Photo by Jennifer Crim

Kent Island Hotels

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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)
Located in Stevensville with easy access to Paul Reed Smith Guitars and Northern Chesapeake Bay, this hotel offers spa treatments, an outdoor pool, and a café. Enjoy free WiFi and parking while the helpful staff ensures a memorable stay.

"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is P9,218
P11,736 total
includes taxes & fees
Feb 1 - Feb 2
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
The price is P7,486
P10,382 total
includes taxes & fees
Jan 11 - Jan 12
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)
Located just 5 minutes from U.S. Naval Academy, this hotel offers convenient access to Annapolis Harbor Center and Westfield Annapolis Mall. Enjoy the 24-hour fitness center, restaurant serving 3 meals daily, and garden. Guests particularly praise the helpful staff and prime location.

"Great stay "
United States
Jose Miguel
The price is P4,895
P5,581 total
includes taxes & fees
Jan 25 - Jan 26
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)
Dive into comfort at this Annapolis hotel with a serene indoor pool, onsite restaurant, and bar. Just 10 minutes from the Naval Academy and steps from Westfield Mall, guests love the peaceful atmosphere, attentive staff, and clean rooms.

"Very nice hotel. Very clean and quiet "
United States
Mary
The price is P6,276
P7,155 total
includes taxes & fees
Feb 4 - Feb 5
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)
Just a 5-minute drive from U.S. Naval Academy, this hotel offers a calm atmosphere with comfortable beds and helpful staff. Enjoy Trophy Room for dinner, a bar/lounge, and complimentary bike rentals to explore nearby attractions and dining options.

"Pleasant staff. Good location to walk to restaurants, shops. "
United States
Beth
The price is P8,676
P9,890 total
includes taxes & fees
Jan 17 - Jan 18
Graduate by Hilton Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
Discover peaceful luxury in Annapolis with a full-service spa offering massages and facials. After enjoying Captain's Daughter restaurant, take a refreshing dip in the indoor pool or maintain your workout routine at the 24-hour fitness center.

"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is P7,486
P8,534 total
includes taxes & fees
Jan 8 - Jan 9
The Westin Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1911)
Immerse in Maryland's maritime heritage at this historic hotel with a 24-hour fitness center and garden terrace. Just a short walk from the U.S. Naval Academy and colonial attractions, this hotel offers comfortable beds and exceptional service.

" Great place to stay!"
United States
Lewis
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)
Just 10 minutes from the U.S. Naval Academy, this serene hotel offers free parking and WiFi. Unwind in the indoor pool and hot tub after exploring nearby Westfield Annapolis Mall and local restaurants. Guests consistently praise the peaceful atmosphere and attentive staff.

"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
The price is P5,798
P6,610 total
includes taxes & fees
Jan 13 - Jan 14
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, (1009)
Experience Art Deco style at this downtown Annapolis hotel, just minutes from the U.S. Naval Academy. Enjoy regional cuisine at Kitchen on West St, unwind at the bar/lounge, or maintain your routine in the 24-hour fitness center.

"Great value for stay with breakfast included "
United States
Aisling
The price is P5,393
P6,148 total
includes taxes & fees
Jan 11 - Jan 12
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)
Located within a 10-minute drive of U.S. Naval Academy, this hotel offers a seasonal outdoor pool and fitness center. Guests praise the helpful staff and free breakfast. Annapolis Harbor Center Shopping Center is nearby for all your needs.

"Appreciated that it was in a quiet area. Great hospitality! Will stay again when visiting Maryland."
United States
robin
The price is P5,283
P6,023 total
includes taxes & fees
Jan 13 - Jan 14
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, (695)
Experience a refreshing stay at this waterfront hotel with an indoor pool and helpful staff. Just minutes from Chesapeake Bay Environmental Center and Paul Reed Smith Guitars, enjoy convenient access to local attractions with free WiFi and parking.

"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
The price is P6,856
P7,611 total
includes taxes & fees
Jan 19 - Jan 20
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)
Situated just a short drive from the U.S. Naval Academy, this hotel offers American cuisine at The Bistro. Guests praise the peaceful atmosphere, helpful staff, and clean rooms. Free WiFi and parking enhance your stay near Annapolis Harbor Center.

"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is P4,965
P5,660 total
includes taxes & fees
Jan 25 - Jan 26
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
The price is P6,481
P7,388 total
includes taxes & fees
Jan 12 - Jan 13
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)
Discover tranquility on Kent Island with beautiful bay views and a seasonal outdoor pool. This hotel sits right on a bike trail with rentals available onsite. Enjoy complimentary breakfast and explore nearby Chesapeake Bay Environmental Center after a quiet night's rest.

"It was very comfortable and clean"
United States
Maria
The price is P5,142
P5,708 total
includes taxes & fees
Jan 19 - Jan 20
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)
Dive into a tranquil retreat in Chestertown where guests praise the serene atmosphere and helpful staff. Enjoy morning workouts at the fitness center followed by refreshing swims in the seasonal outdoor pool. Rolling Road Park and the Historical Society of Kent County Maryland await nearby.

"Everything was well!"
United States
Ahmed
The price is P5,956
P6,611 total
includes taxes & fees
Feb 1 - Feb 2
Comfort Inn & Suites Chestertown

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1000)
Experience serene stays at this peaceful inn with seasonal outdoor pool and garden terrace. Located conveniently near Saint Michaels Village and Classic Motor Museum, guests appreciate the helpful staff, clean rooms, and complimentary breakfast, WiFi, and parking.

"Good value and close to downtown."
United States
John
The price is P5,945
P6,540 total
includes taxes & fees
Jan 14 - Jan 15
St Michaels Inn

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (975)
Located minutes from U.S. Naval Academy, this peaceful hotel offers spacious suites and complimentary breakfast. The outdoor pool provides relaxation after exploring nearby shopping centers, while friendly staff ensure a comfortable stay close to major highways.

"Plenty of space for our group - nice layout! Nice showers & very clean! Breakfast was exceptional! Very pleased with the stay!!"
United States
Tammy
The price is P5,379
P6,132 total
includes taxes & fees
Jan 27 - Jan 28
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
The price is P4,681
P5,337 total
includes taxes & fees
Feb 1 - Feb 2
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)
Ideally located near restaurants and walking trails, this Grasonville getaway offers superior rooms with spectacular sunset views over the water. Enjoy the indoor pool, hot tub, and sauna after exploring nearby Chesapeake Bay Environmental Center.

"Nice place "
United States
Tucker T
The price is P4,931
P5,473 total
includes taxes & fees
Jan 14 - Jan 15
Best Western Kent Narrows Inn

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (413)
Located in St. Michaels, this welcoming hotel offers free breakfast, WiFi, and parking. Enjoy drinks at the bar or grab a bite at the café. Nearby attractions include Higgins Yacht Yard and Muskrat Park, with attentive staff to enhance your stay.

"Everything was lovely. "
United States
Erin
The price is P10,598
P12,960 total
includes taxes & fees
Jan 8 - Jan 9
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.
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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

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.