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
$75 nightly
The price is $85 total per night from Feb 8 to Feb 9
$85 total
Feb 8 - Feb 9
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! (1,003 reviews)
The room was excellent, and the staff was as well. Special kudos to Jody behind the desk. The hotel bar /restaurant is fantastic and the bartender, Carlos, was amazing! We had a great time in the bar ringing in the new year.

Reviewed on Jan 1, 2026

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
$147 nightly
The price is $167 total per night from Jan 15 to Jan 16
$167 total
Jan 15 - Jan 16
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! (1,003 reviews)
Pleasant staff. Good location to walk to restaurants, shops.

Reviewed on Dec 30, 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
$203 nightly
The price is $231 total per night from Jan 14 to Jan 15
$231 total
Jan 14 - Jan 15
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! (1,003 reviews)
Great rooms, amenities, staff

Reviewed on Dec 29, 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
$203 nightly
The price is $232 total per night from Jan 18 to Jan 19
$232 total
Jan 18 - Jan 19
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! (895 reviews)
Was disappointed that I expected a balcony but got the parking lot view and no balcony. Rooms were changed from my reservation for a King bed to two full size beds without my knowledge. Beds were comfortable. Shower water pressure was not the best. Very beautiful downtown with lots of shopping and ...

Reviewed on Jan 2, 2026

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
$127 nightly
The price is $144 total per night from Jan 11 to Jan 12
$144 total
Jan 11 - Jan 12
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)
Awesome lounge, easy garage access by elevator from lobby.

Reviewed on Jan 1, 2026

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
$104 nightly
The price is $113 total per night from Jan 13 to Jan 14
$113 total
Jan 13 - Jan 14
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 ...
8.4/10 Very Good! (1,005 reviews)
Nice clean room, nice staff, good food.

Reviewed on Jan 2, 2026

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
$179 nightly
The price is $199 total per night from Feb 1 to Feb 2
$199 total
Feb 1 - Feb 2
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! (432 reviews)
We had a wonderful stay at the Chesapeake Bay Beach Club and couldn’t have asked for a better place to celebrate our 3rd anniversary. From the moment we arrived, the staff was fantastic—friendly, welcoming, and genuinely attentive throughout our stay. Our room was very nice, clean, and well maintained, ...

Reviewed on Dec 17, 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
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

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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 14 to Jan 15
$207 total
Jan 14 - Jan 15
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.

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