Photo by Jennifer Crim

Find hotels in Kent Island, MD from $82

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Our top choices for Kent Island hotels

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, (433)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
$179 nightly
The price is $199
Feb 1 - Feb 2
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
$162 nightly
The price is $176
Jan 11 - Jan 12
Total with taxes and fees
Kent Island Resort

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1006)
"Great stay "
United States
Jose Miguel
$83 nightly
The price is $94
Jan 11 - Jan 12
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1019)
"Very nice hotel. Very clean and quiet "
United States
Mary
$106 nightly
The price is $121
Feb 4 - Feb 5
Total with taxes and fees
Crowne Plaza Annapolis by IHG

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1004)
"Room was spotless and all employees were very helpful and friendly."
United States
Denise
$147 nightly
The price is $167
Jan 15 - Jan 16
Total with taxes and fees
Graduate by Hilton Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
$127 nightly
The price is $144
Jan 7 - Jan 8
Total with taxes and fees
The Westin Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1910)
" Great place to stay!"
United States
Lewis
$169 nightly
The price is $193
Jan 7 - Jan 8
Total with taxes and fees
Historic Inns of Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1000)
"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
$98 nightly
The price is $112
Jan 13 - Jan 14
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1008)
"Great value for stay with breakfast included "
United States
Aisling
$91 nightly
The price is $104
Jan 11 - Jan 12
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1011)
"Appreciated that it was in a quiet area. Great hospitality! Will stay again when visiting Maryland."
United States
robin
$89 nightly
The price is $102
Jan 13 - Jan 14
Total with taxes and fees
Hampton Inn & Suites Annapolis

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (694)
"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
$116 nightly
The price is $129
Jan 19 - Jan 20
Total with taxes and fees
Hyatt Place Kent Narrows & Marina

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
$84 nightly
The price is $96
Jan 25 - Jan 26
Total with taxes and fees
Courtyard by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1000)
"Great location and friendly staff. "
United States
Shana
$110 nightly
The price is $125
Jan 12 - Jan 13
Total with taxes and fees
SpringHill Suites by Marriott 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, (947)
"It was very comfortable and clean"
United States
Maria
$87 nightly
The price is $97
Jan 19 - Jan 20
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (863)
"Everything was well!"
United States
Ahmed
$101 nightly
The price is $112
Feb 1 - Feb 2
Total with taxes and fees
Comfort Inn & Suites Chestertown

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1000)
"Good value and close to downtown."
United States
John
$93 nightly
The price is $103
Jan 14 - Jan 15
Total with taxes and fees
St Michaels Inn

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (975)
"Plenty of space for our group - nice layout! Nice showers & very clean! Breakfast was exceptional! Very pleased with the stay!!"
United States
Tammy
$92 nightly
The price is $105
Jan 26 - Jan 27
Total with taxes and fees
Sonesta ES Suites Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1000)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
$81 nightly
The price is $92
Feb 1 - Feb 2
Total with taxes and fees
Hilton Garden Inn Annapolis

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1000)
"Nice place "
United States
Tucker T
$83 nightly
The price is $93
Jan 13 - Jan 14
Total with taxes and fees
Best Western Kent Narrows Inn

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (413)
"Everything was lovely. "
United States
Erin
$199 nightly
The price is $219
Jan 7 - Jan 8
Total with taxes and fees
The Wildset
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.

Great weekend hotel deals in Kent Island, MD

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Stay near popular The South 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.

Beautiful summer sunset over the Chesapeake bay.
Photo by Jennifer Crim
Open Photo by Jennifer Crim

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 Boardwalk: Enjoy leisurely strolls along the picturesque boardwalk, perfect for soaking in the beautiful views.
  • Outdoor Adventures: Kent Island offers a variety of outdoor activities, including beaches, parks, and recreational areas.
  • Charming Accommodations: Choose from delightful bed & breakfasts and pet-friendly hotels with stunning waterfront views.
  • Local Culture: Immerse yourself in the friendly vibe of the Eastern Shore and explore nearby historic towns.
  • Family-Friendly Activities: Kent Island is ideal for both romantic getaways and fun-filled family vacations.

