Annapolis Romantic Hotels In 2025

Featured Annapolis Romantic Hotels

The Westin Annapolis
Great for couples

The Westin Annapolis

4 out of 5
100 Westgate Cir, Annapolis, MD
Fully refundableReserve now, pay when you stay
Opens in a new windowThe Westin Annapolis
Kent Island Resort
Great for couples

Kent Island Resort

3.5 out of 5
500 Kent Manor Dr, Stevensville, MD
Fully refundableReserve now, pay when you stay
Opens in a new windowKent Island Resort
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Opens in a new windowHistoric Inns of Annapolis
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The Inn at Chesapeake Bay Beach Club
Great for couples

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road, Stevensville, MD
Opens in a new windowThe Inn at Chesapeake Bay Beach Club
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street, Annapolis, MD
Fully refundableReserve now, pay when you stay
Opens in a new windowHilton Garden Inn Annapolis Downtown
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
Opens in a new windowGraduate by Hilton Annapolis
Best Western Annapolis

Best Western Annapolis

2.5 out of 5
2520 Riva Rd, Annapolis, MD
Fully refundableReserve now, pay when you stay
Opens in a new windowBest Western Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
Opens in a new windowCrowne Plaza Annapolis by IHG
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
Opens in a new windowAnnapolis Waterfront Hotel, Autograph Collection
Hampton Inn Bowie

Hampton Inn Bowie

2.5 out of 5
15202 Major Lansdale Blvd, Bowie, MD
Fully refundableReserve now, pay when you stay
Opens in a new windowHampton Inn Bowie
Laurel Grove Inn on the South

Laurel Grove Inn on the South

3.5 out of 5
2881 South Have Road, Annapolis, MD
Opens in a new windowLaurel Grove Inn on the South
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
Opens in a new windowSonesta ES Suites Annapolis
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
Opens in a new windowDoubleTree by Hilton Hotel Annapolis
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.
Annapolis, Maryland, United States of America
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Annapolis Romantic Hotel Guide

Sunset dinners, intimate strolls, and a bottle of the best champagne. When love is wafting through the air, AARP Romantic Hotels in Annapolis are the top places to enjoy it. Blending elegant amenities, lovely activities, and a certain amour-centric charm, these soul mate resorts pamper couples wanting a sweet retreat from everyday life. Indulge in a special breakfast for two, join your honey for an indulgent spa day, and take a hand-in-hand walk through the nearby streets, when you stay at one of the best Annapolis romantic hotels for AARP members and seniors.

Whether you’re basking in the jitters of a new blossoming relationship, or you’re celebrating your milestone 50th anniversary, make reservations at an AARP member and senior romantic hotel in Annapolis for an unforgettable getaway. Browse our selection to find pampering accommodations featuring 24-hour room service, private hot tubs, and hushed pool complexes surrounded by the most luxurious little extras. Here at the AARP Travel Center Powered by Expedia, you’ll find romantic hotel discounts for AARP members in Annapolis, Maryland. And thanks to AARP and Expedia’s combined efforts, you’ll land some of the hottest deals, so you can spoil yourselves to a passionate sojourn for two.