Find Romantic Hotels in Annapolis, MD

  • 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
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Annapolis Romantic Hotels

This weekend
Next weekend

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, (1004)
"Gg"
The price is AED 621
AED 708 total
includes taxes & fees
7 Mar - 8 Mar
The Westin Annapolis

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (98)
"Lovely atmosphere. Beautiful surroundings. Delightful dinner. Charming altogether. "
The price is AED 724
AED 943 total
includes taxes & fees
4 Mar - 5 Mar
Kent Island Resort

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."
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, (1724)
"Superb location. Very nice rooms with ample space and great decor. Friendly and responsive staff. There were a couple items that kept it from 5 star. The hotel hosts many outside events in their ballroom during the day and the only access is through the main lobby. Attendees walk through the small lobby area and right by all the guest sitting areas. Lots of commotion and disruption. A knowledgeable concierge to assist guests would be a help. They only have one king room with a handicap...
The price is AED 531
AED 727 total
includes taxes & fees
9 Mar - 10 Mar
Historic Inns of Annapolis

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (375)
"Great spot!"
The price is AED 657
AED 823 total
includes taxes & fees
4 Mar - 5 Mar
The Inn at Chesapeake Bay Beach Club

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1004)
"Very convenient--walk to everything from here, and also on a bus line. You don't need a car."
The price is AED 303
AED 345 total
includes taxes & fees
17 Mar - 18 Mar
Hilton Garden Inn Annapolis Downtown

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1009)
"Front desk staff very nice, room was clean & comfortable. "
The price is AED 559
AED 637 total
includes taxes & fees
16 Mar - 17 Mar
Graduate by Hilton Annapolis

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1003)
"I just need a room for the night since it was snowing. Very nice room. Bed was a little too hard for me but orher than that, it was a great stay. Very nice staff as wll"
The price is AED 294
AED 335 total
includes taxes & fees
6 Mar - 7 Mar
Best Western Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1007)
"Stayed for one night here at the Crowne and had a great stay. The room was nice with comfy beds. The hotel was near lots of restaurants and had its own bar restaurant as well. Food was decent. Downtown Annapolis is only about 10 minutes away. Would definitely stay here again when in Annapolis. "
The price is AED 327
AED 373 total
includes taxes & fees
9 Mar - 10 Mar
Crowne Plaza Annapolis by IHG

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (801)
"Perfect anniversary staycation! Our only issue was the temperature in the room could not be easily regulated. "
The price is AED 777
AED 886 total
includes taxes & fees
9 Mar - 10 Mar
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 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 Helen Avalynne Tawes Garden. 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 William Paca House, Annapolis City Dock, or Ego Alley 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.