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
City view from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1000)
"Stayed here for a wedding, but it was our first time to the area. Hotel is great, clean friendly. But the real value was the location. Walking distance to restaurants, convenience, stores, and bars. It was an eight minute walk to a super cute coffee shop, bakery. Parking seemed unnecessarily expensive, but it was easy"
The price is AED 547
AED 624 total
includes taxes & fees
16 Apr - 17 Apr
The Westin Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (101)
"Absolutely perfect!!!"
The price is AED 902
AED 1,148 total
includes taxes & fees
22 Apr - 23 Apr
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."
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, (1738)
"Great location, easy, quick check in. Front desk staff was very friendly and professional. I would choose this property for future travel. "
The price is AED 531
AED 730 total
includes taxes & fees
16 Apr - 17 Apr
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, (378)
"Spa was wonderful!"
The price is AED 643
AED 807 total
includes taxes & fees
13 Apr - 14 Apr
The Inn at Chesapeake Bay Beach Club
Hilton Garden Inn Annapolis Downtown
Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1000)
"It was convenient and clean. "
The price is AED 342
AED 390 total
includes taxes & fees
13 Apr - 14 Apr
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, (1004)
"Great place to stay "
The price is AED 562
AED 641 total
includes taxes & fees
23 Apr - 24 Apr
Graduate by Hilton Annapolis
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1001)
"Nice"
The price is AED 294
AED 335 total
includes taxes & fees
14 Apr - 15 Apr
Best Western Annapolis
Crowne Plaza Annapolis by IHG
Pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1003)
"Convenient to get to USNA "
The price is AED 397
AED 452 total
includes taxes & fees
6 May - 7 May
Crowne Plaza Annapolis by IHG
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (808)
"Good "
The price is AED 702
AED 801 total
includes taxes & fees
20 Apr - 21 Apr
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, 97, 99 and 101 East Street, or William Paca House 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.