Annapolis — Traveler Guide
Annapolis has long been regarded as one of the most romantic destinations in USA, and the hotel scene reflects this reputation with properties designed specifically for the discerning couple: private terraces overlooking the city's most scenic views, bathtubs deep enough for two, restaurants where dinner is an occasion rather than a transaction, and the kind of attentive service that makes a anniversary feel properly celebrated. Whether you're here for a first romantic escape or a twentieth anniversary, Annapolis has the perfect setting.
Quick Answer
Our top pick for hotels for couples in Annapolis is 134 Prince - Luxury Boutique Hotel in Historic Downtown — rated 9.8 Exceptional and offering Luxury suites, Concierge service. For an excellent alternative, 1313 West Luxury Boutique Hotel in West Street is a superb choice at the $$$ price point.
About This Guide
Romance has always found fertile ground in Annapolis — something about the combination of beautiful architecture, excellent food, and the general sense that life is worth celebrating conspires to make even ordinary evenings feel special here. The best couples' hotels have understood this and amplified it: they offer the settings and the service that turn a good trip into an unforgettable one.
The most romantic hotels in Annapolis tend to share certain qualities: they are architecturally significant (staying somewhere beautiful is itself a form of romance), they have restaurants where dinner feels like a destination rather than a necessity, and they have beds and bathrooms that have been designed with the understanding that the room is not just a place to sleep.
For couples visiting Annapolis, the question of neighbourhood matters as much as the hotel itself. The most romantic parts of the city — its historic quarters, its scenic waterfronts, its intimate restaurant streets — are best experienced on foot, at the natural pace of a couple who have nowhere to be except together. The hotels in this guide are positioned to make that possible.
In This Guide
5 hotels · Updated March 2026
Historic Downtown
This intimate luxury boutique earns rave reviews for its stylish suites and personalized concierge in a restored Victorian. Perfect for romantics seeking upscale privacy near Annapolis Harbor.[134 Prince Booking.com](https://www.booking.com/hotel/us/134-prince-luxury-boutique.html)
West Street
A serene 5-star retreat with lush gardens and free parking, ideal for those wanting boutique elegance slightly removed from downtown bustle. Guests praise spacious suites and tranquil ambiance.[1313 West Booking.com](https://www.booking.com/hotel/us/1313-west-luxury-boutique.html)
Marriott's upscale Autograph Collection property boasts stunning harbor views, on-site dining, and a fitness center right on the marina. Ideal for leisure travelers savoring Chesapeake sunsets.[Annapolis Waterfront Booking.com](https://www.booking.com/hotel/us/annapolis-marriott-waterfront.html)
Downtown
Trendy Hilton outpost with playful naval-themed decor, rooftop bar, and prime location near the Academy and dining. Appeals to younger travelers and groups seeking vibrant energy.[Booking.com searches]
Downtown
Polished Westin with heavenly beds, spa services, and central locale near government buildings. Suited for wellness-focused stays amid historic surroundings.[Booking.com searches]
Keep Exploring
Annapolis
Read guide
Annapolis
Read guide
Annapolis
Read guide
Annapolis
Read guide
Full Guide
See all picks
Common Questions
A private terrace or balcony, room-service breakfast, a romantic restaurant on-site or nearby, and soundproofed rooms. The ability to have dinner delivered to your room without a surcharge is underrated — many hotels charge significantly for this.
A well-designed superior room often outperforms a poorly-designed suite. Focus on bathroom quality, view, and terrace access over raw square footage. The best hotel rooms for couples are those with thoughtful lighting, a good bathtub, and a view worth waking up to.
Destinations with a mix of excellent restaurants, scenic settings, and comfortable hotels at multiple price points. Look for cities where walking from dinner to your hotel room is possible — it transforms an evening.
Adults-only hotels offer a quieter atmosphere and a service style calibrated for grown-ups. They're particularly valuable if you're seeking complete relaxation. However, non-adults-only hotels with high service standards can be equally romantic.
Shoulder season — just before or after peak summer — often offers the best balance of good weather, lower prices, and fewer crowds at restaurants and attractions. Spring is widely considered the most romantic season in most destinations.
Prices and availability change daily. Lock in the best rate by booking early — most of our top picks offer free cancellation.
View All Annapolis Hotels