Title: Rockland Vacation Packages & Trips 2025/2026 from CA $997 | Expedia.ca

  

[Hotels in Rockland](https://expedia.ca/Rockland-Hotels.d6339.Travel-Guide-Hotels)[Vacation Rentals in Rockland](https://expedia.ca/Rockland-Vacation-Rentals.d6339.Travel-Guide-VacationRentals)[Rockland Car Rentals](https://expedia.ca/Car-Rentals-In-Rockland.d6339.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6339/7fcf114d-01ce-46f4-a0d4-cbb6ed66a43d.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Rockland Vacation Packages

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

Photo by Janine Edmondson

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Better together

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

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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](https://www.expedia.ca/Rockland-Ice-Rink-Rockland.d6131916.Vacation-Attraction), [Rockland Golf Course](https://www.expedia.ca/Rockland-Golf-Course-Rockland.d6131914.Vacation-Attraction) and [Lake Street Beach](https://www.expedia.ca/Lake-Street-Beach-Boston.d553248635983987553.Vacation-Attraction). 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.

![Global Luxury Suites East Boston](https://images.trvl-media.com/lodging/60000000/59300000/59296500/59296491/a5dc30b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Global Luxury Suites East Boston

East Boston

CA $997

per person

Nov 8 - Nov 14

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

6.8/10 (162 reviews)

I don’t know why this place has gotten some bad reviews. This was a great stay. Clean, safe, very convenient. It’s right across the street from the ferry that takes you across the harbor to long wharf or seaport district. And also a close walk to the subway. The apartment itself was beautiful. Loved it. The indoor pool was great especially for the couple of rainy days we had during our visit. Such a great stay!

Reviewed on Sep 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-14/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=59296491&paandie=true&dealMarker=5bVfJR1nCacMKnXn_oaDSXnPEhvmyIx-a2xtnpd-ZU3QNHH4qv-Ds7_Nfi200B28)

![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 $1,117

per person

Nov 16 - Nov 18

found 2 days ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

The view is great Restaurant is superb

Reviewed on Sep 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-16/2025-11-18/?FromAirport=YHM&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&dealMarker=lZEHMHO0zLZQj6pnOWlSYMazlhPzJrIik3bGhvrRCBYwTAJbBQwqxxTK3-lurf5Z)

![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 $1,644

per person

Nov 9 - Nov 13

found 4 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Boston (BOS)

9.8/10 Exceptional! (160 reviews)

Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!

Reviewed on Sep 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-09/2025-11-13/?FromAirport=YOW&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=ITvedxSCB34KIk1NGEwLQ98vQbVNAVOcLRjcIKkgLs9wBjZJHAjCZkS_qJFa2F-K)

![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 $1,314

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTZ) to Boston (BOS)

9.6/10 Exceptional! (1,002 reviews)

This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.

Reviewed on Sep 17, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-30/2025-11-02/?FromAirport=YTZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2558&paandie=true&dealMarker=-1lEOHUbIHGWDzvxxjNGDlHX-lKLr2-TmlOnJJ6j1jqSnGCQO7zIPpEab4uXwEMi)

![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Charles Hotel

West Cambridge

CA $1,410

per person

Nov 9 - Nov 13

found 4 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Boston (BOS)

9.4/10 Exceptional! (1,005 reviews)

I had a lovely stay at this hotel. Very nice atmosphere and close to many restaurants, shopping, and Harvard campus. Although I did not need parking, there was also an on-premise parking lot. Staff were kind and accommodating. My only issue was that the hotel has shows on the 3rd floor and I could hear the music at night from my room on the 4th FL so beware if you are a light sleeper. Otherwise, I would certainly stay here again when in the Cambridge area.

Reviewed on Sep 17, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-09/2025-11-13/?FromAirport=YOW&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15861&paandie=true&dealMarker=ITvedxSCB34KIk1NGEwLQ0CRFWkZsVpJRBSjLXgHvqZcDiQFbFgO2mgTZwTwKi8l)

## Ready to book your vacation to Rockland?

Choose your dates

## Rockland Hotel Deals

![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Omni Boston Hotel at the Seaport

450 Summer Street, Boston, MA

CA $361

CA $477 total

Oct 29 - Oct 30

includes taxes & fees

9/10 Wonderful! (4,043 reviews)

"Very convenient location, the hotel was in excellent condition. Rooms are small, but all requires amenities are included."

Reviewed on Sep 23, 2025

[](https://expedia.ca/Hotel-Search?startDate=29%2F10%2F2025&endDate=30%2F10%2F2025&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true&regionId=6339)

![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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citizenM Boston North Station

70 Causeway Street, Boston, MA

Fully refundableReserve now, pay when you stay

CA $319

CA $372 total

Oct 5 - Oct 6

includes taxes & fees

9.2/10 Wonderful! (3,836 reviews)

"I enjoyed my stay here. The staff was kind and polite. The location is close to the T as well as other local tourist attractions on the north side of Boston."

Reviewed on Sep 25, 2025

[](https://expedia.ca/Hotel-Search?startDate=05%2F10%2F2025&endDate=06%2F10%2F2025&selected=33870542&PinnedHotelID=33870542&HadPinnedHotel=true&regionId=6339)

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Seaport Hotel Boston

1 Seaport Lane, Boston, MA

CA $334

CA $396 total

Oct 5 - Oct 6

includes taxes & fees

9.6/10 Exceptional! (3,480 reviews)

"Great rooms, good service"

Reviewed on Sep 24, 2025

[](https://expedia.ca/Hotel-Search?startDate=05%2F10%2F2025&endDate=06%2F10%2F2025&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true&regionId=6339)

[See all 3,313 properties in Rockland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025&regionId=6339)

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 Rockland

![Fenway Park featuring a sporting event and night scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/20000/20987-Fenway-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fenway Park

4.5/5(305 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

[](https://expedia.ca/Fenway-Park-FenwayKenmore.d6023384.Vacation-Attraction)

![Harvard University which includes a city and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21000-Harvard-University.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harvard University

4.5/5(279 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

[](https://expedia.ca/Harvard-University-Lower-Allston.d6034936.Vacation-Attraction)

![Boston Common which includes flowers, a garden and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21217-Boston-Common.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston Common

4.5/5(518 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

[](https://expedia.ca/Boston-Common-Beacon-Hill.d507377.Vacation-Attraction)

### What to do in Rockland

![Boston CityPASS: Admission to Top 4 Boston Attractions](https://mediaim.expedia.com/localexpert/173116/5d73576c-38be-4337-8351-c85e937f9492.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston CityPASS®: Admission to Top 4 Attractions

CA $109

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details)

![The top floor of View Boston - 360 degree indoor observation deck
](https://mediaim.expedia.com/localexpert/46312679/72d3435a-7316-42af-bee1-19c21a7437f3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### View Boston Observation Deck Admission Tickets

CA $47

per adult

**84%** of travellers recommend

[](https://expedia.ca/things-to-do/view-boston-observation-deck-admission-tickets.a46312679.activity-details)

![Boston Harbor Sunset Cruise](https://mediaim.expedia.com/localexpert/1349525/2a83da42-4035-4736-a23f-575189568079.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston Harbor Sunset Cruise

CA $75

per adult

**84%** of travellers recommend

[](https://expedia.ca/things-to-do/boston-harbor-sunset-cruise.a1349525.activity-details)

[See all activities in Rockland](https://expedia.ca/things-to-do/search?rid=6339)

## 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.

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## Go further with the Expedia app

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