Find Romantic Hotels in Annapolis, MD

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Annapolis Romantic Hotels

Top Annapolis Romantic Hotels

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Clean room, great staff, great breakfast "
United States
Susanne
The price is AED 291
AED 332 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Garden Inn Annapolis Downtown

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1003)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is AED 342
AED 389 total
includes taxes & fees
7 Dec - 8 Dec
Crowne Plaza Annapolis by IHG

Graduate by Hilton Annapolis

4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1000)
"Nice big rooms, comfortable beds. Well maintained. "
United States
Margaret
The price is AED 518
AED 591 total
includes taxes & fees
15 Dec - 16 Dec
Graduate by Hilton Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1895)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
Historic Inns of Annapolis

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"Great environment"
United States
Salvador E
The price is AED 566
AED 645 total
includes taxes & fees
14 Dec - 15 Dec
The Westin Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
"Room was comfortable and the staff were courtesy!"
United States
Danny
The price is AED 358
AED 409 total
includes taxes & fees
26 Nov - 27 Nov
DoubleTree by Hilton Hotel Annapolis

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District
8.8 out of 10, Excellent, (876)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is AED 621
AED 708 total
includes taxes & fees
14 Dec - 15 Dec
Annapolis Waterfront Hotel, Autograph Collection

134 Prince - Luxury Boutique Hotel

2.5 star property
Annapolis
9.8 out of 10, Exceptional, (29)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
134 Prince - Luxury Boutique Hotel

Cozy 2br home w/ parking in downtown Annapolis

Historic District
10.0 out of 10, Exceptional, (72)
"Great little house easy to walk to West St, Main St & the Yard (USNA). Has parking included which is nice. Great communication we owner. Will stay again. "
United States
Sheldon E.
The price is AED 430
AED 1,122 total
includes taxes & fees
18 Nov - 19 Nov
Cozy 2br home w/ parking in downtown Annapolis

★ Midcentury Modern Getaway ★ Prime Location ★

Historic District
10.0 out of 10, Exceptional, (35)
"This is our second time staying in the property and it’s adorable and so convenient to everything. Ryan was very responsive and easy to work with. "
United States
shannon r.
The price is AED 645
AED 2,004 total
includes taxes & fees
19 Nov - 20 Nov
★ Midcentury Modern Getaway ★ Prime Location ★
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.

Find out more about Annapolis

Annapolis attractions for couples

Annapolis, Maryland, is a paradise of experiences that cater to travelers seeking both adventure and relaxation. Start your journey at the United States Naval Academy, where you can explore the stunning campus and its rich history, culminating in a visit to the Naval Academy Museum showcasing artifacts and exhibits. Next, stroll along the scenic waterfront at City Dock, a vibrant hub filled with charming shops and delightful eateries, perfect for sampling local seafood like the renowned crab cakes. Don't miss a boat tour of the Chesapeake Bay, where you can soak in breathtaking views of historic lighthouses and waterfront estates. For a touch of culture, visit the Maryland State House, the oldest state capitol still in continuous use, where you can admire its beautiful architecture and learn about Maryland's legislative history. Finally, unwind in the historic district, which offers a blend of historic charm and modern comforts, perfect for families. Consider staying in a boutique hotel like the Inn at the Chesapeake Bay, where personalized service and luxurious amenities create a welcoming atmosphere. Here, you’ll find yourself just steps away from the best of Annapolis, ready to explore its historic streets and vibrant community.

Find the best romantic hotels in Annapolis

For couples looking to ignite romance in Annapolis, these hotels provide a charming atmosphere and inviting amenities perfect for a memorable getaway.

Graduate by Hilton Annapolis

  • Why it's great for a couples retreat: With a stellar review rating of 9.4, the Graduate by Hilton Annapolis is an exceptional choice for romantic travelers seeking a stylish and comfortable stay. The hotel boasts elegant traditional design elements that enhance the romantic atmosphere. Guests can enjoy the terrace, perfect for intimate moments, or take a leisurely stroll to nearby attractions.
  • Other amenities: This hotel offers a range of desirable amenities including a fitness center open 24 hours, self-parking, and complimentary housekeeping. Couples can explore nearby kayaking and sailing opportunities, adding adventure to their romantic getaway. The hotel also features premium bedding for a restful night’s sleep, ensuring guests feel refreshed.
  • Nearby attractions: Thurgood Marshall Memorial - 0.65 miles, Maryland State House - 0.68 miles

