Title: South Dennis Vacation Packages & Trips 2025/2026 from CA $909 | Expedia.ca

  

[Hotels in South Dennis](https://expedia.ca/South-Dennis-Hotels.d6285885.Travel-Guide-Hotels)[Vacation Rentals in South Dennis](https://expedia.ca/South-Dennis-Vacation-Rentals.d6285885.Travel-Guide-VacationRentals)[South Dennis Car Rentals](https://expedia.ca/Car-Rentals-In-South-Dennis.d6285885.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6285885/180b0acb-cd94-4962-a11d-bf0f9ed0174e.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# South Dennis Vacation Packages

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

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### 

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#### Your South Dennis Vacation

Lock in a South Dennis vacation package and get ready for a fantastic adventure. With a reputation for its coastal scenery and family-friendly attractions, there's plenty to love about this city. If your trip to South Dennis includes a little sightseeing, take in popular attractions like [Cape Cod Museum of Art](https://www.expedia.ca/Cape-Cod-Museum-Of-Art-Dennis.d6070155.Vacation-Attraction), [Cape Cod Museum of Natural History](https://www.expedia.ca/Cape-Cod-Museum-Of-Natural-History-West-Brewster.d6070157.Vacation-Attraction) and [Mayflower Beach](https://www.expedia.ca/Mayflower-Beach-Massachusetts.d553248621561930301.Vacation-Attraction). Expedia is here to help you escape the everyday. Tailor your vacation to South Dennis to suit your style of travel, whatever that may look like.

## Top South Dennis Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![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 $909

per person

Nov 7 - Nov 9

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (1,005 reviews)

Great location, very friendly staff, clean room. Thanks Sumit. You have a great team.

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-07/2025-11-09/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15861&paandie=true&dealMarker=b3fWbLscUsiTNf0BuuZUcBIG3L4bacuXDLtzhD_iYKqsbcVgpXwTLO_Eie1OOlsh)

![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Newbury Boston

Back Bay

CA $1,094

per person

Dec 26 - Dec 29

found 1 hour ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

9.4/10 Exceptional! (510 reviews)

Thoroughly enjoyed our stay. All the staff were very friendly and helpful. The rooms were clean and well stocked. I would definitely stay there again

Reviewed on Oct 1, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-29/?FromAirport=YUL&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=395&paandie=true&dealMarker=lR8WPAr86pI0wxNIdf4RQ3-eCm57Db8lWxl1a4bCTsppDfFu3SxNkCBzjmE71nkI)

![Maverick Suites at 245 Newbury St](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/2e7614de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Maverick Suites at 245 Newbury St

Back Bay

CA $1,248

per person

Nov 8 - Nov 14

found 21 hours ago

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

8.2/10 Very Good! (141 reviews)

Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library

Reviewed on Oct 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-14/?FromAirport=YTZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=89756238&paandie=true&dealMarker=4uaJn7mU8PE--MnD35q6RcklrKKTm8s9pYzqpx5gLPcooQUUB3B-MKgZkcAbXWnP)

![Hotel AKA Back Bay](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/1a69cacc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel AKA Back Bay

Back Bay

CA $1,316

per person

Dec 28 - Jan 3

found 23 hours ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

9.2/10 Wonderful! (1,150 reviews)

The location is very good for proximity to historical sight seeing and many restaurant choices. A short walk to the Arlington MBTA subway station provides a brief ride to Fenway Park. Unfortunately we experienced small bugs in our room. Not sure if they were fleas or some other type of bug. They allow pets to stay at the hotel so it could be related to that. We made management aware and they switched rooms for our last two nights. Our stay was a total of 5-nights, Followup correspondence from hotel management informed us that they had Ecolab come to investigate the room. Ecolab claimed that they did not find any issues. That response puzzled me, as I know that we showed pictures of what we found to the hotel desk staff. Maybe the bugs left the room when we did !?!

