Explore top 2026 4 Star Hotels in St. Michaels

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Top St. Michaels 4 Star hotels

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $94 total per night from Jan 4 to Jan 5
$94 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
8.6/10 Excellent! (1,002 reviews)
Front desk treatment was wonderful . Room was nice but old totally rusty lamp in the room and hallways with Raggy wallpaper justified the discounted room price of received but otherwise it was clean and quiet and courteous but I can’t give it excellent but say very nice.

Reviewed on Dec 3, 2025

Opens in a new windowDoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $146 total per night from Dec 21 to Dec 22
$146 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, ...
9.2/10 Wonderful! (1,013 reviews)
Very nice hotel. The dog park could have better lighting.

Reviewed on Dec 3, 2025

Opens in a new windowGraduate by Hilton Annapolis
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$201 nightly
The price is $229 total per night from Dec 15 to Dec 16
$229 total
Dec 15 - Dec 16
Total with taxes and fees
This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's ...
8.6/10 Excellent! (1,006 reviews)
Great amenities, excellent spa and service, friendly staff and great food.

Reviewed on Nov 26, 2025

Opens in a new windowHyatt Regency Chesapeake Bay
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $203 total per night from Dec 14 to Dec 15
$203 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8.8/10 Excellent! (878 reviews)
clean and great location

Reviewed on Nov 27, 2025

Opens in a new windowAnnapolis Waterfront Hotel, Autograph Collection
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $176 total per night from Dec 14 to Dec 15
$176 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this Beaux Arts hotel. Traveling on business? Take advantage of the 24-hour business ...
8.6/10 Excellent! (1,000 reviews)
Love this hotel-the beds are so comfortable and rooms are so quiet.

Reviewed on Dec 2, 2025

Opens in a new windowThe Westin Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $150 total per night from Dec 14 to Dec 15
$150 total
Dec 14 - Dec 15
Total with taxes and fees
A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax ...
8.2/10 Very Good! (1,000 reviews)
The hotel is beautiful I can’t wait for

Reviewed on Dec 1, 2025

Opens in a new windowRod 'N' Reel Resort
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road Stevensville MD
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $230 total per night from Dec 10 to Dec 11
$230 total
Dec 10 - Dec 11
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the 24-hour business ...
9.4/10 Exceptional! (429 reviews)
.

Reviewed on Nov 30, 2025

Opens in a new windowThe Inn at Chesapeake Bay Beach Club
The Oaks Waterfront

The Oaks Waterfront

4 out of 5
25876 Royal Oak Road Easton MD
Fully refundableReserve now, pay when you stay
$459 nightly
The price is $505 total per night from Dec 9 to Dec 10
$505 total
Dec 9 - Dec 10
Total with taxes and fees
This bed & breakfast features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like cooked-to-order breakfast ...
10/10 Exceptional! (41 reviews)
Our stay at The Oaks exceeded our expectations. It was recommended to us by a family friend. All staff were very informative and helpful. We will definitely make it a point to return.

Reviewed on Nov 28, 2025

Opens in a new windowThe Oaks Waterfront
Marvel's on the Creek

Marvel's on the Creek

4 out of 5
6230 Beverly Rd East New Market MD
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $207 total per night from Jan 6 to Jan 7
$207 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
A hot tub, free self parking, and free newspapers are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public ...
10/10 Exceptional! (161 reviews)
Clean & spacious room. Amazing hospitality. Excellent communication!

Reviewed on Nov 10, 2025

Opens in a new windowMarvel's on the Creek
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4 Star Hotels St. Michaels

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in St. Michaels 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in St. Michaels will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in St. Michaels, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent St. Michaels hotel reviews by fellow wanderers

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Excelente the staff and everything was very nice "
A verified traveler stayed at Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown

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