Rockport Vacation Packages
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Your Rockport Vacation
Book a Rockport vacation package and get ready to experience the highlights of this city. Think about staying in the neighborhood of Great Neck, which is great for walking, nature and views. Cape Ann, Good Harbor Beach and Wingaersheek Beach are just some of the many sights worth checking out during your trip to Rockport. Whoever you're heading away with and whatever you plan to spend, your dream Rockport vacation is only clicks away with Expedia.
Top Rockport Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sunbird ANNEX Resort
Price was CA $696, price is now CA $475 per person
CA $475
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
7.8/10 Good! (790 reviews)
We stayed in a "cottage" which was direct access from the car, which I love. There was a small fridge and micro, but not a kitchenette, which I had been hoping for. 2 Queen beds, a desk & chair, and a decent sized tv. NETFLIX was included and I enjoyed and appreciated that. Indoor and outdoor pools. I had intended to use the outdoor one, but the weather turned cool due to an offshore hurricane. The pool was lit up at night with beautiful colors. I am returning in acouple of weeks with my brother and intend to use it then. All of the staff were very personable, too.
Reviewed on Aug. 27, 2025
Raffles Boston
Back Bay
Price was CA $2,933, price is now CA $1,795 per person
CA $1,795
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.
Reviewed on Aug. 28, 2025
Sesuit Harbor House
Price was CA $1,406, price is now CA $911 per person
CA $911
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (168 reviews)
We’ve been to the Cape many times over the past 20 years. The Sesuit Harbor House was conveniently located off Route 6a, but it was very quiet; you couldn’t hear the traffic at all. Phil and his staff are very attentive and friendly; the continental breakfast in a basket every morning (with local treats) was perfect! We will come back and hopefully with more family members. It was 10/10!
Reviewed on Aug. 25, 2025
The Langham, Boston
Downtown Boston
Price was CA $2,977, price is now CA $1,991 per person
CA $1,991
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
The stay at The Langham was O K but l found the staff not too friendly. Also it took two days to change a flickering light in our room after asking twice at reception. I found the lobby very noisy at times with the influx of people using the function rooms.
Having said that the ladies who cleaned the room every day were exceptional and are a credit to the hotel. I also thought some of the staff including the concierge and the door staff looked rather scruffy in their uniforms with just open necked shirts without ties.I have stayed in better
hotels . If we were to return to Boston in the future l would have no problem staying at The Langham again. Just a few things that would make it a great hotel.
Reviewed on Aug. 29, 2025
Rockport Beach Vacation
There's nothing like a Rockport vacation to give yourself a little boost. The soothing melody of rolling surf and the smell of clean ocean air are sure to recharge your mind and body. To be close to the city centre on your trip to Rockport, base yourself around Front Beach (0.32 kilometres away). If you're intending to stay for a bit, look into our Rockport packages. Not only can you save some cash, you'll also have other incredible beaches near you to explore, like Pebble Beach and Back Beach. We call that a win-win!
Things You Should Know About Rockport
- Drift off to sleep to the calming sounds of the sea in one of our Rockport beach hotels. There's nothing like staying right near the water.
- Alternatively, browse our range of private vacation homes. They're a hit with travellers planning a vacation in Rockport. Begin your search with Emerson Inn and The Cove at Rockport Hotel.
- Rockport is home to approximately 5,000 people. Why not get out and mingle with some of them? It's a terrific way to pick up a bit of inside intel on the place! Also look up our Rockport things to do page.
- After you've made some great savings by booking a Rockport vacation package, you can splurge on unforgettable travel experiences. Motif No 1, Pebble Beach and Paper House are a few attractions that should be on your itinerary.
Rockport Hotel Deals
Rockport Inn And Suites
183 Main Street, Rockport, MA
Fully refundableReserve now, pay when you stay
The price is CA $252 per night from Sep 2 to Sep 3
CA $252
CA $282 total
Sep 2 - Sep 3
includes taxes & fees
The Rockport House
17 Pleasant St, Rockport, MA
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Sep 8 to Sep 9
CA $246
CA $313 total
Sep 8 - Sep 9
includes taxes & fees
The Cove at Rockport Hotel
1 King St, Rockport, MA
The price is CA $415 per night from Sep 7 to Sep 8
CA $415
CA $464 total
Sep 7 - Sep 8
includes taxes & fees
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.
Discover the most popular places to visit in Rockport
Straightsmouth Island Lighthouse
Learn about the local history of Rockport when you spend time at Straightsmouth Island Lighthouse. Wander the seaside and beautiful beaches in this family-friendly area.
What to do in Rockport
Massachusetts Highlights: Freedom Trail, Salem & More Tour
CA $69
per adult
Cape Ann Harbor: Self-Guided Driving Audio Tour
CA $23
per traveller
100% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
CA $23
per traveller
80% of travellers recommend
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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.