Kent Island Hotels

  • 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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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, (437 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is P9,070
P11,547 total
includes taxes & fees
Feb 26 - Feb 27
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,006 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is P6,229
P8,077 total
includes taxes & fees
Feb 24 - Feb 25
Rod 'N' Reel Resort

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (875 reviews)
"Nice staff and rooms"
United States
Walter
The price is P4,894
P5,432 total
includes taxes & fees
Feb 28 - Mar 1
Quality Inn Grasonville near Kent Island

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (846 reviews)
"Checkin staff was great. The motel is advertised as a HOTEL, and it very clearly is not."
United States
Jennifer
The price is P4,943
P5,438 total
includes taxes & fees
Mar 2 - Mar 3
Quality Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,002 reviews)
"Good value and close to downtown."
United States
John
St Michaels Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,007 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is P5,466
P6,068 total
includes taxes & fees
Mar 1 - Mar 2
Best Western Kent Narrows Inn

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (878 reviews)
"Polite and kind hotel manager"
United States
Richard
The price is P5,883
P6,530 total
includes taxes & fees
Mar 8 - Mar 9
Comfort Inn & Suites Chestertown

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is P7,799
P8,891 total
includes taxes & fees
Feb 24 - Feb 25
Anchored Inn at Hidden Harbour Marina

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (370 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
The price is P5,816
P6,397 total
includes taxes & fees
Feb 24 - Feb 25
Knapps Narrows Marina & Inn

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,021 reviews)
"Great staff & clean rooms. "
United States
Carmelo
The price is P4,943
P5,635 total
includes taxes & fees
Mar 8 - Mar 9
Microtel Inn & Suites by Wyndham Gambrills

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, (963 reviews)
"Clean room, I enjoy staying here every time I'm in the area"
United States
Peter
The price is P5,537
P6,146 total
includes taxes & fees
Feb 26 - Feb 27
Holiday Inn Express Annapolis East-Kent Island by IHG

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is P7,392
P10,690 total
includes taxes & fees
Mar 4 - Mar 5
Wylder Tilghman Island

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
7.8 out of 10, Good, (77 reviews)
"Very nice rooms, "
United States
Stephania
The price is P6,281
P7,181 total
includes taxes & fees
Mar 16 - Mar 17
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, (1,003 reviews)
"Nice friendly staff, clean room and lobby"
United States
Joi
The price is P6,921
P7,613 total
includes taxes & fees
Feb 24 - Feb 25
Best Western Plus Easton Inn & Suites

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is P6,629
P7,358 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Garden Inn Kent Island Marina

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (427 reviews)
"Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. "
United States
Linette
The price is P4,653
P5,164 total
includes taxes & fees
Feb 24 - Feb 25
Red Roof Inn & Suites Chestertown

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (123 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is P9,305
P10,236 total
includes taxes & fees
Feb 26 - Feb 27
The Tilghman Island Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (853 reviews)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is P9,247
P10,172 total
includes taxes & fees
Feb 25 - Feb 26
The Tidewater Inn

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (718 reviews)
"Amazing location and staff!"
United States
Bobbi J.
The price is P6,746
P7,488 total
includes taxes & fees
Mar 2 - Mar 3
Hyatt Place Kent Narrows & Marina

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is P9,829
P10,811 total
includes taxes & fees
Feb 24 - Feb 25
George Brooks House B&B
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 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

Find out more about Kent Island

Top reasons to visit Kent Island

  • Scenic Outdoor Activities: Kent Island boasts picturesque boardwalks, urban parks, and beautiful beaches, perfect for families and couples.
  • Charming Accommodation: Enjoy a range of options from charming bed and breakfasts to waterfront hotels with stunning views.
  • Family-Friendly Experiences: Kent Island offers diverse activities suitable for both children and adults, ensuring fun for all ages.
  • Rich Local Culture: Explore nearby towns with a friendly atmosphere and immerse yourself in the region's history.
  • Relaxation and Adventure: Whether you seek tranquillity or thrilling activities, Kent Island caters to all preferences.