Find great hotels near Kent Island

Discover a range of delightful accommodations on Kent Island, Maryland, perfect for every type of traveler. From charming bed & breakfasts to pet-friendly hotels, you’ll find the ideal spot to unwind. Enjoy stunning waterfront views and a welcoming atmosphere, with options that cater to business travelers and the LGBTQIA community. Check out the best hotels and read reviews to ensure a memorable stay on this beautiful island.

  • Historic Inns of Annapolis: Steeped in charm and history, the Historic Inns of Annapolis is a 3.5-star hotel located in the heart of Annapolis, only 9 miles from Kent Island. This property offers a unique blend of classic elegance and modern business amenities, making it an ideal choice for business travelers. Features include multiple meeting rooms and conference space, all set in a picturesque city environment. Guests appreciate the easy access to local attractions and the warm, inviting atmosphere that reflects the rich history of the area.
  • Country Inn & Suites by Radisson, Annapolis, MD: A welcoming retreat for families and LGBTQIA travelers, the Country Inn & Suites by Radisson is a 3-star hotel situated 13 miles from Kent Island. With pet-friendly policies and a range of thoughtful amenities, including a 24-hour business center and multiple meeting rooms, this hotel is designed for both leisure and business stays. Guests can enjoy a cozy atmosphere, a complimentary breakfast, and access to facilities like a dog exercise area, making it a convenient choice for those traveling with pets.
  • Graduate by Hilton Annapolis: The Graduate by Hilton Annapolis is a stylish 4-star hotel located 10 miles from Kent Island, perfect for families and LGBTQIA guests. This hotel combines modern design with elements of local history, creating a vibrant atmosphere. Business travelers will find essential amenities such as meeting rooms and conference spaces, while families can take advantage of free cribs and child-friendly services. The hotel’s proximity to Annapolis attractions and its commitment to guest satisfaction make it an excellent choice for both work and play.

Where to stay near Kent Island

Discover the charm of Kent Island, Maryland, where outdoor adventures and family-friendly activities abound. Enjoy sunny days on sandy beaches, explore the historic setting of nearby towns, and unwind in a relaxing atmosphere. Experience the friendly vibe of the Eastern Shore, with plenty of opportunities for romantic getaways and family fun. Whether you're exploring local history or simply soaking up the sun, Kent Island offers a delightful vacation experience for everyone.

  • Annapolis: Just 9 miles from Kent Island, Annapolis is a vibrant city known for its rich history and nautical charm. Visitors flock here for a delightful mix of family-friendly activities, outdoor exploration, and urban experiences. During your stay, enjoy the local shopping malls and centers, and take time to visit the historical academy and scenic beaches. The city’s picturesque waterfront offers stunning views and an opportunity to engage in various water sports, making it a perfect destination for all ages.
  • Northern Chesapeake Bay: Located a mere mile from Kent Island, Northern Chesapeake Bay is a beautiful water feature that beckons nature lovers and romantic getaways. The area thrives in the summer months, particularly from June to August, offering outdoor enthusiasts a plethora of recreational activities. Spend your days at the beach or exploring the scenic parks, and don't miss the iconic modern bridge that enhances the stunning landscape. This area is ideal for those seeking tranquility and breathtaking scenery.
  • Stevensville: Just 3 miles from Kent Island, Stevensville is a charming city that offers a blend of outdoor activities and family-friendly experiences. The best time to visit is during the spring and summer months, particularly April through July. Enjoy leisurely strolls along the boardwalk, explore the local shopping centers, and relax at the nearby beaches and national state park. With its inviting atmosphere and historical monuments, Stevensville is a delightful stop for those looking to soak up the local culture and natural beauty.

Things to do near Kent Island

Kent Island, Maryland, offers a perfect blend of outdoor activities for families and couples alike. Enjoy the scenic boardwalk, explore local shopping centers, and unwind in recreational areas. This charming destination promises a memorable stay with its captivating attractions and a relaxed atmosphere, making it ideal for a romantic getaway or a fun family vacation.

