Find hotels in Kent Island, MD from CA $140

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Kent Island hotels

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (138 reviews)
"Very nice room and wonderful stay."
United States
Julie
The price is CA $201
CA $269 total
includes taxes & fees
May 25 - May 26
Kent Island Resort

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (454 reviews)
"Beautiful Boutique Hotel on the eastern shore right over the Bay bridge great restaurant Little market that’s amazing nice spa and very pretty and accommodating hotel would highly recommend it! "
United States
Kimberly
The price is CA $312
CA $381 total
includes taxes & fees
May 26 - May 27
The Inn at Chesapeake Bay Beach Club

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (913 reviews)
"Great visit"
United States
Danielle
The price is CA $154
CA $171 total
includes taxes & fees
Jun 23 - Jun 24
Comfort Inn & Suites Chestertown

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,084 reviews)
"Breakfast was great"
United States
Sean
The price is CA $136
CA $155 total
includes taxes & fees
May 31 - Jun 1
Microtel Inn & Suites by Wyndham Gambrills

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (604 reviews)
"Very friendly and helpful staff."
United States
Andrew
The price is CA $200
CA $220 total
includes taxes & fees
Jun 4 - Jun 5
Holiday Inn Express Easton by IHG

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (872 reviews)
"Yes pet friendly "
United States
George
The price is CA $140
CA $154 total
includes taxes & fees
Jun 22 - Jun 23
Quality Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (909 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
The price is CA $146
CA $162 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Grasonville near Kent Island

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (82 reviews)
"Peaceful and beautiful location. Such a relaxing spot. Very clean throughout the whole property. Staff very pleasant and attentive. Would stay here again "
United States
Nicola
The price is CA $176
CA $201 total
includes taxes & fees
May 31 - Jun 1
The Lodge at Great Oak Landing

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,001 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
United States
David
The price is CA $178
CA $196 total
includes taxes & fees
May 24 - May 25
Best Western Plus Easton Inn & Suites

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"It is a nice Hotel."
United States
Dale
The price is CA $159
CA $177 total
includes taxes & fees
Jun 3 - Jun 4
Best Western Kent Narrows Inn

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,007 reviews)
"It was one of the nicest places we've stayed in our travels."
United States
William
The price is CA $151
CA $172 total
includes taxes & fees
May 31 - Jun 1
DoubleTree by Hilton Hotel Annapolis

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,002 reviews)
"Nice location "
United States
Duan
The price is CA $185
CA $233 total
includes taxes & fees
May 26 - May 27
Rod 'N' Reel Resort

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (392 reviews)
"Love overnight staff"
United States
Ivvory
The price is CA $112
CA $123 total
includes taxes & fees
May 31 - Jun 1
Econo Lodge Easton Route 50

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is CA $144
CA $164 total
includes taxes & fees
Jun 4 - Jun 5
Hilton Garden Inn Annapolis

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,000 reviews)
"We were very pleased with our overnight here - it was economical and more than sufficient. It was clean, comfortable and it was nice to have breakfast included (try the cinnamon buns!) "
United States
Susan
The price is CA $185
CA $206 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express Annapolis East-Kent Island by IHG

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
The price is CA $172
CA $189 total
includes taxes & fees
May 26 - May 27
St Michaels Inn

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
10.0 out of 10, Exceptional, (1 review)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
The price is CA $207
CA $230 total
includes taxes & fees
Jun 17 - Jun 18
Haven Point Inn and Gallery

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (372 reviews)
"Best bang for the buck you’re gonna get. The property was clean and well kept. The staff was great and it is located next to several restaurants. "
United States
ERIK
The price is CA $199
CA $219 total
includes taxes & fees
Jun 7 - Jun 8
Fairfield Inn & Suites by Marriott Easton

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,002 reviews)
"Great location, pet-friendly with a very welcoming staff."
United States
Lisa
The price is CA $168
CA $191 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Annapolis Downtown

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,003 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is CA $123
CA $140 total
includes taxes & fees
May 26 - May 27
Best Western Annapolis
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Kent Island attractions

Learn more about Kent Island

Cross the Chesapeake Bay Bridge to discover Kent Island's scenic waterfront and fresh seafood restaurants. Kayak through tranquil creeks, cycle the Cross Island Trail, or visit historic Stevensville for a taste of Eastern Shore charm.

