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.
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.
Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10.
Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10.
William
Reviewed October 29, 2026Reviewed October 29, 2026
Lovely room, comfy bed, great bathroom! Only complaint was that it was SO hot in the room and it was challenging to adjust that even after receiving instructions. Breakfast and coffee was excellent!
Lovely room, comfy bed, great bathroom! Only complaint was that it was SO hot in the room and it was challenging to adjust that even after receiving instructions. Breakfast and coffee was excellent!
Reyna
Reviewed February 15, 2025Reviewed February 15, 2025
The property was immaculate! The room we stayed (Chase suite) was gorgeous!!
The staff were so wonderful and helpful and the location was perfect. Loved everything about this property
The property was immaculate! The room we stayed (Chase suite) was gorgeous!!
The staff were so wonderful and helpful and the location was perfect. Loved everything about this property
MARA
Reviewed October 31, 2026Reviewed October 31, 2026
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
We loved our quick little stay and will absolutely return when we come back to Baltimore! The bed was comfy, bath was cozy, water hot, room finishings quaint and old fashioned in really lovely way. Breakfasts were good with lots of cute touches and so nice to take in our room together. The staff was absolutely awesome and everyone we spoke to was so kind and helpful!
We loved our quick little stay and will absolutely return when we come back to Baltimore! The bed was comfy, bath was cozy, water hot, room finishings quaint and old fashioned in really lovely way. Breakfasts were good with lots of cute touches and so nice to take in our room together. The staff was absolutely awesome and everyone we spoke to was so kind and helpful!
Kylie
Reviewed January 31, 2024Reviewed January 31, 2024
It was a spectacular location, beautiful rooms and restoration of a stunning property, the owners Luciano and Susan are superstars, the staff amazing the breakfast was unbelievably and the ambiance was amazing! I was in Maryland for a wedding, I never thought I would return but I MUST come back and stay again!
It was a spectacular location, beautiful rooms and restoration of a stunning property, the owners Luciano and Susan are superstars, the staff amazing the breakfast was unbelievably and the ambiance was amazing! I was in Maryland for a wedding, I never thought I would return but I MUST come back and stay again!
ian
Reviewed October 10, 2026Reviewed October 10, 2026
New property as of September 2024. Very nice staff. Breakfast was a bit less than expected, mostly in comparison to other amenities, but I think they are working on it.
New property as of September 2024. Very nice staff. Breakfast was a bit less than expected, mostly in comparison to other amenities, but I think they are working on it.
Eddie
Reviewed September 14, 2024Reviewed September 14, 2024
The area of the hotel is very beautiful and convenient to the airport and makl. The customer service at hotel was wonderful. The entire ambiance of the hotel is stunning from the lobby to the room. No complaints at all.
The area of the hotel is very beautiful and convenient to the airport and makl. The customer service at hotel was wonderful. The entire ambiance of the hotel is stunning from the lobby to the room. No complaints at all.
Bakir
Reviewed September 2, 2024Reviewed September 2, 2024
Our stay at the Four Seasons was excellent from valet parking, front desk, housekeeper to room service. The customer service was unbelievable. I would like to thank the Four Seasons for this because I was praying that they wouldn't treat us bad because of the color of our skin. This mean so much to me because my husband had a wonderful dinner at the Bygone. Thank for making my husband Birthday so awesome and special. Now the gentleman that found my bag and turned it in. He was apart of valet...
Our stay at the Four Seasons was excellent from valet parking, front desk, housekeeper to room service. The customer service was unbelievable. I would like to thank the Four Seasons for this because I was praying that they wouldn't treat us bad because of the color of our skin. This mean so much to me because my husband had a wonderful dinner at the Bygone. Thank for making my husband Birthday so awesome and special. Now the gentleman that found my bag and turned it in. He was apart of valet...
I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.
I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.
We didn't have any plans for Spring Break, but the weather was fantastic and we decided to go to St. Michaels to go kayaking. Found the Parsonage online and got a great suite for ourselves and our son at the last minute. Way comfortable and LOVED how close to everything in town it was. Enjoyed relaxing evenings watching movies from the DVD collection. Great parking for our truck.
We didn't have any plans for Spring Break, but the weather was fantastic and we decided to go to St. Michaels to go kayaking. Found the Parsonage online and got a great suite for ourselves and our son at the last minute. Way comfortable and LOVED how close to everything in town it was. Enjoyed relaxing evenings watching movies from the DVD collection. Great parking for our truck.
This is a cool and unusual hotel. If you have mobility issues...maybe this is not the hotel for you as the entrance steps are steep and there is a set outside and another inside to get to the front desk. This hotel is dark and moody and medieval in decor. It might not be for everyone but it was so quirky and different that we loved it. Our room had a canopy bed and we felt like princess and queen! The bed matress and covererings were extrememly comfortable and my daughter and I got a great...
This is a cool and unusual hotel. If you have mobility issues...maybe this is not the hotel for you as the entrance steps are steep and there is a set outside and another inside to get to the front desk. This hotel is dark and moody and medieval in decor. It might not be for everyone but it was so quirky and different that we loved it. Our room had a canopy bed and we felt like princess and queen! The bed matress and covererings were extrememly comfortable and my daughter and I got a great...
