Explore top 2025 5 Star Hotels in Kent Island

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Top Kent Island 5 Star hotels

Inn at Perry Cabin

308 Watkins Ln, St. Michaels, MD

$629 nightly

$692 total

Oct 7 - Oct 8

Total with taxes and fees

This luxury hotel features a golf course, a full-service spa, and a marina. Families will appreciate complimentary bicycles, kid-friendly dining, and in-room ...

9.4/10 Exceptional! (364 reviews)

"Nice place to stay. Thru can’t do enough for you to make your stay comfortable and enjoyable Rooms are beautiful and clean"

Reviewed on Sep 11, 2025

The Inn at Tacaro Estate

6220 Town Point Rd, Tracys Landing, MD

Fully refundableReserve now, pay when you stay

$477 nightly

$544 total

Oct 1 - Oct 2

Total with taxes and fees

This bed & breakfast features a seasonal outdoor pool and a hot tub. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free ...

9.2/10 Wonderful! (10 reviews)

"Amazing, warm, gracious setting. Can’t wait to return"

Reviewed on Aug 18, 2025

Inn at 202 Dover

202 East Dover Street, Easton, MD

A restaurant and a bar/lounge are featured at this inn. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...

Very romantic and beautiful Inn!

"We stayed in the French Room at the Inn at 202Dover in Easton, MD. We were welcomed by the manager, Vincent. The room was just as beautiful as it looked in the photos! The whole inn is a gem! The only thing I didn't end up trying was the hydrojet massage bathtub. There were directions in the guest ..."

Reviewed on Apr 28, 2019

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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 Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Kent Island to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Kent Island 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Kent Island before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Kent Island hotel reviews by fellow wanderers

Microtel Inn & Suites by Wyndham Gambrills

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"It was great accommodation. The only thing we didn't like was the pillow were not comfortable at all. Too soft and you head just sunk in. Other than that it was great. Room smelled clean and everything was very nice. "

A verified traveler stayed at Microtel Inn & Suites by Wyndham Gambrills