Find Romantic Hotels in Annapolis, MD

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Check availability on Annapolis Romantic Hotels

Compare Annapolis Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Property was very clean and staff was very attentive. Dining was also excellent, on premises. "
The price is AED 547
AED 624 total
includes taxes & fees
25 May - 26 May
The Westin Annapolis

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (101)
"Very nice historic hotel with high end upgrades without comprising the original charm."
The price is AED 1,166
AED 1,451 total
includes taxes & fees
12 May - 13 May
Kent Island Resort

Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

10.0 out of 10, Exceptional, (75)
"Property and Host were exceptional."
The price is AED 3,122
AED 5,100 total
includes taxes & fees
2 Jun - 3 Jun
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1763)
"Great location and property!"
The price is AED 676
AED 895 total
includes taxes & fees
15 May - 16 May
Historic Inns of Annapolis

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (385)
"Excellent place!"
The price is AED 680
AED 848 total
includes taxes & fees
12 May - 13 May
The Inn at Chesapeake Bay Beach Club

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1002)
"Convenient location, pleasant stay. "
The price is AED 372
AED 424 total
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Annapolis Downtown

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Great place to stay "
The price is AED 600
AED 684 total
includes taxes & fees
27 May - 28 May
Graduate by Hilton Annapolis

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1004)
"Clean and staff was friendly "
The price is AED 408
AED 465 total
includes taxes & fees
27 May - 28 May
Best Western Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1002)
"Parking, good breakfast, and nice hotel."
The price is AED 397
AED 452 total
includes taxes & fees
25 May - 26 May
Crowne Plaza Annapolis by IHG

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (817)
"The restaurant is closed for weeks (months?) but the staff is great and plenty of restaurants in easy walk. "
The price is AED 790
AED 901 total
includes taxes & fees
26 May - 27 May
Annapolis Waterfront Hotel, Autograph Collection
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 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 Jonas Green State Park. 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.
How many romantic hotels will we be able to find in Annapolis?
Expedia has 7 romantic Annapolis hotels for you both to enjoy.
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.