Historic Inns of Annapolis

  • Why it's great for a couples retreat: Ideal for a romantic escape, the Historic Inns of Annapolis offers an enchanting setting with a guest review rating of 9.0. Guests can enjoy the charm of historic accommodations while experiencing modern comforts. The hotel's terrace provides a serene space for couples to unwind and soak in the picturesque views of the Historic District.
  • Other amenities: In addition to its romantic ambiance, the hotel features convenient amenities such as valet parking, 24-hour fitness facilities, and daily housekeeping. Guests can explore the nearby shopping district, making it easy to find the perfect gift or souvenir. With its focus on comfort and service, this hotel ensures a delightful experience for all travelers.
  • Neighborhood: Historic District
  • Nearby attractions: Thurgood Marshall Memorial - 0.11 miles, Maryland State House - 0.14 miles

Country Inn & Suites by Radisson, Annapolis, MD

  • Why it's great for a couples retreat: Country Inn & Suites by Radisson, Annapolis, MD is an inviting option for romantic getaways, rated 9.0 by guests. The hotel features comfortable accommodations paired with a warm atmosphere, making it perfect for couples looking to relax. Enjoy moments together in the indoor pool or unwind in the hot tub for a soothing experience.
  • Other amenities: Guests can take advantage of amenities such as a free buffet breakfast, accessible fitness center, and self-parking for added convenience. The hotel also offers a cozy fireplace in select rooms, enhancing the romantic vibe. Nearby golf locations provide additional recreational options for couples looking to spend time outdoors.
  • Nearby attractions: Westfield Annapolis Mall - 0.75 miles, Annapolis Mall Shopping Center - 0.75 miles

SpringHill Suites by Marriott Annapolis

  • Why it's great for a couples retreat: SpringHill Suites by Marriott Annapolis is a charming option for couples, a review rating of 9.0. This hotel provides a cozy atmosphere with thoughtful amenities that cater to romantic travelers. Guests can relax in the indoor pool or hot tub, creating perfect moments for quality time together.
  • Other amenities: Additional features include a rooftop garden, express check-in, and convenient kitchenette options in the suites. Couples will appreciate the daily breakfast and the accessible fitness center for those who wish to stay active during their stay. The hotel’s location allows easy access to local attractions, making it a fantastic base for exploring Annapolis together.
  • Nearby attractions: Annapolis Harbour Center - 0.8 miles, Westfield Annapolis Mall - 1.62 miles, Annapolis Harbor Center Shopping Center - 1.15 miles

Crowne Plaza Annapolis by IHG

  • Why it's great for a couples retreat: The Crowne Plaza Annapolis by IHG is a wonderful choice for couples seeking a romantic retreat, with a solid guest review rating of 8.8. The hotel features a welcoming atmosphere complemented by a range of amenities designed for relaxation. Couples can enjoy the terrace for quiet evenings, and the on-site restaurant offers a delightful dining experience.
  • Other amenities: Guests benefit from an array of amenities including a 24-hour fitness center, self-parking, and daily housekeeping to enhance their stay. The hotel also provides contactless check-in for convenience. With its central location, couples can easily explore Annapolis and discover charming local shops and attractions.
  • Nearby attractions: Westfield Annapolis Mall - 0.2 miles, Annapolis Mall Shopping Center - 0.2 miles

Top Annapolis Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Annapolis?
If you and your partner need some romantic time away, we'd like to help you plan for it. Couples choose Annapolis for its top-notch restaurants, major shopping area, and interesting historical sites. If you want to spend some time strolling through captivating scenery with your love, you might make a visit to Maryland Quiet Waters Park, Ellen O. Moyer Nature Park at Back Creek, or Helen Avalynne Tawes Garden. Whether you'd like to soak in a hot tub or get a couples' massage, you'll be sure to find accommodation in Annapolis to make for a relaxing weekend away.
When is the best time of year for a romantic getaway to Annapolis?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Annapolis: The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Annapolis is 52 inches.
What is there to do in Annapolis?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Annapolis has to offer. If you're hoping to see some of the area's cultural attractions, you and your partner will love Annapolis for its major shopping area and interesting historical sites. You might think about stopping by Thurgood Marshall Memorial, William Paca House, or Annapolis City Dock while you're seeing the sights.
What's the best way to get to Annapolis and around town during my romantic getaway?
This information about transportation options in Annapolis might help your romantic getaway go off without a hitch: To get to Annapolis, you can fly into Fort Meade, MD (FME-Tipton), which is the closest major airport, located 16.2 mi (26.1 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.