Shopping

For unique gifts, visit Paul Reed Smith Guitars, 4 miles from Kent Island. For a broader selection, check out Queenstown Premium Outlets, 10 miles away, offering various brands and family-friendly vibes. Annapolis Harbour Center, located 12 miles from Kent Island, also features diverse shopping and entertainment options.

Recreation

Navy-Marine Corps Memorial Stadium offers an energetic atmosphere for sports enthusiasts, perfect for enjoying a game or event. Queenstown Harbor Golf Club invites you to immerse yourself in the outdoors with its scenic golf course. For a touch of culture and entertainment, visit the Ballet Theater of Maryland for captivating performances.

Adventure

At Annapolis Sailing School, located 8 miles from Kent Island, immerse yourself in exhilarating sailing adventures on the Chesapeake Bay. Experience family fun at Chesapeake Beach Water Park, 20 miles away, with thrilling water slides. For a scenic hike, explore the B&A Trail, 17 miles away, surrounded by beautiful outdoor landscapes.

Nightlife

In Kent Island, enjoy a night out at The Colonial Players, a charming theater 9 miles away, offering culture and romance. For adventure, head to Annapolis Bowl, 13 miles away, with exciting arcade games. Don't miss the Avalon Theatre, 18 miles away, for a mix of entertainment and family vibes.

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

Booking tips and Expedia advantages for Kent Island

To save money on your trip to Kent Island, consider visiting between December and February when lodging is cheaper. Book your stay on a Monday for the best rates, avoiding Saturdays, which are pricier. Use Expedia to find budget-friendly hotels and consider their package deals that combine flights and activities for additional savings. Joining Expedia's One Key membership can unlock exclusive discounts and rewards for future stays. Don't forget to look out for last-minute deals and free night promotions to maximize your savings while enjoying your vacation.

  • 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 refine your options based on your budget, desired location, and preferred hotel style. To discover the best prices and deals available, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay on Kent Island with your flights and activities by booking an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Kent Island

Kent Island offers a delightful escape for outdoor enthusiasts and families, featuring a mix of urban parks, beautiful beaches, and national parks. Visitors can immerse themselves in the local culture while enjoying various activities tailored for family fun and romance. Don't miss out on exploring the charming hotels and the Kent Island Yacht Club for a memorable stay. With its diverse attractions, Kent Island is perfect for a relaxing getaway.

  • U.S. Naval Academy: Located 9 miles from Kent Island, the U.S. Naval Academy offers a fascinating glimpse into military history and naval traditions. Visitors can explore beautiful grounds and impressive architecture, all while soaking in the rich heritage of the U.S. Navy.
  • Chesapeake Bay Bridge: Just 6 miles away, the Chesapeake Bay Bridge is a modern engineering marvel that connects the Eastern and Western Shores of Maryland. The bridge provides stunning views of the bay and the surrounding cityscape, making it a must-see for any traveler.
  • Sandy Point State Park: Situated 7 miles from Kent Island, Sandy Point State Park is an outdoor paradise. With diverse recreational opportunities, scenic landscapes, and beautiful beaches, it's perfect for adventure seekers and nature lovers alike.

Best time to go to Kent Island

The best time to visit Kent Island can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Kent Island falls in July, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature around Kent Island falls in January, 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

Visitors to Kent Island, Maryland can conveniently access the area via three major airports. Washington, DC (DCA-Ronald Reagan Washington National) is 39 miles away, with luxurious options like the InterContinental Washington D.C. - The Wharf and Riggs Washington DC, both 2-3 miles from the airport. Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is 25 miles distant, offering hotels such as Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, located 8 miles from the airport with shuttle services available. Lastly, Easton, MD (ESN-Easton - Newnam) is 17 miles away, featuring the Inn at Perry Cabin and Inn at 202 Dover, both providing shuttle services to the airport.

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