plan during your trip to Rockland, swing by major attractions like Rockland Ice Rink, Rockland Golf Course and Lake Street Beach. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Rockland vacation is a walk in the park with Expedia.
Top Rockland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Atlas Hotel
Allston
Price was CA $1,489, price is now CA $974 per person
CA $974
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (125 reviews)
I thoroughly enjoyed my stay at Atlas. I highly recommend it! The staff were super friendly and helpful, the facilities were modern, greatly located, the gym was very well equipped, and the food at the hotel restaurant was delicious. A great experience overall.
Reviewed on Jun 12, 2026
Meco Hotel - Hostel
West End
Price was CA $4,353, price is now CA $2,187 per person
CA $2,187
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (449 reviews)
Seventh floor sitting area that looks over the block, with the bed being an all-inclusive (charge your phone in the bed) single person “pod”, amazingly cool if you don’t mind it being small. Expensive price though, hotel requires credit card at check-in but sort of puts $0 on it.
Reviewed on Jun 6, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $2,120, price is now CA $1,317 per person
CA $1,317
per person
Aug 24 - Aug 29
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (187 reviews)
It’s a cute little place right on the ocean with its own beach.
Reviewed on Jun 12, 2026
The Newbury Boston
Back Bay
Price was CA $2,845, price is now CA $1,929 per person
CA $1,929
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (650 reviews)
We loved our one-night stay and wish we could have stayed longer. We had a beautiful park-facing king room on a high floor. The staff was very kind and responsive. The gym is great --- well-equipped and well-maintained. Location could not be better if you plan to explore Boston by foot or the T.
Reviewed on Jun 10, 2026
Rockland Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from Jul 2 to Jul 3
CA $267
CA $368 total
Jul 2 - Jul 3
includes taxes & fees
9.2/10 Wonderful! (4,715 reviews)
"Room was TINY — not really a room for two people."
Reviewed on Jun 11, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $200 per night from Jul 5 to Jul 6
CA $200
CA $233 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (2,678 reviews)
"It’s always amazing! Best hotel in Boston!"
Reviewed on Jun 12, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
The price is CA $264 per night from Jul 5 to Jul 6
CA $264
CA $355 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (4,449 reviews)
"Great location, good price, clean and comfortable rooms."
Reviewed on Jun 11, 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.
Stay near popular Rockland attractions
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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.
