Romantic Hotels & Resorts in Annapolis from AU$129

    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

Best Annapolis Romantic Hotels

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 AU$1,864
includes taxes & fees
1 Oct - 2 Oct
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
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, (360)
"Can’t say enough. We had a fabulous stay here for the wedding. Top notch. Thanks so much "
The price is AU$421
includes taxes & fees
1 Oct - 2 Oct
The Inn at Chesapeake Bay Beach Club
Graduate by Hilton Annapolis
View from property
Graduate by Hilton Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1002)
"Valet Jim H :) was awesome!! Every afternoon and evening he would be extra friendly when we were going out for dinner and when we came back for the night. Super guy!"
The price is AU$296
includes taxes & fees
30 Sept - 1 Oct
Graduate by Hilton Annapolis
Kent Island Resort
Aerial view
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (84)
"Very nice , pleasant"
The price is AU$276
includes taxes & fees
30 Sept - 1 Oct
Kent Island Resort
Historic Inns of Annapolis
Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1667)
"In the heart of the historic district. Easy walk to the harbor or Navsl Academy. Lots of shops and restaurants nearby"
The price is AU$284
includes taxes & fees
27 Oct - 28 Oct
Historic Inns of Annapolis
Laurel Grove Inn on the South
View from property
Laurel Grove Inn on the South
3.5 star property
9.0 out of 10, Wonderful, (512)
"Lovely hostess. Very accommodating. Charming room. Gorgeous view."
Laurel Grove Inn on the South
Crowne Plaza Annapolis, an IHG Hotel
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (999)
"I used this hotel as our stay hotel for my boys who shipped to bootcamp. It is across from the Annapolis mall and has restaurants in walking distance. The rooms are beautiful and spacious."
The price is AU$173
includes taxes & fees
23 Oct - 24 Oct
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, (764)
"Nice property in historic downtown area, excellent location but a little pricey."
The price is AU$392
includes taxes & fees
27 Oct - 28 Oct
Annapolis Waterfront Hotel, Autograph Collection
Sonesta ES Suites Annapolis
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (695)
"There wasn’t much as far as dining or gas stations near to get anything “needed”. One Dunkin Doughnuts was about an 8 minute walk down the road. Property was great, room was great…our tv wouldn’t allow us to change the channel from Fox News. It was bizarre actually! And we had to physically unplug the tv to turn it off. So so strange. "
The price is AU$183
includes taxes & fees
27 Oct - 28 Oct
Sonesta ES Suites Annapolis
The Westin Annapolis
Exterior
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"What a wonderful experience! Friendly staff…beautiful lobby…and that bed…I could have slept in it for days! The only downfall was the food at Azure. It was disappointing…flavorless…and served lukewarm. I do not recommend. Luckily, there are plenty of dining options around. I will definitely stay here the next time I’m in Annapolis!"
The price is AU$329
includes taxes & fees
27 Oct - 28 Oct
The Westin Annapolis
Don't see what you're looking for?
See all available properties in Annapolis
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.

Popular romantic getaways

Most indulging stays in Annapolis in 2024
Luxury hotels in Annapolis

Luxury hotels

Luxury hotels
Spa hotels in Annapolis

Spa hotels

Spa hotels

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.