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

Check availability on Annapolis Romantic Hotels

Top Annapolis Romantic Hotels

The Westin Annapolis
City view from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1000)
"Gg"
The price is €136
includes taxes & fees
14 Mar - 15 Mar
The Westin Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (99)
"This is a really special property. A girlfriend and I got away for a night without the kids and found the historic property and the sprawling estate where it sits to be a perfect escape. The service was very friendly and attentive, the rooms lovely, the bar open at 12pm, and dinner delicious. We’ll definitely be back. "
The price is €237
includes taxes & fees
12 Mar - 13 Mar
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, (1720)
"very comfortable and staff very professional"
The price is €183
includes taxes & fees
17 Mar - 18 Mar
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, (375)
"Great spot!"
The price is €207
includes taxes & fees
16 Mar - 17 Mar
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, (1000)
"Great location, nice room! Clean, we will be back!"
The price is €96
includes taxes & fees
16 Mar - 17 Mar
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)
"We had a very nice stay."
The price is €178
includes taxes & fees
16 Mar - 17 Mar
Graduate by Hilton Annapolis
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1000)
"It was clean and no surprises "
The price is €80
includes taxes & fees
16 Mar - 17 Mar
Best Western Annapolis
Crowne Plaza Annapolis by IHG
Pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1002)
"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 €94
includes taxes & fees
19 Mar - 20 Mar
Crowne Plaza Annapolis by IHG
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, (803)
"Perfect anniversary staycation! Our only issue was the temperature in the room could not be easily regulated. "
The price is €226
includes taxes & fees
23 Mar - 24 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 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, Ellen O. Moyer Nature Park at Back Creek or Jonas Green State Park. Whether you’d like to soak in a hot 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 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 centre. If you’d like to venture out around the area, consider renting a car to explore more sights.