Aerial panorama of Kent Narrows earliest English settlement in Maryland, entrance to popular tourist spot Kent Island, marina, sail boats  Queen Anne's County, fishing village on the Chesapeake

Top Kent Island Hotel Reviews

More cheap stays in Kent Island

Hotels in Kent Island with star rating

Find out more about Kent Island

Top reasons to visit Kent Island

  • Scenic Outdoor Adventures: Explore the picturesque Cross Island Trail and enjoy various outdoor activities perfect for families and couples.
  • Charming Waterfront: Experience the beauty of the Chesapeake Bay with access to the Kent Island Marina and Kent Narrows.
  • Diverse Accommodation: Choose from a range of options, including charming bed and breakfasts and waterfront hotels to suit all travellers.
  • Family-Friendly Activities: Enjoy attractions like urban parks, beautiful beaches, and special events throughout the year.
  • Rich Local Culture: Immerse yourself in the friendly atmosphere and rich history of Kent Island.

Find great hotels near Kent Island

Discover the charm of Kent Island, Maryland, where a variety of accommodation options await you. From welcoming bed and breakfasts to waterfront hotels, there's something for every traveller. Whether you're seeking a pet-friendly escape, a business-themed stay, or an LGBTQIA-friendly environment, Kent Island's hotels cater to your diverse needs, ensuring a memorable vacation experience.

  • Historic Inns of Annapolis: Nestled in the heart of Annapolis, just 14.5km from Kent Island, Historic Inns of Annapolis showcases a charming blend of tradition and modernity. This 3.5-star hotel is perfect for those seeking a business-themed getaway, with robust amenities tailored for corporate travellers. The inclusive atmosphere welcomes LGBTQIA guests, and adventure seekers will find plenty to do nearby, from hiking and biking to kayaking and sailing. With multiple meeting spaces and a conference area, it’s an ideal spot for productive stays while exploring the rich history of the region.
  • Country Inn & Suites by Radisson, Annapolis, MD: Located 20.9km from Kent Island, this 3-star hotel offers a warm and welcoming environment, particularly suited for LGBTQIA travellers and pet owners. The Country Inn & Suites features a range of business amenities, including a 24-hour business centre and multiple meeting rooms, ensuring your work needs are met. Enjoy a pet-friendly atmosphere with designated areas for pets and easy access to local sights. The hotel’s comfortable accommodations make it a great choice for both leisure and business visits, accommodating families and furry friends alike.
  • Graduate by Hilton Annapolis: Situated 16.1km from Kent Island, Graduate by Hilton Annapolis is a stylish 4-star hotel that caters to families, business travellers, and LGBTQIA individuals. The hotel combines a contemporary design with thoughtful amenities, including meeting spaces and a conference area for work-related needs. Families will appreciate child-friendly services like free cribs, making it a convenient choice for those travelling with kids. Embrace the vibrant culture of Annapolis while enjoying the comfort and elegance this hotel has to offer.

Where to stay near Kent Island

Kent Island, Maryland, offers a delightful blend of outdoor adventures and serene relaxation, making it perfect for family or romantic getaways. With easy access to the stunning Chesapeake Bay, you can explore charming towns and enjoy a friendly atmosphere. The island's sunny weather and rich history provide a unique backdrop for an enjoyable vacation, where friendly locals welcome you to experience the best of this picturesque location.

  • Annapolis: Only 14.5km from Kent Island, Annapolis is a vibrant city steeped in history and charm. Known as the Sailing Capital of the World, it offers visitors a delightful blend of family-friendly activities, outdoor adventures, and city-themed experiences. The peak travel months from May to July see visitors flock to its historic sites, shopping centres, and beautiful waterfront. Key attractions include the United States Naval Academy, scenic beaches, and picturesque lakes, making it a must-visit destination for anyone looking to explore Maryland's rich heritage.
  • Northern Chesapeake Bay: Just 1.6km from Kent Island, Northern Chesapeake Bay is a stunning natural wonder renowned for its beautiful waterfront. This area is perfect for outdoor enthusiasts and those seeking romantic getaways, especially during the peak travel season from June to August. Visitors can enjoy recreational activities in the lush parks and scenic golf courses, while local landmarks like the iconic beach and modern bridge provide breathtaking backdrops for memorable photos. It's an ideal spot for nature lovers looking to immerse themselves in the serene beauty of the Chesapeake Bay.
  • Stevensville: Located a mere 4.8km from Kent Island, Stevensville combines family-friendly fun with scenic outdoor experiences. This charming city sees moderate travel peaks in April and from June to July, making it a great time to explore its recreational areas and vibrant boardwalk. Visitors can shop at local centres or unwind at the nearby beaches and national state parks. The historic monuments scattered throughout the city add a touch of culture, ensuring that Stevensville offers a well-rounded vacation experience for all types of travellers.

Things to do near Kent Island

Kent Island offers a delightful mix of outdoor adventures, making it perfect for family getaways, romantic escapes, or solo explorations. Visitors can enjoy the scenic Cross Island Trail, stroll along the boardwalk, and explore nearby shopping centres. For special occasions, the Kent Island Resort provides a beautiful venue for weddings, along with various onsite activities to enhance your stay.

