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

Luxury Hotels & Resorts in Kent Island from AU$132

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Check availability on Kent Island Luxury Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Kent Island luxury hotels

1. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
AU$374
includes taxes & fees
15 Nov - 16 Nov
The Inn at Chesapeake Bay Beach Club

2. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
AU$759
includes taxes & fees
11 Nov - 12 Nov
Inn at Perry Cabin

3. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
AU$203
includes taxes & fees
22 Nov - 23 Nov
Rod 'N' Reel Resort

4. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
  • Indulge in beachside luxury at this 5-star estate featuring a seasonal outdoor pool, private balconies, and Italian Frette sheets.
AU$545
includes taxes & fees
22 Nov - 23 Nov
The Inn at Tacaro Estate
View all properties

Find out more about Kent Island

Kent Islandand its attractions for luxury travelers

Kent Island, located in the picturesque Chesapeake Bay, is a hidden gem for luxury travellers seeking both relaxation and adventure. Start your journey at the historic Chesapeake Bay Maritime Museum, where you can immerse yourself in the rich maritime heritage with stunning exhibits and scenic views of the bay. For a taste of the local flavour, indulge in gourmet dining at the iconic Fisherman’s Inn, renowned for its fresh seafood and elegant waterfront setting. If you’re in the mood for outdoor fun, the serene Kent Island State Park offers extensive trails for hiking and cycling, with opportunities for bird watching in its lush surroundings. Don't miss a sunset cruise on the bay, where you can sip fine wine while taking in the breathtaking skyline views of the water. For an exceptional stay, the luxurious Hyatt Regency Chesapeake Bay is a prime choice, with a full-service spa, golf course, and exquisite dining options, making it the perfect base for exploring Kent Island's charm. Here, attentive staff ensure a pampered experience, catering to your every need while you relax and enjoy the high-end amenities.

Top Kent Island Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
Dean 1-night trip
Posted 14 hours ago
St Michaels Inn
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"We stayed for two nights and were very happy with the size and quality of the room. The buffet-Breakfast was excellent and included in the rate. A large shopping mall and several restaurants nearby."
JONATHAN 2-night trip
Posted 19 hours ago
Crowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Esperaba mas de este hotel. Aun asi no esta mal."
Christian 2-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Annapolis
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"Super nice staff, Clean rooms, comfortable bed, good breakfast and close to restaurants and less than 5miles to City Dock. I was in Annapolis for work for 5 days, I recommend this hotel, thank you!"
Teri 5-night trip
Posted 3 days ago
Best Western Annapolis

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