A coastal town with a marina, a bridge, and a highway.

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Oct 6 - Oct 7
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Our top choices for Kent Island hotels

1. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
CA $273
CA $339 total
includes taxes & fees
Oct 19 - Oct 20
The Inn at Chesapeake Bay Beach Club

2. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
CA $218
CA $290 total
includes taxes & fees
Nov 4 - Nov 5
Kent Island Resort

3. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Marc
CA $157
CA $174 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Annapolis East-Kent Island by IHG

4. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
CA $217
CA $240 total
includes taxes & fees
Oct 27 - Oct 28
Hyatt Place Kent Narrows & Marina

5. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
roney
CA $198
CA $219 total
includes taxes & fees
Oct 19 - Oct 20
Hilton Garden Inn Kent Island Marina

6. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
United States
Beth
CA $154
CA $171 total
includes taxes & fees
Oct 12 - Oct 13
Best Western Kent Narrows Inn

7. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
United States
Crystal
CA $137
CA $152 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Grasonville near Kent Island

8. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Ashley
CA $130
CA $197 total
includes taxes & fees
Nov 2 - Nov 3
Historic Inns of Annapolis

9. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Michele
CA $128
CA $146 total
includes taxes & fees
Oct 12 - Oct 13
DoubleTree by Hilton Hotel Annapolis

10. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
Mark
CA $209
CA $238 total
includes taxes & fees
Oct 26 - Oct 27
Graduate by Hilton Annapolis

11. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
CA $127
CA $140 total
includes taxes & fees
Oct 27 - Oct 28
St Michaels Inn

12. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
United Kingdom
petra
CA $151
CA $172 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Annapolis Downtown

13. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
Annapolis
United States
Imola
CA $144
CA $164 total
includes taxes & fees
Oct 13 - Oct 14
Fairfield Inn & Suites By Marriott Annapolis

14. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
United States
Cynthia
CA $157
CA $179 total
includes taxes & fees
Oct 11 - Oct 12
Crowne Plaza Annapolis by IHG

15. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
Annapolis
Canada
Omer
CA $157
CA $179 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express & Suites Annapolis by IHG

16. Village Inn Annapolis MD

Village Inn Annapolis MD
Annapolis
United States
Keith
CA $118
CA $135 total
includes taxes & fees
Oct 27 - Oct 28
Village Inn Annapolis MD

17. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
United States
Glenn
CA $144
CA $164 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Garden Inn Annapolis

18. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
United States
Philip
CA $130
CA $148 total
includes taxes & fees
Oct 28 - Oct 29
Sonesta ES Suites Annapolis

19. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
United States
Leslie
CA $136
CA $155 total
includes taxes & fees
Oct 26 - Oct 27
Country Inn & Suites by Radisson, Annapolis, MD

20. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
United States
Lisa
CA $170
CA $193 total
includes taxes & fees
Oct 25 - Oct 26
SpringHill Suites by Marriott Annapolis
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Stay near popular Kent Island attractions

Matapeake State Park

7.6/10 (4 reviews)
You can take time to visit Matapeake State Park during your travels to Stevensville. You can enjoy the restaurants while in the area.
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Paul Reed Smith Guitars

Enjoy an outing to Paul Reed Smith Guitars during your stay in Stevensville. You can enjoy the restaurants while in the area.
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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.
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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.

See all hotels in Kent Island
A coastal town with a marina, a bridge, and a highway.

Top Kent Island Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"This was a nice spot to land while we visited Annapolis family and friends. Comfortable and very nice staff - especially in the dining room!"
Virginia 2-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"The views were fantastic."
Kathleen K 6-night trip
Posted 1 hour ago
Rod 'N' Reel Resort
240' Private Beachfront @Kent Island Love Point - Great for Families

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent
"The house was perfect for a 50th reunion with high school friends. Plenty of room to spread out, the grounds are gorgeous and pet friendly! Our host was quick to respond to any questions. The location is convenient, lots of fun things in the area, winery around the corner! Not far from Annapolis, hope to come again soon."
Cathy B. 3-night trip
Posted 4 hours ago
240' Private Beachfront @Kent Island Love Point - Great for Families
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Staff was great, hotel needs real renovation seems like they've done a lot of patch work. Parking should be complimentary for people staying in the hotel or a discounted rate. $35 a day for parking at the hotel you're staying at is crazy. There's very limited parking to begin with."
Lauren 2-night trip
Posted 1 day ago
Hilton Garden Inn Annapolis Downtown
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Friendly and respectful staff, clean premises, well stocked breakfast, rooms need better maintenance."
Silvia 1-night trip
Posted 2 days ago
Best Western Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"It is an excellent value for the cost!"
Nancy 1-night trip
Posted 2 days ago
Sonesta ES Suites Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 5 days ago
St Michaels Inn
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

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

10/10 Excellent
"What a great experience!! The hosts couldn't have been kinder, the house and property were beautiful, and the communication was great! They were so responsive, and obviously were working very hard to make sure everyone had a great stay. Tons of room for people to sleep, visit, and hang out. The house is on a huge wooded lot, and the outside was great too. Highly recommend!"
Karen G. 3-night trip
Posted 8 days ago
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Kent Island Resort

Kent Island Resort

10/10 Excellent
"Excellent time, loved the property and speaking with the staff who were always helpful and friendly. Our room was beautiful and just added to the experience."
Steven 2-night trip
Posted 2 weeks ago
Kent Island Resort

More cheap stays in Kent Island

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD
CA $103
CA $114 total
Oct 21 - Oct 22
includes taxes & fees
Red Roof Inn & Suites Chestertown
Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
CA $114
CA $130 total
Oct 26 - Oct 27
includes taxes & fees
7.8/10 Good! (1,006 reviews)
Best Western Annapolis
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
CA $127
CA $140 total
Oct 27 - Oct 28
includes taxes & fees
St Michaels Inn
Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD
CA $133
CA $152 total
Nov 1 - Nov 2
includes taxes & fees
Microtel Inn & Suites by Wyndham Gambrills/Odenton
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
CA $154
CA $171 total
Oct 12 - Oct 13
includes taxes & fees
8/10 Very good! (1,000 reviews)
Best Western Kent Narrows Inn
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD
CA $157
CA $179 total
Oct 26 - Oct 27
includes taxes & fees
Holiday Inn Express & Suites Annapolis by IHG

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.

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