Shopping

For unique gifts, visit Paul Reed Smith Guitars, located 6.4km from Kent Island. For a wider selection, check out Queenstown Premium Outlets, 16.1km away, or Annapolis Harbour Center, 19.3km away, both offering great shopping experiences with a lively atmosphere.

Recreation

Discover the Navy-Marine Corps Memorial Stadium for a lively sports atmosphere and invigorating events. Enjoy a round of golf at Queenstown Harbor Golf Club, surrounded by scenic landscapes. Experience the artistic flair at the Ballet Theater of Maryland, where culture and entertainment come together beautifully.

Adventure

Experience the thrill of sailing at Annapolis Sailing School, located 12.9km from Kent Island, where you can embrace adventure on the water. For family fun, visit Chesapeake Beach Water Park, 32.2km away, offering exciting rides and entertainment. Hike the scenic B&A Trail, 27.4km from Kent Island, for breathtaking outdoor views.

Nightlife

Experience the vibrant nightlife at The Colonial Players for captivating theatre, perfect for a romantic evening. For some adventure, visit Annapolis Bowl, where you can enjoy arcade games. Don’t miss Avalon Theatre for more cultural entertainment, making your Kent Island visit unforgettable.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Kent Island

For an affordable trip to Kent Island, consider visiting between December and February when prices are lower. Mondays are the cheapest days to book accommodations, while Saturdays are the priciest. Use Expedia to customize your travel plans, focusing on eco-certified hotels for sustainable options. Sort results by price to find the best deals, and consider booking a package that includes flights and activities for added savings. Look for guarantees on the lowest rates, free nights, and refundable hotel options to maximize your budget while enjoying the local attractions.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Kent Island are December to February, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Kent Island is Monday. The most expensive day to stay around Kent Island is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to tailor your travel preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy some savings by combining your hotel stay on Kent Island with your flights and activities through an Expedia package.

Find the best attractions near Kent Island

Kent Island, Maryland, is perfect for outdoor, family, and romantic getaways. Visitors can explore a variety of attractions, including urban parks, beautiful beaches, and national state parks, catering to diverse interests. Notable points of interest include Kent Narrows, the Kent Island Yacht Club, and the Kent Island Marina, offering fun activities for everyone. Whether you seek adventure or relaxation, Kent Island provides a delightful experience for all travellers.

  • U.S. Naval Academy: Located 14.5km from Kent Island, the U.S. Naval Academy offers a unique glimpse into naval history and training. With stunning architecture and scenic grounds, visitors can appreciate the rich heritage while exploring the academy's picturesque campus.
  • Chesapeake Bay Bridge: A mere 9.7km from Kent Island, the Chesapeake Bay Bridge is an engineering marvel that connects the Eastern Shore to the mainland. Its impressive span offers striking views of the bay and a vibrant atmosphere that's perfect for photography and sightseeing.
  • Sandy Point State Park: Just 11.3km away, Sandy Point State Park invites adventure seekers to enjoy outdoor activities amidst beautiful landscapes. With trails, beaches, and picnic areas, it’s a perfect spot for families and nature lovers to unwind and explore.

Best time to go to Kent Island

The best time to visit Kent Island is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyLowSlightly Low
February37.9°F (3.3000000000000003°C)Light RainMostly SunnyAverageSlightly Low
March44.6°F (7.0°C)Light RainMostly SunnyAverageAverage
April55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
May64.2°F (17.900000000000002°C)Light RainMostly SunnyAverageSlightly High
June73.0°F (22.8°C)Light RainMostly SunnyHighSlightly High
July78.4°F (25.8°C)Light RainMostly SunnyHighAverage
August76.8°F (24.9°C)Light RainMostly SunnyHighAverage
September70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
October60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
November48.7°F (9.3°C)Light RainMostly SunnyLowAverage
December41.5°F (5.300000000000001°C)Light RainMostly SunnyLowSlightly Low

The nearest major airports for your trip to Kent Island

For your trip to Kent Island, Maryland, there are several major airports to consider. Washington, DC (DCA-Ronald Reagan Washington National) is 62.8km away, with nearby hotels such as the 5-star InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both accessible via various transportation services. Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is 40.2km away, offering luxurious options like the Sagamore Pendry Baltimore, which provides airport shuttle services. Lastly, Easton, MD (ESN-Easton - Newnam) is 27.4km away, featuring the 5-star Inn at Perry Cabin and other comfortable stays. Each airport provides convenient access to Kent Island, ensuring a smooth travel experience.

Explore a world of travel with Expedia