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.
Boston Lodge and Suites
Dorchester
Price was CA $1,173, price is now CA $667 per person
CA $667
per person
Sep 1 - Sep 3
just found
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
The Newbury Boston
Back Bay
Price was CA $1,887, price is now CA $1,005 per person
CA $1,005
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.4/10 Exceptional! (670 reviews)
We were first greeted by Andrew who was so welcoming and knowledgeable. Suprisingly we were upgraded to a corner room on the 16th floor...so beautiful! Then we were escorted to the room by Chad who gave great tips on how to navigate the elevators and the room.
We stayed a week and took advantage of the awesome location, great restaurants (Street Bar and Contessa). The library room had coffee with pastries in the morning and treats at night...we loved out stay and would come back in a heartbeat!
Reviewed on Jul 18, 2026
Nantucket Inn
Price was CA $4,418, price is now CA $2,801 per person
CA $2,801
per person
Aug 27 - Sep 3
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (722 reviews)
There are too many negatives to comment on but here are a few. The fact that this hotel was rated 9.2 on Expedia is an absolute joke.
On top of the poor quality, the room was more expensive than any hotel I have ever stayed in whether it was the Four Seasons in Maui or the Mandarin Oriental in London or San Francisco. Some examples:
- The hotel is nowhere near the beach or town. Make sure you understand that.
- The pool was empty.
- The showers near the pool (for cleaning up after the beach) only had cold water.
- One of the few nice amenities of the hotel was free bicycles. The seats did not move on them and they had virtually flat tires.
- The pipes in other rooms sounded like the roar of an engine.
- the grout in the bathrooms had signs of mold.
Make no mistake - this is not a high end hotel. It is an Extended Stay with exorbitant prices.
Reviewed on Jul 20, 2026
The Charles Hotel
West Cambridge
Price was CA $1,398, price is now CA $921 per person
CA $921
per person
Sep 10 - Sep 13
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,011 reviews)
The Charles Hotel exceeded expectations on every front. The rooms and common areas were spotless, and the amenities felt genuinely upscale. Staff were accommodating and allowed us extra time to check out, which made the end of our stay stress-free. On-site parking was a huge plus, and the location couldn’t be better — just steps from Harvard Square, with great restaurants and shops within easy walking distance. Highly recommend for anyone visiting the area.
Reviewed on Jul 17, 2026
Rockland Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $279 per night from Jul 26 to Jul 27
CA $279
CA $373 total
Jul 26 - Jul 27
includes taxes & fees
9.6/10 Exceptional! (4,584 reviews)
"Loved the location and size of the room. Also liked the check-out text. A sheet with master switch instructions would have been nice."
Reviewed on Jul 20, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Aug 16 to Aug 17
CA $201
CA $234 total
Aug 16 - Aug 17
includes taxes & fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $335 per night from Jul 31 to Aug 1
CA $335
CA $448 total
Jul 31 - Aug 1
includes taxes & fees
9.2/10 Wonderful! (4,800 reviews)
"Only thing that bothered us is we weren’t aware we had to pay for parking each night, for how expensive the stay was per night we were happy to see there was a valet just to find out we had to pay $70 per night at checkout plus a destination fee of $35 per night ( we paid almost $400 a night for ..."
Reviewed on Jul 20, 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
What to do in Rockland
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $73
per adult
90% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $68
per adult
80% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $119
per adult
92% of travellers recommend
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