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-03/?FromAirport=YUL&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1070718&paandie=true&dealMarker=HfwB1AGAvqcdZAmr-dp9EEQPK-Vqg-gY2qfmpfzGBoLRC_H_PVSMwTljlIAVK2iz)

![Maverick Suites at 40 Temple St](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/0dd63623_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Maverick Suites at 40 Temple St

Beacon Hill

CA $1,074

per person

Nov 8 - Nov 14

found 21 hours ago

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

7.4/10 Good! (92 reviews)

Great small apartment, conveniently located in downtown. The table was rickety and the towels didn't dry out in a single day even though I hung it up.

Reviewed on Oct 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-14/?FromAirport=YTZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=89660519&paandie=true&dealMarker=4uaJn7mU8PE--MnD35q6RcklrKKTm8s9pYzqpx5gLPf8Cm5qXL_rPITMV_i_nXTA)

## Ready to book your vacation to South Dennis?

Choose your dates

## South Dennis Hotel Deals

![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Margaritaville Resort Cape Cod

1225 Iyannough Rd, Hyannis, MA

Fully refundableReserve now, pay when you stay

CA $177

CA $283 total

Oct 26 - Oct 27

includes taxes & fees

8.6/10 Excellent! (375 reviews)

Fun place to stay

"Very bright and clean! Bed was very noisy and breakfast was not free but looked like a typical hotel breakfast line so that was disappointing"

Reviewed on Oct 6, 2025

[](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=12897&PinnedHotelID=12897&HadPinnedHotel=true&regionId=6285885)

![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cape Sands Inn

149 Main St - RT 28, West Yarmouth, MA

Fully refundableReserve now, pay when you stay

CA $104

CA $119 total

Oct 9 - Oct 10

includes taxes & fees

8.2/10 Very Good! (1,013 reviews)

"Reasonable price for a place to stay in Cape Cod with a comfortable room and amenities such as a pool & hot tub. Located along the main drag in Yarmouth and not far from Hyannis."

Reviewed on Oct 2, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F10%2F2025&endDate=10%2F10%2F2025&selected=1330174&PinnedHotelID=1330174&HadPinnedHotel=true&regionId=6285885)

![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Fairfield Inn & Suites by Marriott Cape Cod Hyannis

867 Iyannough Road, Hyannis, MA

Fully refundableReserve now, pay when you stay

CA $141

CA $161 total

Nov 2 - Nov 3

includes taxes & fees

8.8/10 Excellent! (617 reviews)

"Clean Room and very accessible to everything"

Reviewed on Oct 2, 2025

[](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=7660&PinnedHotelID=7660&HadPinnedHotel=true&regionId=6285885)

[See all 5,562 properties in South Dennis](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F10%2F2025&endDate=10%2F10%2F2025&regionId=6285885)

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)

### What to do in South Dennis

![Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/47337601/e7340904-330b-4b08-bb24-aa3ac803a21e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour

CA $34

per traveller

**80%** of travellers recommend

[](https://expedia.ca/things-to-do/cape-cod-provincetown-self-guided-drive-walk-audio-tour.a47337601.activity-details)

![Cape Cod Self-Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/4436455/916c1ffc-70ea-4765-9655-786c3b9bf94f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cape Cod Self-Guided Driving Audio Tour

CA $23

per traveller

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/cape-cod-self-guided-driving-audio-tour.a4436455.activity-details)

![Massachusetts Highlights: Freedom Trail, Salem & More Tour](https://mediaim.expedia.com/localexpert/5247794/991bb3ab-4de4-47da-8b84-5a4e09a0b2d6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Massachusetts Highlights: Freedom Trail, Salem & More Tour

CA $62

per adult

[](https://expedia.ca/things-to-do/massachusetts-highlights-freedom-trail.a5247794.activity-details)

[See all activities in South Dennis](https://expedia.ca/things-to-do/search?rid=6285885)

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