Explore top 2026 4 Star Hotels in St. Michaels

Name: The Inn at Chesapeake Bay Beach Club
Price range: $210 total
Rating: 9.4

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Top St. Michaels 4 Star hotels

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

Fully refundableReserve now, pay when you stay

$84 nightly

$96 total

Mar 3 - Mar 4

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! (1,004 reviews)

Staff

Reviewed on Feb 26, 2026

Graduate by Hilton Annapolis

126 West St Annapolis MD

Fully refundableReserve now, pay when you stay

$155 nightly

$177 total

Mar 8 - Mar 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 free WiFi in public areas, conference space, ...

9.4/10 Exceptional! (1,009 reviews)

Friendly, clean

Reviewed on Feb 22, 2026

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

Fully refundableReserve now, pay when you stay

$211 nightly

$240 total

Mar 4 - Mar 5

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 ...

8.8/10 Excellent! (1,003 reviews)

The staff was very nice and helpful. The room was clean but cold. Even though we had the thermostat set to 74, it was still cold. All the amenities were great. It would have been nice if the room beds had been made and if fresh towels had been left in the room. Housekeeping didn't show up until 5:30 ...

Reviewed on Feb 22, 2026

Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St Annapolis MD

Fully refundableReserve now, pay when you stay

$178 nightly

$203 total

Mar 22 - Mar 23

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! (902 reviews)

Several years ago this hotel was one of the best in Annapolis...now it's a neglected dump. It's sad!

Reviewed on Feb 18, 2026

The Westin Annapolis

100 Westgate Cir Annapolis MD

Fully refundableReserve now, pay when you stay

$179 nightly

$204 total

Mar 1 - Mar 2

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 ...

8.8/10 Excellent! (1,000 reviews)

Staff was awesome, shout out to Elena for all the help .

Reviewed on Feb 17, 2026

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD

Fully refundableReserve now, pay when you stay

$127 nightly

$139 total

Mar 12 - Mar 13

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! (1,003 reviews)

Very clean, updated room with a nice view. We have stayed at the Rod and Reel several times but this is the first time we stayed after the renovations were made. We really like the updates that were made. The only complaint we have is the breakfast we had at the Rod and Reel restaurant was brought ...

Reviewed on Feb 25, 2026

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville MD

Fully refundableReserve now, pay when you stay

$189 nightly

$210 total

Mar 1 - Mar 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! (437 reviews)

Very clean room, staff was very nice.

Reviewed on Feb 20, 2026

The Oaks Waterfront

25876 Royal Oak Road Easton MD

Fully refundableReserve now, pay when you stay

$459 nightly

$505 total

Feb 27 - Feb 28

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

Marvel's on the Creek

6230 Beverly Rd East New Market MD

Fully refundableReserve now, pay when you stay

$190 nightly

$211 total

Feb 28 - Mar 1

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

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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.