Book 2 Star Hotels in Kent Island

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Dec 30 - Dec 31
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Featured Kent Island 2 Stars Hotels

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.

Stevensville MD
0.67 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

2 out of 5
Stevensville MD
2.38 mi from city center
At this houseboat, guests have access to barbecue grills.
Kitchen
Pet friendly
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road Stevensville MD
Free Cancellation
Reserve now, pay when you stay
2.78 mi from city center
$188 nightly
The price is $209 total per night
$209 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at The Inn at Chesapeake Bay Beach Club enjoy access to a full-service spa, a 24-hour gym, and a sauna. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Other amenities at this spa hotel include free WiFi in public areas, a 24-hour business center, and a seasonal outdoor pool.
Pool
Spa
240' Private Beachfront @Kent Island Love Point - Great for Large Groups

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

stevensville MD
6.88 mi from city center
Guests of this vacation home enjoy access to a water park, laundry facilities, and a garden. This beach vacation home also has barbecue grills.
Kitchen
Washer
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
9.11 mi from city center
$169 nightly
The price is $193 total per night
$193 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, tours or tickets, and luggage storage. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Free WiFi
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
9.51 mi from city center
$153 nightly
The price is $174 total per night
$174 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
Graduate by Hilton Annapolis features a 24-hour gym, free WiFi in public areas, and conference space. Valet parking is available for USD 39 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free use of bicycles, a ballroom, and an ATM.
Pet friendly
Free WiFi
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
Free Cancellation
Reserve now, pay when you stay
9.61 mi from city center
$86 nightly
The price is $98 total per night
$98 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown features a 24-hour gym, free WiFi in public areas, and conference space. Parking is available for USD 35 per night (USD 39 per night for valet parking), and there's also an area shuttle. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include a business center, laundry facilities, and wedding services.
Pet friendly
Free WiFi
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Free Cancellation
12.02 mi from city center
$106 nightly
The price is $121 total per night
$121 total
Jan 26 - Jan 27, 2026
Total with taxes and fees
At Crowne Plaza Annapolis by IHG, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Parking included
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Free Cancellation
Reserve now, pay when you stay
12.04 mi from city center
$75 nightly
The price is $85 total per night
$85 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of DoubleTree by Hilton Hotel Annapolis enjoy a 24-hour gym, free WiFi in public areas, and conference space. There's free parking and a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and dry cleaning/laundry. Additional amenities include a business center, a microwave in a common area, and a refrigerator in a common area.
Pet friendly
Parking included
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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.

Kent Island hotels essential information

Accommodation
1,301 hotels
Lowest Price
$85
Highest Price
$209
Popular hotels
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. , Floating 2 bed 2 bath condo stunning views of the bay , The Inn at Chesapeake Bay Beach Club, 240' Private Beachfront @Kent Island Love Point - Great for Large Groups, DoubleTree by Hilton Hotel Annapolis, Historic Inns of Annapolis, Crowne Plaza Annapolis by IHG, Graduate by Hilton Annapolis, Hilton Garden Inn Annapolis Downtown

Recent Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

5/5 Excellent
"did not dine in your hotel. "
A verified traveler stayed at DoubleTree by Hilton Hotel Annapolis
Posted 6 days ago
DoubleTree by Hilton Hotel Annapolis

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