Find Romantic Hotels in Annapolis from S$123

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Top Romantic Hotels in Annapolis

The Westin Annapolis
City view from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1000)
"Great"
The price is S$263
includes taxes & fees
23 Jan - 24 Jan
The Westin Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (90)
"Wonderful stay, charming inn. "
The price is S$304
includes taxes & fees
5 Jan - 6 Jan
Kent Island Resort
Historic Inns of Annapolis
Exterior

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1727)
"Wonderful place to stay"
The price is S$285
includes taxes & fees
12 Jan - 13 Jan
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, (372)
"We stayed one night for New Year’s Eve. And everything was awesome. We also had a great dinner in your restaurant"
The price is S$336
includes taxes & fees
12 Jan - 13 Jan
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, (1003)
"We stayed for just one night and it was phenomenal: pet-friendly, lovely staff and reception, incredibly affordable, convenient, clean...and chewy ice in the ice machines! Seriously an amazing stay; we'll stay here again! "
The price is S$178
includes taxes & fees
9 Jan - 10 Jan
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, (1009)
"The room was beautiful and the staff helpful. Wish we could have stayed longer."
The price is S$214
includes taxes & fees
3 Feb - 4 Feb
Graduate by Hilton Annapolis
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1004)
"Only thing I was concerned about being a single woman alone and a smoker and standing outside in the dark especially after seeing someone kinda out of place walking around. Was afraid to even go get ice. And I am not easily intimidated but my senses told me something wasn’t right about this person walking around "
The price is S$123
includes taxes & fees
4 Jan - 5 Jan
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, (1003)
"Perfect location "
The price is S$171
includes taxes & fees
6 Jan - 7 Jan
Crowne Plaza Annapolis, an IHG Hotel
Annapolis Waterfront Hotel, Autograph Collection
Premium bedding, down duvets, pillow-top beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (784)
"Checkin staff were very friendly and helpful. They made a last minute guest on Christmas Eve feel very warm and welcome. Since they knew that very few new guests might attempt to book on Christmas Day, they let us check out very late for free (1pm) and put us a room with a great view of the water."
The price is S$299
includes taxes & fees
31 Jan - 1 Feb
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, (1002)
"Privacy is good "
The price is S$136
includes taxes & fees
21 Jan - 22 Jan
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 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 Helen Avalynne Tawes Garden. 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 97, 99 and 101 East Street, 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.