Top Annapolis Hotel Deals

Make the Most of Your Annapolis Stay

Cultural heritage and maritime tradition

Annapolis commands attention as the oldest state capital in continuous legislative use and home of the United States Naval Academy since 1845. The city preserves more 18th-century buildings than any other in America, with its 1695 Baroque street plan radiating from the Maryland State House where George Washington resigned his commission. The Naval Academy's Beaux-Arts campus and elegant Georgian mansions create an atmosphere where American history remains tangible.

Waterfront sophistication

The City Dock area, locally known as Ego Alley, anchors the sailing capital's social scene where yachts navigate past waterfront restaurants and colonial-era buildings. Across Spa Creek, Eastport offers residential maritime character with establishments providing elevated dining and marina views. The culinary landscape emphasizes Chesapeake seafood at refined establishments and historic taverns, while the compact downtown rewards exploration through streets lined with independent galleries and antique shops.

Strategic positioning

Located between Baltimore and Washington D.C., the city is accessible via BWI Airport, 24 miles away. Downtown navigation relies on the Circulator trolley, though the historic district's walkability means most attractions sit within comfortable distance. Members can apply miles toward accommodations in the historic district, positioning you near both the State House and waterfront.

Frequently Asked Questions about Annapolis

Can I book hotels in Annapolis with miles on Delta Stays?

Yes, you can book your hotel stay in Annapolis using your Delta miles, either for the total amount or in combination with money to reserve your stay. Simply log in to your SkyMiles® account, where you will also discover Member-only offers at select properties that could enhance your travel experience.

What are the benefits of booking my Annapolis hotel on Delta Stays?

SkyMiles Members can earn 2 miles per $1 spent on completed hotel stays and vacation rentals booked through Delta Stays, get access to Member offers at select properties, and can pay with miles, cash, or a combination of both. To ensure you earn your miles, simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

Can I change or cancel my hotel booking made through Delta Stays?

Cancellation policies vary by property. We suggest reviewing the cancellation policies displayed in the detailed information for each hotel before completing your reservation. Some rates are fully refundable while others are non-refundable. Any modifications or cancellations to your reservation may affect the number of miles you earn and receive in your account.

Can I book with my Delta SkyMiles® American Express® Card?

Yes, your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card gives you access to additional miles and benefits including an annual statement credit of up to $200 to use on prepaid hotels or vacation rentals booked through Delta Cars and Stays. These offers are subject to specific terms and conditions. To explore all the benefits available with your card, please visit the Delta SkyMiles® American Express Credit Cards page for complete details.

Can I earn MQDs on Delta Stays hotel bookings?

Occasionally, Delta Stays may offer SkyMiles Members an opportunity to earn Medallion® Qualification Dollars on hotels and vacation rentals booked through Delta Stays. We recommend accessing the Delta Stays MQD Offer page to view current MQDs promotions and examine their terms and conditions.

Do I need to be a Delta SkyMiles Member to book a hotel on Delta Stays?

No, anyone can book hotels through Delta Stays. However, only SkyMiles Members can earn miles and access Member-only prices and offers. SkyMiles Members earn 2 miles per $1 spent on Delta Cars and Stays purchases (excluding taxes and additional fees). Enrollment in the SkyMiles program comes at no cost. Register today by going to the delta.com.

On Delta Stays, can I book a vacation rental?

Yes, Delta Stays offers a wide selection of vacation rentals in addition to hotels. You can browse through a variety of homes, condos, and unique lodging options powered by Vrbo on the Vacation Rentals page.

Which hotels have high ratings in Annapolis?

In Annapolis, you’ll find 29 hotels to choose from when you book on Delta Stays. Historic Inns of Annapolis has a guest rating of 9 out of 10, and features a bar/lounge and a 24-hour fitness facility. Another top-rated hotel is DoubleTree by Hilton Hotel Annapolis and guests enjoy its restaurant. Crowne Plaza Annapolis by IHG has a rating of 8.8 and this hotel has an indoor pool and a restaurant.

Which area in Annapolis should I book for my stay?

There are plenty of interesting neighborhoods in Annapolis enjoyed by travelers and locals alike.

Annapolis's Historic District showcases America's oldest working state capitol and the U.S. Naval Academy, where 18th-century brick buildings and cobblestone streets lead to City Dock's waterfront restaurants serving fresh Chesapeake Bay seafood. One of the popular places to stay in the area is Annapolis Waterfront Hotel, Autograph Collection.

What's a good time of year to visit Annapolis?

To experience Annapolis during great weather, consider a visit in September when temperatures are comfortable and the skies are mostly sunny. For off-peak prices and more deals on hotels, consider visiting during January when rates drop significantly, crowds dissipate, and you'll find uncrowded access to historic sites.

What hotels in Annapolis are located closest to Chesapeake Bay Bridge?

This 4.3-mile engineering marvel connects Maryland's shores while offering spectacular panoramic bay views of the Chesapeake's shimmering waters dotted with sailboats below. One popular hotel is The Inn at Chesapeake Bay Beach Club which is a short drive away. Another hotel is Graduate by Hilton Annapolis and it is within a short drive.

What hotels in Annapolis are located near Sandy Point State Park?

Sandy Point State Park stretches along the Chesapeake Bay beneath the towering Bay Bridge, where visitors can fish for striped bass, launch boats, or swim from sandy beaches. The Inn at Chesapeake Bay Beach Club is a popular hotel, which is just a short drive away. Graduate by Hilton Annapolis is another well-reviewed hotel and it is within a short drive.

What hotels in Annapolis are located near Annapolis Mall Shopping Center?

Annapolis Mall brings together 140+ stores including Macy's and Nordstrom with an 11-screen AMC theater. Weekday mornings offer the most relaxed browsing experience. Popular hotels include The Westin Annapolis which is a short drive away. Another hotel is Graduate by Hilton Annapolis and it is within a short drive.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar