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
$98 nightly
The price is $111 total per night from May 31 to Jun 1
$111 total
May 31 - Jun 1
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. ...
8.8/10 Excellent! (1,000 reviews)
"Staff was very help."

Reviewed on May 25, 2026

Opens in a new windowDoubleTree by Hilton Hotel 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 Jun 7 to Jun 8
$193 total
Jun 7 - Jun 8
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! (1,002 reviews)
"clean room, restaurant and bar on premises, easy parking"

Reviewed on May 27, 2026

Opens in a new windowThe Westin 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
$163 nightly
The price is $186 total per night from Jun 7 to Jun 8
$186 total
Jun 7 - Jun 8
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! (1,006 reviews)
"Loved the Navy inspired decor and theme, location, valet parking, bathroom accouterments. Would definitely choose The Graduate again.."

Reviewed on May 28, 2026

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
$282 nightly
The price is $320 total per night from Jun 23 to Jun 24
$320 total
Jun 23 - Jun 24
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! (1,002 reviews)
"Hotel is beautiful , grounds are beautiful ! Staff is amazing ! Only disappointment was the pool situation - Seems like if you are there during the week or if weather isn’t perfect restaurants and amenities aren’t available as expected. It wasn’t raining just overcast, and it was warm and humid out ..."

Reviewed on May 27, 2026

Opens in a new windowHyatt Regency Chesapeake Bay
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
$191 nightly
The price is $208 total per night from Jun 3 to Jun 4
$208 total
Jun 3 - Jun 4
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! (1,002 reviews)
"Beautiful hotel. We stayed a couple days for a wedding in the area. We had a beautiful deck with a beautiful view. We were in 227. The area was great for walks. The staff was friendly and helpful."

Reviewed on May 27, 2026

Opens in a new windowRod 'N' Reel Resort
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
$220 nightly
The price is $251 total per night from Jun 7 to Jun 8
$251 total
Jun 7 - Jun 8
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! (930 reviews)
"It's"

Reviewed on May 18, 2026

Opens in a new windowAnnapolis Waterfront Hotel, Autograph Collection
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
$249 nightly
The price is $276 total per night from Jun 15 to Jun 16
$276 total
Jun 15 - Jun 16
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! (455 reviews)
"The entire place was beautiful, the staff, room, shops, restaurants all were amazing. Thanks"

Reviewed on May 27, 2026

Opens in a new windowThe Inn at Chesapeake Bay Beach Club
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
$182 nightly
The price is $202 total per night from May 31 to Jun 1
$202 total
May 31 - Jun 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! (164 reviews)
"Wonderful place to stay with host Debbie who is Southern charm all day long. Excellent full breakfast, views, relaxing atmosphere. Would have no difficulty staying here again."

Reviewed on May 25, 2026

Opens in a new windowMarvel's on the Creek
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 May 31 to Jun 1
$538 total
May 31 - Jun 1
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
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

Parsonage Inn

Parsonage Inn

4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"The staff, but not the owner, was very welcoming. Breakfast was good, but on the meager-side. The room was clean. The bathroom was very, very small. When drying yourself after a shower, you had to be careful not to wipe the toilet bowl."
A verified traveler stayed at Parsonage Inn
Parsonage Inn

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