St. Michaels 4 Star Hotels In 2025

Featured St. Michaels 4 Star Hotels

Graduate by Hilton Annapolis

126 West St, Annapolis, MD

Fully refundableReserve now, pay when you stay

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court, Annapolis, MD

Fully refundableReserve now, pay when you stay

Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge, MD

Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St, Annapolis, MD

Fully refundableReserve now, pay when you stay

The Westin Annapolis

100 Westgate Cir, Annapolis, MD

The Inn at Chesapeake Bay Beach Club

180 Pier One Road, Stevensville, MD

Rod 'N' Reel Resort

4165 Mears Ave, Chesapeake Beach, MD

Fully refundableReserve now, pay when you stay

The Oaks Waterfront

25876 Royal Oak Road, Royal Oak, Easton, MD

Marvel's on the Creek

6230 Beverly Rd, East New Market, MD

Fully refundableReserve now, pay when you stay

See all 1,277 properties in St. Michaels

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.

Four Star Hotel Guide for St. Michaels, Maryland

Over the years, you’ve pinched pennies and stayed at the economy motels during your travels. However, now you’re nearing retirement or already basking in the work-free lifestyle, and you deserve to treat yourself to four-star hotels for ARRP members and seniors in St. Michaels, Maryland. Known for their extra perks, first-rate service, and fantastic locations, each of our 4-star AARP hotels in St. Michaels offers the ultimate experience for those looking for a bit of glitz and glamour on vacation.

Relax in your expertly designed room, kick back with around-the-clock room service, and indulge in the first-class amenities. Receive a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all at your fingertips, when you stay at one of the St. Michaels hotels with 4 stars for AARP members. Whether you’re traveling to celebrate the birth of your first grandchild or vacationing because you finally have the free time, let Expedia and AARP’s joined forces provide you with the best rates around on AARP hotels with four stars.