Find great hotels near Kent Island

Kent Island offers a delightful selection of accommodation options, including charming bed and breakfasts and well-appointed hotels. Whether you're seeking a pet-friendly environment, a family-friendly retreat, or a venue for business travel, there’s something for everyone. Explore waterfront hotels with stunning views and read reviews to find the best fit for your needs, ensuring a memorable stay amid the beauty of this picturesque destination.

  • Country Inn & Suites by Radisson, Annapolis, MD: A warm and welcoming haven for travellers, Country Inn & Suites by Radisson is a charming 3-star hotel located 20.9km from Kent Island. Renowned for its LGBTQIA-friendly environment, this hotel caters to both business and leisure guests. Enjoy pet-friendly amenities including a designated dog exercise area, making it ideal for those travelling with furry companions. The hotel features comfortable rooms with modern conveniences, ensuring a relaxing stay. With a commitment to inclusivity, this property is a great choice for anyone seeking a friendly and accommodating atmosphere.
  • Historic Inns of Annapolis: Step back in time at the Historic Inns of Annapolis, a 3.5-star gem situated just 14.5km from Kent Island. This property offers a unique historic-themed experience, nestled in a national historic building in the city centre. Perfect for those who appreciate rich history and culture, it also proudly welcomes LGBTQIA guests. The blend of classic architecture with modern comforts creates an enchanting atmosphere, making it an excellent choice for travellers seeking a memorable stay steeped in heritage.
  • Graduate by Hilton Annapolis: Combining elegance with a family-friendly atmosphere, Graduate by Hilton Annapolis is a sophisticated 4-star hotel located 16.1km from Kent Island. This establishment is perfect for business and family travellers, offering amenities such as complimentary cribs for infants and a pet-friendly policy. The stylish rooms and attentive service ensure a pleasant stay, while the hotel's proximity to local attractions makes it a convenient base for exploring Annapolis. With a focus on comfort and convenience, this hotel is an excellent choice for those seeking a refined yet welcoming environment.

Where to stay near Kent Island

Discover the charm of Kent Island, Maryland, where outdoor enthusiasts and families alike can bask in the sunny weather and historic allure. With sandy beaches and a picturesque eastern shore, it's the perfect setting for a romantic getaway or a relaxing family holiday. Explore nearby towns that offer a friendly atmosphere and rich history, making your experience both enjoyable and memorable. Embrace the unique blend of relaxation and adventure that Kent Island has to offer.

  • Annapolis: A charming city located 14.5km from Kent Island, Annapolis is steeped in history and culture. It serves as a vibrant hub for families, business travellers, and city explorers alike. The city experiences a steady influx of visitors year-round, with peak seasons from June to August. Here, you can enjoy a variety of activities, from shopping at local centres to exploring educational landmarks. Notable attractions include the historic academy and scenic beach areas that invite leisurely strolls. The downtown area is particularly engaging, featuring a lively tourist precinct filled with unique shops and eateries.
  • Northern Chesapeake Bay: Just 1.6km away from Kent Island, Northern Chesapeake Bay is a picturesque locale known for its stunning natural beauty and serene water features. This area is perfect for outdoor enthusiasts and romantics, offering a peaceful escape amidst scenic landscapes. Travellers flock here for its recreational opportunities and charming beaches, particularly during the peak months from June to August. Noteworthy landmarks include the tranquil lake and significant monuments that add to the area's allure. Whether you're picnicking by the water or enjoying a sunset, Northern Chesapeake Bay is sure to captivate your heart.
  • Stevensville: Located a mere 4.8km from Kent Island, Stevensville is a delightful city that beckons adventure seekers and nature lovers. With a moderate seasonal influx of visitors, especially in April and June to July, this area is ideal for outdoor activities and breathtaking scenery. Explore the boardwalk, unwind in recreational areas, or take advantage of educational opportunities. The proximity to beautiful beaches and the nearby national state park makes Stevensville a perfect base for family-friendly fun and exploration. The blend of adventure and relaxation here ensures a memorable visit.

