Romantic Hotels in Annapolis, Maryland

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Top Annapolis Romantic Hotels

The Westin Annapolis
Exterior

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1030)
"Great experience overall!"
The price is P10,249
P11,684 total
includes taxes & fees
Nov 30 - Dec 1
The Westin Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (89)
"Wonderful stay, charming inn. "
The price is P9,863
P13,110 total
includes taxes & fees
Dec 3 - Dec 4
Kent Island Resort
Historic Inns of Annapolis
Exterior

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1708)
"Beautiful property. "
The price is P6,153
P8,965 total
includes taxes & fees
Nov 24 - Nov 25
Historic Inns of Annapolis
The Inn at Chesapeake Bay Beach Club
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (367)
"Love this property and Knoxie's is the best"
The price is P12,311
P15,164 total
includes taxes & fees
Dec 3 - Dec 4
The Inn at Chesapeake Bay Beach Club
Hilton Garden Inn Annapolis Downtown
Living area

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (982)
"The staff was outstanding; couldn’t have been more helpful. Enjoyed the hotel restaurant several times. Tha room was large and well appointed. The bathroom was good size with a nice walk-in shower."
The price is P6,459
P7,363 total
includes taxes & fees
Dec 8 - Dec 9
Hilton Garden Inn Annapolis Downtown
Graduate by Hilton Annapolis
View from property

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1008)
"The staff was the best always checking to see if I needed anything. "
The price is P8,023
P9,147 total
includes taxes & fees
Dec 24 - Dec 25
Graduate by Hilton Annapolis
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1001)
"Great breakfast. "
The price is P4,771
P5,439 total
includes taxes & fees
Dec 4 - Dec 5
Best Western Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Pool

Crowne Plaza Annapolis, an IHG Hotel

3.5 star property
8.8 out of 10, Excellent, (1001)
"I had a relaxing and enjoyable stay. The breakfast was delicious."
The price is P6,307
P7,190 total
includes taxes & fees
Nov 26 - Nov 27
Crowne Plaza Annapolis, an IHG Hotel
Annapolis Waterfront Hotel, Autograph Collection
Premium bedding, down comforters, pillowtop beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (776)
"All good "
The price is P12,224
P13,935 total
includes taxes & fees
Dec 1 - Dec 2
Annapolis Waterfront Hotel, Autograph Collection
Hampton Inn Bowie
Seasonal outdoor pool

Hampton Inn Bowie

2.5 star property
8.2 out of 10, Very Good, (1004)
"The front desk check in person was very nice. "
The price is P5,424
P6,129 total
includes taxes & fees
Dec 8 - Dec 9
Hampton Inn Bowie
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, Sandy Point State Park, or Ellen O. Moyer Nature Park at Back Creek. Whether you’d like to soak in a spa tub or get a couples’ massage, you’ll be sure to find accommodation in Annapolis to make for a relaxing weekend away.
What's the best accommodation for a romantic vacation to Annapolis?
Hilton Garden Inn Annapolis Downtown is a favorite hotel for couples, and features LED TVs and wedding services.
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 William Paca House, Annapolis City Dock, or Navy-Marine Corps Memorial Stadium 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.