Title: Rockport Vacation Packages & Trips 2025/2026 from CA $636 | Expedia.ca

  

[Rockport Travel Guide](https://expedia.ca/Rockport.dx6350)[Hotels in Rockport](https://expedia.ca/Rockport-Hotels.d6350.Travel-Guide-Hotels)[Vacation Rentals in Rockport](https://expedia.ca/Rockport-Vacation-Rentals.d6350.Travel-Guide-VacationRentals)[Flights to Rockport](https://expedia.ca/Cheap-Flights-To-Rockport.d6350.Travel-Guide-Flights)[Things to do in Rockport](https://expedia.ca/Things-To-Do-In-Rockport.d6350.Travel-Guide-Activities)[Rockport Car Rentals](https://expedia.ca/Car-Rentals-In-Rockport.d6350.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635983994077/e8c5bfe9-6c11-499d-8cc4-e17d0a9651ec.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Rockport Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

-   ## 
    
    Plan, book, travel with confidence
    

### 

Better together

Save up to CA $1,096 when you book a flight and hotel together\*

### 

Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

### 

Rest easy

Plan, book, and manage your trip all in one place

#### 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](https://www.expedia.ca/Cape-Ann-Rockport.d3000463815.Vacation-Attraction), [Good Harbor Beach](https://www.expedia.ca/Good-Harbor-Beach-Gloucester.d553248621532667409.Vacation-Attraction) and [Wingaersheek Beach](https://www.expedia.ca/Wingaersheek-Beach-Gloucester.d553248621532667334.Vacation-Attraction) 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.

![The Bostonian Boston](https://images.trvl-media.com/lodging/1000000/20000/15200/15159/680c86ce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Bostonian Boston

Government Center

CA $636

per person

Nov 28 - Dec 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

8.4/10 Very Good! (1,943 reviews)

This hotel suites our needs very well. We spent one night after a cruise and it was close to all of the things we wanted to see and many options for places to eat! The front seat staff & porters were amazing!

Reviewed on Oct 10, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15159&paandie=true&dealMarker=McYty-MPZ0MlGU1f_lZ898yUSGapn92gWSuPEScPjZAxMHV9B1-U5fjjOuJhEdJ6)

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $1,222

per person

Jan 1 - Jan 4

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

One of the best I’ve stayed at in a while

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-04/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&dealMarker=eg-fgMyrFK6DqGSHdw1Z427piDcnSbCEFTaJTVgPHPGfI3TAznYFAUshjhUoADFT)

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/76d84630_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,085

per person

Nov 28 - Dec 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (160 reviews)

I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=McYty-MPZ0MlGU1f_lZ89-CJc2CfVMVaUC-EfzVsv2zThvi778oXpp9tIWnqkJQ0)

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Boston

Downtown Boston

CA $1,081

per person

Nov 28 - Dec 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (1,002 reviews)

The location was amazing and the staff was so friendly. We will be back!

Reviewed on Oct 9, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2558&paandie=true&dealMarker=McYty-MPZ0MlGU1f_lZ891kQhng-QhPsx-kvk1s3k94emUkeFBIf8uck4fr6bdsi)

![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Whitney Hotel

Beacon Hill

CA $1,001

per person

Nov 28 - Dec 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (457 reviews)

The service of the room was shockingly poor. The first night our room was not serviced until almost 5PM. The second night after asking for the room to be cleaned, they left the remains of room service food in the room, with the trash cans also full. We had to ask if we needed to clear the trash ourselves. Any other hotel, I would not have been surprised. But a hotel at this caliber? I was disappointed to say the least.

Reviewed on Oct 12, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=29866090&paandie=true&dealMarker=M6lYpVyqY-8qIQUEWY_Su85yNt7Nq1LOKurDcopZEvoLJOrhfciN87mGEpWN6vNZ)

## 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](https://www.expedia.ca/d6350-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent). 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](https://www.expedia.ca/Rockport-Hotels-Emerson-Inn.h1056612.Hotel-Information) and [The Cove at Rockport Hotel](https://www.expedia.ca/Rockport-Hotels-The-Cove-At-Rockport-Hotel.h90922277.Hotel-Information).
-   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](null).
-   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.

## Ready to book your vacation to Rockport?

Choose your dates

## Rockport Hotel Deals

![Rockport Inn And Suites](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803719/1c83e728_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Rockport Inn And Suites

183 Main Street, Rockport, MA

Fully refundableReserve now, pay when you stay

CA $173

CA $194 total

Nov 9 - Nov 10

includes taxes & fees

8.4/10 Very Good! (1,486 reviews)

"We stayed 1night, nice place"

Reviewed on Oct 7, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=2803719&PinnedHotelID=2803719&HadPinnedHotel=true&regionId=6350)

![The Rockport House](https://images.trvl-media.com/lodging/108000000/107590000/107582100/107582001/c1dc41bc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Rockport House

17 Pleasant St, Rockport, MA

Fully refundableReserve now, pay when you stay

CA $128

CA $183 total

Nov 3 - Nov 4

includes taxes & fees

9.2/10 Wonderful! (117 reviews)

"yes"

Reviewed on Oct 9, 2025

[](https://expedia.ca/Hotel-Search?startDate=03%2F11%2F2025&endDate=04%2F11%2F2025&selected=107582001&PinnedHotelID=107582001&HadPinnedHotel=true&regionId=6350)

![The Cove at Rockport Hotel](https://images.trvl-media.com/lodging/91000000/90930000/90922300/90922277/5f01a93e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Cove at Rockport Hotel

1 King St, Rockport, MA

CA $381

CA $425 total

Oct 14 - Oct 15

includes taxes & fees

9/10 Wonderful! (122 reviews)

"Really steep stairs. Early 10:00 am check out. Construction Beautiful ocean view. Spacious. Nice decks"

Reviewed on Oct 1, 2025

[](https://expedia.ca/Hotel-Search?startDate=14%2F10%2F2025&endDate=15%2F10%2F2025&selected=90922277&PinnedHotelID=90922277&HadPinnedHotel=true&regionId=6350)

[See all 1,610 properties in Rockport](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025&regionId=6350)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### 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.

[](https://expedia.ca/Straightsmouth-Island-Lighthouse-Rockport.d553248621532667411.Vacation-Attraction)

### What to do in Rockport

![Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour](https://mediaim.expedia.com/localexpert/823381/04e76f58-c1d8-4768-84d0-bcae3ea6e07f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cape Ann Harbor: Self-Guided Driving Audio Tour

CA $24

per traveller

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/cape-ann-harbor-self-guided-driving-audio-tour.a823381.activity-details)

![Cape Ann Self-Guided Driving Tour in Gloucester and Rockport](https://mediaim.expedia.com/localexpert/3060314/25d71e0c-f1f2-40ad-9b58-41d96a7c86e7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

CA $24

per traveller

**80%** of travellers recommend

[](https://expedia.ca/things-to-do/cape-ann-self-guided-driving-tour-in-gloucester-and-rockport.a3060314.activity-details)

![Massachusetts Self-Guided Driving and Walking Tours Bundle](https://mediaim.expedia.com/localexpert/5280486/e51020c2-3f21-4b6a-ae0a-93b340f5a0f4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Massachusetts: Smartphone-Based Audio Tour Bundle

CA $70

per traveller

[](https://expedia.ca/things-to-do/massachusetts-smartphone-based-audio-tour-bundle.a5280486.activity-details)

[See all activities in Rockport](https://expedia.ca/things-to-do/search?rid=6350)

## Explore a world of travel with Expedia

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)