Annapolis Hotel Guide - Romantic Hotels in Annapolis, Maryland

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Top Annapolis Romantic Hotels

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1023)
"Room was comfortable and the staff were courtesy!"
United States
Danny
The price is €60
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Annapolis

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1010)
"Clean room, great staff, great breakfast "
United States
Susanne
The price is €73
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Annapolis Downtown

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1905)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
Historic Inns of Annapolis

Graduate by Hilton Annapolis

4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1006)
"Nice big rooms, comfortable beds. Well maintained. "
United States
Margaret
The price is €127
includes taxes & fees
14 Dec - 15 Dec
Graduate by Hilton Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1011)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is €106
includes taxes & fees
30 Nov - 1 Dec
Crowne Plaza Annapolis by IHG

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District
8.8 out of 10, Excellent, (877)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is €144
includes taxes & fees
18 Dec - 19 Dec
Annapolis Waterfront Hotel, Autograph Collection

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Great environment"
United States
Salvador E
The price is €150
includes taxes & fees
14 Dec - 15 Dec
The Westin Annapolis

134 Prince - Luxury Boutique Hotel

2.5 star property
Annapolis
9.8 out of 10, Exceptional, (30)
"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 €275
includes taxes & fees
1 Dec - 2 Dec
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 €510
includes taxes & fees
9 Dec - 10 Dec
★ 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.

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Frequently asked questions

Searching for romantic hotels in Annapolis?
If you and your partner need a romantic holiday, we've got just the thing. 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 watch the sunset from your balcony, 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, take a look at these details about year-round temperatures in Annapolis: 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 4°C. Average annual precipitation for Annapolis is 1318 mm.
What is there to do in Annapolis?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover 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 centre. If you'd like to venture out around the area, consider renting a car to explore more sights.