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
$103 nightly
The price is $118 total per night from Jul 26 to Jul 27
$118 total
Jul 26 - Jul 27
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! (1,039 reviews)
"Loved having a shuttle driver and having a full service restaurant on site."

Reviewed on Jul 13, 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
$156 nightly
The price is $178 total per night from Jul 26 to Jul 27
$178 total
Jul 26 - Jul 27
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! (1,012 reviews)
"Loved the decor"

Reviewed on Jul 9, 2026

Opens in a new windowGraduate by Hilton Annapolis
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Jul 19 to Jul 20
$193 total
Jul 19 - Jul 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! (1,004 reviews)
"The front desk staff was very helpful"

Reviewed on Jul 7, 2026

Opens in a new windowThe Westin Annapolis
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
$322 nightly
The price is $366 total per night from Aug 3 to Aug 4
$366 total
Aug 3 - Aug 4
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! (1,012 reviews)
"The hotel itself is very nice, with clean, comfortable rooms and a staff that is friendly, welcoming, and always willing to help. We especially enjoyed the hot tub and the bar, both of which added to our overall experience. We also rented a jet ski, which was a lot of fun, and there were plenty of ..."

Reviewed on Jul 13, 2026

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
$198 nightly
The price is $226 total per night from Jul 26 to Jul 27
$226 total
Jul 26 - Jul 27
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! (945 reviews)
"Between the crowd, construction and run down facilities, we were highly disappointed in our stay."

Reviewed on Jul 8, 2026

Opens in a new windowAnnapolis Waterfront Hotel, Autograph Collection
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
$206 nightly
The price is $228 total per night from Jul 20 to Jul 21
$228 total
Jul 20 - Jul 21
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 ...
8.6/10 Excellent! (1,022 reviews)
"I"

Reviewed on Jul 14, 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
$249 nightly
The price is $276 total per night from Aug 4 to Aug 5
$276 total
Aug 4 - Aug 5
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Enjoy the seasonal outdoor pool and perks like free self parking ...
9.4/10 Exceptional! (468 reviews)
"The restaurant was wonderful and so was the staff. The grounds were gorgeous and interesting."

Reviewed on Jun 24, 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
$489 nightly
The price is $538 total per night from Jul 15 to Jul 16
$538 total
Jul 15 - Jul 16
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 ...
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
$180 nightly
The price is $200 total per night from Jul 23 to Jul 24
$200 total
Jul 23 - Jul 24
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! (168 reviews)
"Loved it and can't wait to go back. Such a warm and welcoming atmosphere in a beautiful setting."

Reviewed on Jun 28, 2026

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.
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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

Historic Inns of Annapolis

Historic Inns of Annapolis

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Great staff"
A verified traveler stayed at Historic Inns of Annapolis
Historic Inns of Annapolis

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