Kent Island Vacation Packages

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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 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.
Eaton DC

Eaton DC

4.5 out of 5
Downtown Washington D.C.
Price was CA $1,119, price is now CA $773 per person
CA $773
per person
Jun 25 - Jun 29
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.2/10 Wonderful! (1,569 reviews)
So cute, great location, and clean/comfortable.

Reviewed on May 8, 2026

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was CA $1,597, price is now CA $921 per person
CA $921
per person
Jul 2 - Jul 6
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.2/10 Very Good! (1,001 reviews)
Room was clean and nicely appointed. Very comfortable stay. Would definitely return.

Reviewed on May 9, 2026

Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Price was CA $2,097, price is now CA $1,293 per person
CA $1,293
per person
Jul 2 - Jul 6
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (799 reviews)
Friendly, family atmosphere. Everybody was so kind and helpful and all the staff was greeting us as long-time friends from day 1. They were so sincere and engaged in conversations with us and all the other guests. One of the best hotels we stayed in, it is going to be on the top of our list for our next trip to WAS.

Reviewed on May 8, 2026

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Price was CA $4,331, price is now CA $2,868 per person
CA $2,868
per person
Aug 2 - Aug 8
found 14 hours ago
Roundtrip flight included
Calgary (YYC) to Baltimore (BWI)
9.2/10 Wonderful! (205 reviews)
My stay at the Rosewood Hotel was absolutely wonderful from start to finish. The level of service, attention to detail, and overall atmosphere made it a truly memorable experience. From the moment I arrived, the staff was warm, welcoming, and genuinely attentive. Check‑in was smooth and effortless, and I immediately felt like a valued guest. The room was beautifully designed—spacious, spotless, and thoughtfully arranged with luxurious touches throughout. The bed was incredibly comfortable, and the overall ambiance made it easy to relax. The hotel’s amenities were equally impressive. Whether enjoying the dining options, unwinding in the lounge areas, or simply taking in the elegant décor, everything felt refined and well-curated. Every interaction with the staff felt sincere, and the service consistently exceeded my expectations. Overall, my stay at the Rosewood was exceptional. I would highly recommend this hotel to anyone looking for comfort, luxury, and top‑tier hospitality. I’m already looking forward to returning!

Reviewed on Feb 19, 2026

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Price was CA $2,300, price is now CA $1,625 per person
CA $1,625
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
9.4/10 Exceptional! (1,089 reviews)
Rooms over rail tracks would benefit from additional sound-proofing but otherwise fantastic stay

Reviewed on May 7, 2026

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Kent Island Hotel Deals

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road Stevensville MD
Fully refundableReserve now, pay when you stay
The price is CA $309 per night from May 25 to May 26
CA $309
CA $377 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (454 reviews)
We did eat breakfast but the day of check in we enjoyed lunch, very good! We stayed in The Barn, the room was very clean and beautiful. Our only problem we found was the mattress was way too soft. My husband and I both agree they need a new mattress. Everything else was excellent ‼️

Reviewed on May 3, 2026

The Inn at Chesapeake Bay Beach Club
Kent Island Resort

Kent Island Resort

3.5 out of 5
500 Kent Manor Dr Stevensville MD
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from May 18 to May 19
CA $245
CA $319 total
May 18 - May 19
includes taxes & fees
9.2/10 Wonderful! (137 reviews)
Beautiful grounds and quaint and special gote5

Reviewed on Apr 12, 2026

Kent Island Resort
NEW! Charming Farm House in Historic Kent Island

NEW! Charming Farm House in Historic Kent Island

Stevensville MD
9/10 Wonderful! (16 reviews)
Comfy stay
comfortable for five and even the sixth person. Cute house, convenient location. Need instructions on using shower heads and on what tv channels are available.

Reviewed on Nov 3, 2022

Get rates
NEW! Charming Farm House in Historic Kent Island
See all 1,321 properties in Kent Island
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.
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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.

Chesapeake Exploration Center

Frequently asked questions

Can I cancel my flight booking to Kent Island due to COVID-19?
If you haven't booked yet, go over the terms and conditions of your preferred airline. If you've already reserved your flight to Kent Island, click through to our Customer Service Portal. It will help you determine which COVID-19 policies apply to your reservation and advise the next steps.
What's the best way to find cheap flights to Kent Island that have flexible change policies?
We know that travel arrangements can change from one minute to the next, so locking in a flexible fare with Expedia is always a wise idea. Tick the "No change fee" box directly below the "Flexible change policies" filter. Your affordable, flexible flight to Kent Island is only a few clicks away.
What are some of the general tips for travelers to Kent Island during the COVID-19 outbreak?
With new COVID-19 rules and measures in place, travel looks a bit different at present. These are some handy things to know before you pack your suitcase for Kent Island:
  • 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?
Reserve your fare with Southwest Airlines and start working on your Kent Island must-do list. This popular airline runs 5336 flights every month to Baltimore Washington Intl. Thurgood Marshall Airport (BWI), a central gateway.
How can I find cheap tickets to Kent Island?
To get your hands on a great deal to Kent Island, book well in advance. Also use Expedia's handy "flexible dates" link above your search results. This will display the cheapest prices for similar time frames. In the last seven days, was the best price for a flight to Kent Island.
How much is a flight to Kent Island?
If you were flying one way from (), you could've locked in a cheap fare for just in the last seven days. Round-trip flights to Kent Island ranged from only to over the same period.
What are the most popular airports to fly into in Kent Island?
A major gateway to Kent Island, roughly 7430 flights touch down at Baltimore Washington Intl. Thurgood Marshall Airport (BWI) every month. Keep an eye out for a rewarding deal, book your fare and get set to enjoy the best of this fantastic region.
When is the cheapest time to fly to Kent Island?
Jet off early on in the week to bag a bargain airfare to Kent Island. Tuesday is routinely the most affordable day to fly, with Monday running a close second. Saturday typically has the costliest ticket prices. This is because a lot of people like to kick off their break on a weekend.
How much is a plane ticket to Kent Island?
In the last seven days, airfares to Kent Island ranged between and . Prices depend on the departure time, seating class, airline and how early you make your booking.
Which airlines with flights to Kent Island employ COVID-19 cleanliness policies?
As passengers and cabin crew take to the skies again, most popular airlines have introduced physical distancing and other necessary actions to help combat COVID-19. Here are some of them:
  • 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.

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