Things to do near Kent Island

Kent Island offers a delightful blend of outdoor activities perfect for families and couples alike. Visitors can enjoy scenic boardwalks, explore recreational areas, and indulge in shopping at local centres. Key attractions ensure a memorable stay, making it an ideal destination for relaxation and adventure amidst beautiful surroundings.

Shopping

For a unique shopping experience, visit Paul Reed Smith Guitars, located 6.4km from Kent Island. If you fancy outlet shopping, head to Queenstown Premium Outlets, 16.1km away, or explore the Annapolis Harbour Center, 19.3km from Kent Island, both offering a delightful mix of shops and entertainment.

Recreation

Navy-Marine Corps Memorial Stadium offers an energetic atmosphere for sports enthusiasts, while Queenstown Harbor Golf Club invites you to enjoy its lush fairways amidst beautiful outdoor scenery. For a touch of culture and romance, visit the Ballet Theater of Maryland for captivating dance performances.

Adventure

Explore the St Michaels Nature Trail, located 19.3km from Kent Island, for a scenic hike surrounded by lush landscapes. For family fun, head to Chesapeake Beach Water Park, situated 32.2km away, offering thrilling water rides and entertainment. Alternatively, experience the Annapolis Sailing School, 12.9km away, for outdoor sailing adventures.

Nightlife

Experience the vibrant nightlife of Kent Island with a visit to The Colonial Players for captivating theatre, or enjoy family fun at Annapolis Bowl's arcadeAdventureZone. For more romance and culture, Avalon Theatre offers delightful performances, making your evenings truly memorable.

*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 a budget-friendly visit to Kent Island, consider travelling between December and February when accommodation prices drop. Mondays are the cheapest days to stay, while Saturdays are the priciest. Use Expedia’s search tool to filter for eco-certified hotels and sort by price for the best deals. Combine your hotel, flights, and activities into a package for additional savings. Look out for last-minute offers and free night deals to maximise your budget. Embrace free activities in the area to enhance your experience without breaking the bank.

  • 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 and September to October, 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To discover the most affordable prices and offers, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Kent Island with your flights and activities through an Expedia package.

Find the best attractions near Kent Island

Kent Island offers a delightful mix of outdoor activities, family-friendly experiences, and romantic retreats. Visitors can explore urban parks, national state parks, and beautiful beaches, making it perfect for diverse interests. For a comfortable stay, consider checking out local hotels and the Kent Island Yacht Club. Whether you're seeking adventure or relaxation, Kent Island has something for everyone to enjoy.

  • Chesapeake Bay Bridge: Experience the awe-inspiring views from this modern bridge, which spans the picturesque Chesapeake Bay. At 9.7km from Kent Island, it offers a unique blend of stunning city vibes and maritime scenery, perfect for a scenic drive.
  • Sandy Point State Park: Located 11.3km from Kent Island, this national park is a haven for outdoor enthusiasts. Enjoy breathtaking scenery, sandy beaches, and a variety of adventure activities, including hiking, picnicking, and birdwatching.
  • Maryland State House: Situated 14.5km from Kent Island, this historic civic government building embodies rich culture and history. Explore its fascinating architecture and learn about Maryland's legislative heritage in this beautifully preserved landmark.

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 SunnyHighAverage
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 SunnyAverageSlightly High
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

To reach Kent Island, Maryland, tourists can fly into three major airports. Washington, DC (DCA-Ronald Reagan Washington National) is located 62.8km away, with luxury hotels like Salamander Washington DC, Riggs Washington DC, and Pendry Washington DC - The Wharf situated within 4.8km. Baltimore, MD (BWI-Baltimore Washington International Thurgood Marshall) is 40.2km distant, offering nearby five-star accommodations such as Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, both 12.9km from the airport. Lastly, Easton, MD (ESN-Easton - Newnam) is 27.4km away, featuring options like The Tidewater Inn, a 3-star hotel just 4.8km from the airport.