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

St. Michaels Hotel Guide - Luxury Hotels in St. Michaels, Maryland

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Check availability on St. Michaels Luxury Hotels

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for St. Michaels luxury hotels

Room
Suite, 1 Bedroom (Water View)
Golf
Room

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
€401
includes taxes & fees
7 Sept - 8 Sept
Inn at Perry Cabin
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen
Living area
Indoor wedding
Luxury Suite, 1 Bedroom, Balcony | Balcony view

2. The Oaks Waterfront

The Oaks Waterfront
Easton
€415
includes taxes & fees
26 Aug - 27 Aug
The Oaks Waterfront
Reception
Garden
Lobby
Bar (on property)

3. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
€95
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Hotel Annapolis
Dock
Interior detail
Porch
Terrace/patio

4. Marvel's on the Creek

Marvel's on the Creek
East New Market
€190
includes taxes & fees
25 Aug - 26 Aug
Marvel's on the Creek
Front of property – evening/night
Dining
Garden
Lobby sitting area

5. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
€227
includes taxes & fees
31 Aug - 1 Sept
The Inn at Chesapeake Bay Beach Club
View from property
Lobby
Bar (on property)
Lobby

6. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
  • Upscale Annapolis retreat offers nautical elegance with Egyptian cotton linens and pillowtop beds.
€145
includes taxes & fees
30 Aug - 31 Aug
Graduate by Hilton Annapolis
Outdoor wedding area
Coffee shop
Interior
Sports bar

7. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
€122
includes taxes & fees
3 Sept - 4 Sept
Rod 'N' Reel Resort
Lobby
Property amenity
Bar (on property)
View from property

8. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Historic district hotel blends Beaux Arts elegance with spa luxury, featuring lavish treatments near Annapolis attractions.
€165
includes taxes & fees
30 Aug - 31 Aug
The Westin Annapolis
Indoor pool
Breakfast area
Building design
Exterior

9. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
€246
includes taxes & fees
2 Sept - 3 Sept
Hyatt Regency Chesapeake Bay
Room
Room, 1 King Bed
Room, 1 King Bed
View from property

10. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
€202
includes taxes & fees
30 Aug - 31 Aug
Annapolis Waterfront Hotel, Autograph Collection
View all properties

Top St. Michaels Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

8/10 Good
"Generally, the facility is fine - two things regarding room: 1) no grab bar in side shower 2) no bar soap in bathroom."
Carlo 2-night trip
Posted less than an hour ago
Crowne Plaza Annapolis by IHG
St Michaels Inn

St Michaels Inn

8/10 Good
"It seems the hotel is under going renovation. Parts of it were nice and updated, others were very rundown looking. The staff were all very friendly and helpful. Our room was fine, bed was comfortable, it looked newly updated which was nice. The breakfast was typical hotel continental. It's a good place stay for the money."
Alexandria 1-night trip
Posted 14 hours ago
St Michaels Inn
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good
"There wasn’t a fan in the bathroom. Very good location in Annapolis."
Tracie 1-night trip
Posted 23 hours ago
Country Inn & Suites by Radisson, Annapolis, MD
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf course. Families can be quite boisterous; we will opt for calmer winter months in future."
Annette 2-night trip
Posted 4 days ago
Hyatt Regency Chesapeake Bay
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Amazing experience highly recommend"
Andrew 2-night trip
Posted 8 days ago
Inn at Perry Cabin

Frequently asked questions

Are you searching for the perfect hotel for your luxury holiday in St. Michaels?
During your visit, you might want to enjoy the port which St. Michaels is known for.
What's the best luxury accommodation option in St. Michaels?
Inn at Perry Cabin is a luxury hotel with an ocean-view restaurant and 2 bars, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in St. Michaels?
Planning for the weather is a good way to make your trip to St. Michaels relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Michaels is 1341 mm.
What's there to see and do in St. Michaels?
Enjoy all that St. Michaels has to offer and visit St. Michaels Marina, Chesapeake Bay Maritime Museum and St. Michaels Winery. If you have a little extra time during your trip, you might want to make a stop at Saint Michaels Village and Saint Michaels Town Hall.

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