Title: Kent Island Vacation Packages & Trips 2026 from CA $665 | Expedia.ca

[Kent Island Travel Guide](https://expedia.ca/Kent-Island.dx553248635077608788)[Hotels in Kent Island](https://expedia.ca/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)[Vacation Rentals in Kent Island](https://expedia.ca/Kent-Island-Vacation-Rentals.d553248635077608788.Travel-Guide-VacationRentals)[Flights to Kent Island](https://expedia.ca/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)[Kent Island Car Rentals](https://expedia.ca/Car-Rentals-In-Kent-Island.d553248635077608788.Car-Rental-Guide)

![](https://images.trvl-media.com/place/3000440455/ea96dd54-4b86-4885-83c9-585f6f8e1fb2.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Kent Island Vacation Packages

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

Photo by Patricia Knorr

- ##  
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 Kent Island Vacation

Book a vacation package to Kent Island and travel on your own terms. You'll fall in love with its watersports, history and culture. Looking for ideas about where to stay on your trip to Kent Island? [Chester](https://www.expedia.ca/Chester.d3000440455.Destination-Travel-Guides) is a top city you won't want to miss. Expedia has flights, hotels, car rentals and more to help you curate your own customized Kent Island vacation today.

## Top Kent Island Vacation Deals

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

![Washington Hilton](https://images.trvl-media.com/lodging/1000000/10000/4000/3998/a98049fd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Washington Hilton

Northwest

CA $665

per person

Jan 13 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Baltimore (BWI)

8/10 Very Good! (1,002 reviews)

My stay was great and “Joan” was accommodating. I requested a fridge and Presto.,,it arrived. Will definitely be back and recommend.

Reviewed on Nov 30, 2025

![SIXTY DC](https://images.trvl-media.com/lodging/113000000/112940000/112935000/112934988/de097099_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### SIXTY DC

Downtown Washington D.C.

CA $802

per person

Jan 13 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Washington (DCA)

9.4/10 Exceptional! (76 reviews)

One of the best hotels I’ve stayed at in a while. They have a popular restaurant on site and a very nice roof top bar. The hotel is gorgeous and rooms are very chic and cozy. Most bars are walkable from this location too. Johnny helped check us in and was incredibly kind and created such a memorable experience for us. I have already recommended this hotel to others and will definitely stay again.

Reviewed on Dec 7, 2025

![Lyle Washington D.C.](https://images.trvl-media.com/lodging/1000000/10000/6700/6619/e9a034ed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Lyle Washington D.C.

Northwest

CA $777

per person

Jan 13 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Baltimore (BWI)

9.4/10 Exceptional! (1,603 reviews)

The room was well-appointed with some thoughtful touches that made a longer stay more comfortable. The gym was better than an average hotel gym. The location is convenient to Dupont Circle, and I'd definitely stay again.

Reviewed on Dec 10, 2025

![Eurostars Saint Gregory Dupont Circle Georgetown](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/acc99fd8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

CA $748

per person

Jan 13 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Baltimore (BWI)

8.6/10 Excellent! (1,008 reviews)

Exceptionally friendly and accommodating staff.

Reviewed on Dec 10, 2025

![Hilton Washington DC Capitol Hill](https://images.trvl-media.com/lodging/1000000/20000/11300/11216/da79e2b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Washington DC Capitol Hill

Northwest

CA $1,157

per person

Jan 13 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Baltimore (BWI)

9/10 Wonderful! (1,002 reviews)

Room was spacious, quiet, close enough to everything. Staff friendly

Reviewed on Dec 4, 2025

## Ready to book your vacation to Kent Island?

Choose your dates

## Kent Island Hotel Deals

![The Inn at Chesapeake Bay Beach Club](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville MD

Fully refundableReserve now, pay when you stay

CA $255

CA $318 total

Dec 14 - Dec 15

includes taxes & fees

9.4/10 Exceptional! (429 reviews)

.

Reviewed on Nov 30, 2025

[](https://expedia.ca/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=12402244&PinnedHotelID=12402244&HadPinnedHotel=true&regionId=553248635077608788)

![Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.  ](https://images.trvl-media.com/lodging/102000000/101280000/101278100/101278078/4d0e4029_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. 

 Stevensville MD

9.8/10 Exceptional! (15 reviews)

The Woodland Retreat property was quiet and a good location for our fall golf trip. All beds comfortable and the place was very clean. Good hot water for showering and plenty of towels / linens. The Owner was very responsive to all questions we had prior to checkin and during our stay. The Wifi worked ...