Joy
Reviewed February 17, 2025Reviewed February 17, 2025
Annapolis, Maryland, is a paradise of experiences that cater to travelers seeking both adventure and relaxation. Start your journey at the United States Naval Academy, where you can explore the stunning campus and its rich history, culminating in a visit to the Naval Academy Museum showcasing artifacts and exhibits. Next, stroll along the scenic waterfront at City Dock, a vibrant hub filled with charming shops and delightful eateries, perfect for sampling local seafood like the renowned crab cakes. Don't miss a boat tour of the Chesapeake Bay, where you can soak in breathtaking views of historic lighthouses and waterfront estates. For a touch of culture, visit the Maryland State House, the oldest state capitol still in continuous use, where you can admire its beautiful architecture and learn about Maryland's legislative history. Finally, unwind in the historic district, which offers a blend of historic charm and modern comforts, perfect for families. Consider staying in a boutique hotel like the Inn at the Chesapeake Bay, where personalized service and luxurious amenities create a welcoming atmosphere. Here, you’ll find yourself just steps away from the best of Annapolis, ready to explore its historic streets and vibrant community.
Find the best romantic hotels in Annapolis
For couples looking to ignite romance in Annapolis, these hotels provide a charming atmosphere and inviting amenities perfect for a memorable getaway.
Why it's great for a couples retreat: With a stellar review rating of 9.4, the Graduate by Hilton Annapolis is an exceptional choice for romantic travelers seeking a stylish and comfortable stay. The hotel boasts elegant traditional design elements that enhance the romantic atmosphere. Guests can enjoy the terrace, perfect for intimate moments, or take a leisurely stroll to nearby attractions.
Other amenities: This hotel offers a range of desirable amenities including a fitness center open 24 hours, self-parking, and complimentary housekeeping. Couples can explore nearby kayaking and sailing opportunities, adding adventure to their romantic getaway. The hotel also features premium bedding for a restful night’s sleep, ensuring guests feel refreshed.
Nearby attractions: Thurgood Marshall Memorial - 0.65 miles, Maryland State House - 0.68 miles
Why it's great for a couples retreat: Ideal for a romantic escape, the Historic Inns of Annapolis offers an enchanting setting with a guest review rating of 9.0. Guests can enjoy the charm of historic accommodations while experiencing modern comforts. The hotel's terrace provides a serene space for couples to unwind and soak in the picturesque views of the Historic District.
Other amenities: In addition to its romantic ambiance, the hotel features convenient amenities such as valet parking, 24-hour fitness facilities, and daily housekeeping. Guests can explore the nearby shopping district, making it easy to find the perfect gift or souvenir. With its focus on comfort and service, this hotel ensures a delightful experience for all travelers.
Neighborhood: Historic District
Nearby attractions: Thurgood Marshall Memorial - 0.11 miles, Maryland State House - 0.14 miles
Why it's great for a couples retreat: Country Inn & Suites by Radisson, Annapolis, MD is an inviting option for romantic getaways, rated 9.0 by guests. The hotel features comfortable accommodations paired with a warm atmosphere, making it perfect for couples looking to relax. Enjoy moments together in the indoor pool or unwind in the hot tub for a soothing experience.
Other amenities: Guests can take advantage of amenities such as a free buffet breakfast, accessible fitness center, and self-parking for added convenience. The hotel also offers a cozy fireplace in select rooms, enhancing the romantic vibe. Nearby golf locations provide additional recreational options for couples looking to spend time outdoors.
Nearby attractions: Westfield Annapolis Mall - 0.75 miles, Annapolis Mall Shopping Center - 0.75 miles
Why it's great for a couples retreat: SpringHill Suites by Marriott Annapolis is a charming option for couples, a review rating of 9.0. This hotel provides a cozy atmosphere with thoughtful amenities that cater to romantic travelers. Guests can relax in the indoor pool or hot tub, creating perfect moments for quality time together.
Other amenities: Additional features include a rooftop garden, express check-in, and convenient kitchenette options in the suites. Couples will appreciate the daily breakfast and the accessible fitness center for those who wish to stay active during their stay. The hotel’s location allows easy access to local attractions, making it a fantastic base for exploring Annapolis together.
Nearby attractions: Annapolis Harbour Center - 0.8 miles, Westfield Annapolis Mall - 1.62 miles, Annapolis Harbor Center Shopping Center - 1.15 miles
Why it's great for a couples retreat: The Crowne Plaza Annapolis by IHG is a wonderful choice for couples seeking a romantic retreat, with a solid guest review rating of 8.8. The hotel features a welcoming atmosphere complemented by a range of amenities designed for relaxation. Couples can enjoy the terrace for quiet evenings, and the on-site restaurant offers a delightful dining experience.
Other amenities: Guests benefit from an array of amenities including a 24-hour fitness center, self-parking, and daily housekeeping to enhance their stay. The hotel also provides contactless check-in for convenience. With its central location, couples can easily explore Annapolis and discover charming local shops and attractions.
Nearby attractions: Westfield Annapolis Mall - 0.2 miles, Annapolis Mall Shopping Center - 0.2 miles
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.
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 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 center. If you'd like to venture out around the area, you may want a rental car for your journey.