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 19 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (125 reviews)
Excellent gym. Brand new and clean. Very
Friendly staff. Even a free car charger. Will be back!!
Reviewed on Jun 8, 2026
Boston Harbor Hotel
North End
Price was CA $3,532, price is now CA $2,189 per person
CA $2,189
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,000 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 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 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (187 reviews)
Such a cute place to stay and the staff are so helpful and welcoming!!
Reviewed on May 31, 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 19 hours 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! (2,675 reviews)
"Location"
Reviewed on Jun 10, 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! (4,448 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.
