Title: Kent Island Vacation Packages & Trips 2026 from CA $816 | 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/553248635077608788/a9a6d297-9d46-45e8-badb-996c30fdaaca.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Kent Island 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 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.

![Eurostars Saint Gregory Dupont Circle Georgetown](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/9d56ef4f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

CA $816

per person

May 10 - May 13

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Washington (DCA)

8.6/10 Excellent! (1,008 reviews)

Cleaning staff amazing

Reviewed on Mar 20, 2026

![Landing at Bridge District](https://images.trvl-media.com/lodging/114000000/113150000/113141200/113141170/9419e14f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Landing at Bridge District

Southeast

CA $1,926

per person

Jun 8 - Jun 15

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Washington (DCA)

8/10 Very Good! (8 reviews)

Great property! The Landing staff went out of their way to make sure I was comfortable.

Reviewed on Jan 24, 2026

![InterContinental Washington D.C. - The Wharf by IHG](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/ca057dc0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### InterContinental Washington D.C. - The Wharf by IHG

Southwest

CA $954

per person

Jun 3 - Jun 6

found 1 hour ago

Roundtrip flight included

Toronto (YYZ) to Washington (DCA)

9.4/10 Exceptional! (1,065 reviews)

This is where you stay when you want a piece of mind! Specialized professionals dedicated towards the customer's experience!

Reviewed on Mar 22, 2026

![Placemakr Buzzard Point](https://images.trvl-media.com/lodging/114000000/113170000/113163000/113162985/4d19de4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Placemakr Buzzard Point

Southwest

CA $1,039

per person

Jun 3 - Jun 6

found 1 hour ago

Roundtrip flight included

Toronto (YYZ) to Washington (DCA)

9.2/10 Wonderful! (157 reviews)

I loved my stay there. The staff was so nice and helpful. I would definitely stay again.

Reviewed on Mar 5, 2026

![Hotel Hive](https://images.trvl-media.com/lodging/17000000/16120000/16111700/16111647/b0ea67b2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Hive

Northwest

CA $1,270

per person

May 19 - May 24

found 5 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Washington (DCA)

9.2/10 Wonderful! (1,379 reviews)

Great place for an overnight stay! The rooftop bar had a great view and drinks. Will definitely stay here in the future.

Reviewed on Mar 25, 2026

## 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 $229

CA $289 total

Mar 30 - Mar 31

includes taxes & fees

9.4/10 Exceptional! (442 reviews)

Our stay was absolutely Amazing. We dined at Knoxie’s table for dinner and enjoyed an evening in one of the private cabins. The property is beautiful and almost set up to be an all inclusive resort. The only thing missing was the golf course and a pool. The 2 things I would recommend are better toilet ...

Reviewed on Mar 24, 2026

[](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&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

10/10 Exceptional! (16 reviews)

This was our second time spending Thanksgiving week at Woodland Retreat. We appreciate the overall cleanliness of the house. All the beds are very comfortable. The kitchen is well stocked. The primary suite has plenty of room for baby’s portable crib. The downstairs bonus room is ideal for family ...

Reviewed on Nov 30, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=101278078&PinnedHotelID=101278078&HadPinnedHotel=true&regionId=553248635077608788)

[](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=101278078&PinnedHotelID=101278078&HadPinnedHotel=true&regionId=553248635077608788)

![Chesapeake Houseboat Getaway on Kent Island, Maryland](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/64b6a56c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Chesapeake Houseboat Getaway on Kent Island, Maryland

 Stevensville MD

9.8/10 Exceptional! (50 reviews)

Julia was fantastic! We came with 6 ladies for a surprise bachelorette weekend. She even gave us recommendations for super fun local venues and restaurants accounting for what was closed in the ‘off-season’. I don’t think there can be an off-season here. Everyone was so friendly and helpful with ...

Reviewed on Mar 23, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=99712854&PinnedHotelID=99712854&HadPinnedHotel=true&regionId=553248635077608788)

[](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=99712854&PinnedHotelID=99712854&HadPinnedHotel=true&regionId=553248635077608788)

[See all 1,290 properties in Kent Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F03%2F2026&endDate=28%2F03%2F2026&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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