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.
Bluebird Dennisport
Price was CA $1,865, price is now CA $1,208 per person
CA $1,208
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (223 reviews)
This was an amazing location! The entire staff was nice and helpful. It is just a 10 min walk to the beach and close to many great places to eat. I can’t wait to come back!!
Reviewed on Jul 9, 2026
Nantucket Inn
Price was CA $4,273, price is now CA $2,651 per person
CA $2,651
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (722 reviews)
Everything was amazing, my room the A/C wasn’t cooling properly but they fixed it quick,
Reviewed on Jul 10, 2026
Chatham Tides
Price was CA $4,510, price is now CA $2,967 per person
CA $2,967
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (720 reviews)
Muy caro para lo que se recibe……..Aunque la habitación este literalmente sobre la playa. La cerradura de la habitación no funcionaba correctamente. Y la luz en la manana se entra por las cortinas
Reviewed on Jul 11, 2026
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 $283 per night from Jul 26 to Jul 27
CA $283
CA $316 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,542 reviews)
"2 face clothes for 5 people not enough towels No coffee at the breakfasts"
Reviewed on Jul 10, 2026
The Cove at Rockport Hotel
1 King St Rockport MA
Fully refundableReserve now, pay when you stay
The price is CA $503 per night from Jul 23 to Jul 24
CA $503
CA $562 total
Jul 23 - Jul 24
includes taxes & fees
9/10 Wonderful! (172 reviews)
"There was a lot to like about The Cove, except for the check-in process which was unpleasant. I received one email saying there would be a second email with details for entry. The other emails I received were just offers to upgrade the room (?? Why?). So I figured it would work out when we arrived. ..."
Reviewed on Jul 10, 2026
The Rockport House
17 Pleasant St Rockport MA
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Jul 20 to Jul 21
CA $225
CA $291 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (218 reviews)
"We loved our stay at The Rockport House. It was within walking distance to town, though there is no staff on the premises, with one call or text, we had every question answered. Loved our room, loved the places to sit in the shade. We will definitely be back! One suggestion, have a water refilling ..."
Reviewed on Jul 10, 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 Rockport attractions
What to do in Rockport
Cape Ann Harbor: Self-Guided Driving Audio Tour
CA $24
per traveller
100% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
CA $24
per traveller
80% of travellers recommend
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
CA $64
per adult
Frequently asked questions
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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.
