Annapolis Hotel Guide - Romantic Hotels in Annapolis, Maryland

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Annapolis Romantic Hotels

The Westin Annapolis
Exterior
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"Great experience overall!"
The price is €187
includes taxes & fees
27 Nov - 28 Nov
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 €211
includes taxes & fees
1 Dec - 2 Dec
Kent Island Resort
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
On the beach, sun-loungers, beach towels
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
10.0 out of 10, Exceptional, (75)
"We were on Kent Island for a family reunion. This property comfortably accommodated our group of 6 adults and 4 children ages 10-16 (3 families). The bedrooms were large enough and spread out enough to allow for privacy and quiet spots. The volleyball court was a big hit with everyone. There were many games and additional game equipment available. Great weekend. Thank you. This is a second rental we have made with Donna and will be back again."
The price is €1,179
includes taxes & fees
24 Nov - 25 Nov
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Historic Inns of Annapolis
Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1695)
"Beautiful property. "
The price is €144
includes taxes & fees
24 Nov - 25 Nov
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 €244
includes taxes & fees
1 Dec - 2 Dec
The Inn at Chesapeake Bay Beach Club
Hilton Garden Inn Annapolis Downtown
Suite, 1 Bedroom, Terrace | 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 €119
includes taxes & fees
8 Dec - 9 Dec
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, (1001)
"Very smooth checkin. The property is in a great location and is very clean. "
The price is €158
includes taxes & fees
18 Dec - 19 Dec
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 €88
includes taxes & fees
27 Nov - 28 Nov
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 €111
includes taxes & fees
25 Nov - 26 Nov
Crowne Plaza Annapolis, an IHG Hotel
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Balcony
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (776)
"All good "
The price is €233
includes taxes & fees
3 Dec - 4 Dec
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.
Don't see what you're looking for?
See all available properties in Annapolis

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, Sandy Point State Park or Ellen O. Moyer Nature Park at Back Creek. Whether you’d like to soak in a spa tub or watch the sunset from your balcony, you’ll be sure to find accommodation in Annapolis to make for a relaxing weekend away.
What's the best accommodation for a romantic holiday to Annapolis?
Hilton Garden Inn Annapolis Downtown is a favourite 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, 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 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 centre. If you’d like to venture out around the area, consider renting a car to explore more sights.