Explore top 2026 4 Star Hotels in St. Michaels

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Top St. Michaels 4 Star hotels

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $201 total per night from Apr 19 to Apr 20
$201 total
Apr 19 - Apr 20
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! (1,010 reviews)
Outstanding

Reviewed on Apr 11, 2026

Opens in a new windowGraduate by Hilton Annapolis
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
$229 nightly
The price is $261 total per night from Apr 19 to Apr 20
$261 total
Apr 19 - Apr 20
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! (916 reviews)
All restaurants onsite were not open! We had to order from a restaurant nearby but it really was not set up properly for room service. We had to go there to order and pickup and they were not really sure of the process for hotel guests so we just paid with a separate CC. Breakfast was essentially ...

Reviewed on Mar 29, 2026

Opens in a new windowAnnapolis Waterfront Hotel, Autograph Collection
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
$114 nightly
The price is $130 total per night from Apr 21 to Apr 22
$130 total
Apr 21 - Apr 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 business center and free WiFi in public areas. ...
8.6/10 Excellent! (1,011 reviews)
Yes breakfast was really good every day was a different specialty. Bar staff Carlos was amazing!!

Reviewed on Apr 12, 2026

Opens in a new windowDoubleTree by Hilton Hotel 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
$163 nightly
The price is $179 total per night from May 11 to May 12
$179 total
May 11 - May 12
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)
Everything was good

Reviewed on Apr 12, 2026

Opens in a new windowRod 'N' Reel Resort
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
$262 nightly
The price is $297 total per night from Apr 20 to Apr 21
$297 total
Apr 20 - Apr 21
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! (1,004 reviews)
Had a great time will be back soon

Reviewed on Apr 6, 2026

Opens in a new windowHyatt Regency Chesapeake Bay
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $227 total per night from Apr 19 to Apr 20
$227 total
Apr 19 - Apr 20
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! (1,001 reviews)
Great sevice.

Reviewed on Apr 12, 2026

Opens in a new windowThe Westin Annapolis
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
$209 nightly
The price is $232 total per night from Apr 22 to Apr 23
$232 total
Apr 22 - Apr 23
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! (447 reviews)
Beautiful Boutique Hotel on the eastern shore right over the Bay bridge great restaurant Little market that’s amazing nice spa and very pretty and accommodating hotel would highly recommend it!

Reviewed on Apr 4, 2026

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
$489 nightly
The price is $538 total per night from Apr 14 to Apr 15
$538 total
Apr 14 - Apr 15
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
$184 nightly
The price is $204 total per night from Apr 15 to Apr 16
$204 total
Apr 15 - Apr 16
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
Walk to Dtwn: Waterfront Eastern Shore Townhome!

Walk to Dtwn: Waterfront Eastern Shore Townhome!

4 out of 5
Cambridge MD
An outdoor pool is featured at this apartment, along with free WiFi in public areas and barbecue grills.
Opens in a new windowWalk to Dtwn: Waterfront Eastern Shore Townhome!
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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

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