A waterfront street lined with trees and a white building with a balcony.

St. Michaels 4 Stars Hotels

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Check availability on St. Michaels 4 Star Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for St. Michaels 4-star hotels

Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,062 reviews)
"Beautiful hotel. Very clean and amazing staff."
United States
Lena
The price is HK$894
HK$1,019 total
includes taxes & fees
3 Aug - 4 Aug
DoubleTree by Hilton Hotel Annapolis
View from property

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,007 reviews)
"Wonderfully decorated, felt like Annapolis all over"
United States
Gabriela
The price is HK$1,215
HK$1,386 total
includes taxes & fees
16 Aug - 17 Aug
Graduate by Hilton Annapolis
Lobby

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,002 reviews)
"Clean room, great customer service and very nice people. The hotel is stunning"
United States
Jessica
The price is HK$1,325
HK$1,511 total
includes taxes & fees
16 Aug - 17 Aug
The Westin Annapolis
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,007 reviews)
"We loved our 2 day stay.. enjoying the lovely pool, relaxing grounds and lively bar. It had everything we were looking for"
United States
DONALD
The price is HK$1,992
HK$2,635 total
includes taxes & fees
5 Aug - 6 Aug
Hyatt Regency Chesapeake Bay
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,011 reviews)
"I would stay again"
United States
Tron
The price is HK$1,494
HK$1,919 total
includes taxes & fees
23 Aug - 24 Aug
Rod 'N' Reel Resort
Premium bedding, down duvets, pillow-top beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (953 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"
United States
Salvatore
The price is HK$1,614
HK$1,840 total
includes taxes & fees
16 Aug - 17 Aug
Annapolis Waterfront Hotel, Autograph Collection
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (471 reviews)
"helpful staff, nice rooms"
United Kingdom
Jamie
The price is HK$1,769
HK$2,164 total
includes taxes & fees
23 Aug - 24 Aug
The Inn at Chesapeake Bay Beach Club
Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (42 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is HK$3,452
HK$3,797 total
includes taxes & fees
29 Jul - 30 Jul
The Oaks Waterfront
Dock

Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (169 reviews)
"Always a great time staying here."
United States
Richard
The price is HK$1,569
HK$1,741 total
includes taxes & fees
28 Jul - 29 Jul
Marvel's on the Creek
Interior

Walk to Dtwn: Waterfront Eastern Shore Townhome!

Walk to Dtwn: Waterfront Eastern Shore Townhome!
4.0 star property
Cambridge
Walk to Dtwn: Waterfront Eastern Shore Townhome!
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in St. Michaels.
Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
The price is HK$4,708 per night from 23 Aug to 24 Aug
HK$4,708
HK$5,179 total
23 Aug - 24 Aug
includes taxes & fees
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about St. Michaels

Stroll down charming streets lined with boutiques and seafood restaurants in this quaint Chesapeake Bay town. Sail on a skipjack, visit the maritime museum, or bike to nearby wineries for a taste of Eastern Shore living.

See all hotels in St. Michaels
A lighthouse at sunset with a boat docked nearby.

Top St. Michaels Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

8/10 Good
"Huge and comfortable room. Fun decor. Parking was absurdly expensive."
Colleen 2-night trip
Posted 8 hours ago
Graduate by Hilton Annapolis

Frequently asked questions

How much does it cost to stay in a 4-star hotel in St. Michaels?
With Expedia's handy search filters, scoring a great deal on a 4-star hotel in St. Michaels just got easier. Start by keying in your chosen arrival date and length of your escape. Then list the results by price and pick a property that best suits your style and budget.

  • Search for the lowest price from HK$3,044

What's the difference between 5-star and 4-star hotels in St. Michaels?
Offering a friendly traveller experience and upmarket surroundings, 4-star hotels are an excellent option for your St. Michaels break. These types of stays generally come with lots of useful amenities that make it easy to unpack and relax — think pillowtop mattresses, gyms and pools. Or get a taste of the high life at a 5-star hotel designed to indulge you in luxury perks and amenities. Round-the-clock concierge service, complimentary toiletries and gourmet dining are typically included at these swanky retreats.
Does St. Michaels have any 4-star all-inclusive resorts?
Enjoy a relaxing holiday experience where everything is included in the one upfront rate by using our "All inclusive" filter. Budgeting is a piece of cake when your room, food, activities and entertainment are already taken care of. Eager for more options? Browse the incredible deals on Expedia's standard 4-star options in and around St. Michaels too.

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