Reviewed on Nov 14, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&selected=101278078&PinnedHotelID=101278078&HadPinnedHotel=true&regionId=553248635077608788)

[](https://expedia.ca/Hotel-Search?startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&selected=101278078&PinnedHotelID=101278078&HadPinnedHotel=true&regionId=553248635077608788)

![Floating 2 bed 2 bath condo stunning views of the bay ](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/9f651e90_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Floating 2 bed 2 bath condo stunning views of the bay 

 Stevensville MD

7/10 Good! (6 reviews)

Husband & I stayed during the Annapolis boat show to get a feel for what living on a yacht would be like for our year Great Loop adventure and to see what boat features would be important to us when buying. This stay suited us perfectly and Kate’s communication with us with very quick. A minor mechanical ...

Reviewed on Oct 8, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&selected=105758639&PinnedHotelID=105758639&HadPinnedHotel=true&regionId=553248635077608788)

[](https://expedia.ca/Hotel-Search?startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&selected=105758639&PinnedHotelID=105758639&HadPinnedHotel=true&regionId=553248635077608788)

[See all 1,310 properties in Kent Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F12%2F2025&endDate=13%2F12%2F2025&regionId=553248635077608788)

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 Kent Island

#### Chesapeake Exploration Center

Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants. 

[](https://expedia.ca/Chesapeake-Exploration-Center-Chester.d553248621561879491.Vacation-Attraction)

## Frequently asked questions

### Can I cancel my flight booking to Kent Island due to COVID-19?

### What's the best way to find cheap flights to Kent Island that have flexible change policies?

### What are some of the general tips for travelers to Kent Island during the COVID-19 outbreak?

> - Before locking in your flight, see if any travel bans or restrictions apply — in both your destination and origin. Get up-to-date information by reviewing government and travel websites.
> - When you pass through airport screening, do not remove your face mask. You will be required to lower it briefly for identification purposes. Passengers who refuse to wear a mask may be denied entry or boarding.
> - Do not hand your boarding pass directly to a TSA officer. Rather, position the pass on the reader and then hold it up for the agent to visually inspect it.
> - One container of liquid hand sanitizer is now permitted in your carry-on baggage. It must not be larger than 12 oz (350 ml), and you'll need to take it out of your bag at the X-ray machine for screening.
> - To reduce handling during screening, put items such as your keys, wallet, phone and belt into your carry-on rather than into the bins.
> - Separate any food you have for screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA officer to handle and inspect your belongings.

### Which airlines fly to Kent Island?

### How can I find cheap tickets to Kent Island?

### How much is a flight to Kent Island?

### What are the most popular airports to fly into in Kent Island?

### When is the cheapest time to fly to Kent Island?

### How much is a plane ticket to Kent Island?

### Which airlines with flights to Kent Island employ COVID-19 cleanliness policies?

> - Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
> - Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
> - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

## Explore a world of travel with Expedia

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- [Maryland Science Center ](https://www.expedia.ca/Maryland-Science-Center-Inner-Harbor.d6077422.Vacation-Attraction)
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- [National Aquarium in Baltimore ](https://www.expedia.ca/National-Aquarium-In-Baltimore-Inner-Harbor.d6077426.Vacation-Attraction)
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- [Shadyside Park ](https://www.expedia.ca/Shadyside-Park-Shady-Side.d6263308.Vacation-Attraction)
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- [U.s. Naval Academy ](https://www.expedia.ca/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction)
- [Wilmer Park ](https://www.expedia.ca/Wilmer-Park-Chestertown.d553248621561000402.Vacation-Attraction)
- [Wye Landing ](https://www.expedia.ca/Wye-Landing-Wye-Mills.d553248621532662354.Vacation-Attraction)

- [Alamo Rent A Car Rental Cars in Stevensville ](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Stevensville.d162393-c6.Car-Rental-Guide-Suppliers)
- [Car rental Grasonville ](https://www.expedia.ca/Car-Rentals-In-Grasonville.d7382.Car-Rental-Guide)
- [Car rental Highland Beach ](https://www.expedia.ca/Car-Rentals-In-Highland-Beach.d553248634998823058.Car-Rental-Guide)
- [Car rental Stevensville ](https://www.expedia.ca/Car-Rentals-In-Stevensville.d162393.Car-Rental-Guide)

- [Stevensville Vacation Rentals ](https://www.expedia.ca/Stevensville-Vacation-Rentals.d162393.Travel-Guide-VacationRentals)

\* 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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