Top Annapolis Hotel Deals

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Book Top Stays in Annapolis and Earn 2 Miles Per $1*

Showing deals for:Sep 11 - Sep 14


Book Top Luxury Hotels in Annapolis

Showing deals for:Sep 11 - Sep 14


Book VIP Access™ Stays in Annapolis and Unlock Additional Benefits


Book Top Business Hotels in Annapolis

Showing deals for:Sep 11 - Sep 14

*Mileage earn excludes taxes, fees and mileage redemption bookings.


Two friends wearing sunglasses in their rental car.

Looking For a Rental Car in Annapolis?

On Delta Cars & Stays, you can earn or redeem miles as
a SkyMiles Member and easily book cars from trusted
brands like Hertz, Enterprise, Avis and SIXT. Terms apply. 

 

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 (excluding taxes, fees and mileage redemption bookings) on completed hotel stays 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 earn MQDs on Delta Stays hotel bookings?

Occasionally, Delta Stays may offer SkyMiles Members an opportunity to earn Medallion® Qualification Dollars on hotels booked through Delta Stays. We recommend accessing the Delta Stays MQD Offer page to view current MQDs promotions and review 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 & Stays purchases (excluding taxes, fees and mileage redemption bookings). Enrollment in the SkyMiles program comes at no cost. Register today by going to the delta.com.


Which hotels have high ratings in Annapolis?

In Annapolis, you’ll find 29 hotels to choose from when you book with 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:

Dollar and Thrifty Reservations:

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

 

Terms and Conditions for Stays Booked at Delta.com

General Terms and Conditions:

  • Delta Air Lines, Inc. (“Delta”), has engaged Expedia, a third party provider, to host, manage, and operate this website.  Fulfillment of all such products will be handled by Expedia. You acknowledge any bookings, purchases and services may be subject to additional terms and conditions imposed by Delta. DELTA AND ITS AFFILIATES ARE NOT RESPONSIBLE FOR ANY SERVICES OR PRODUCTS OF EXPEDIA OR ANY THIRD PARTIES, AND ARE NOT LIABLE FOR THE ACTS, ERRORS, OMISSIONS, REPRESENTATIONS, WARRANTIES, BREACHES, NEGLIGENCE OF EXPEDIA OR ANY THIRD PARTIES RELATING TO, ARISING OUT OF, OR IN CONNECTION WITH SUCH SERVICES OR PRODUCTS, OR FOR ANY PERSONAL INJURIES, DEATH, PROPERTY DAMAGE, OR OTHER DAMAGES OR EXPENSES RESULTING FROM SUCH SERVICES AND PRODUCTS.
  • Delta’s online booking engine for stays is powered and serviced by Expedia and is accessible via delta.com, delta.com/hotels, delta.com/stays or directly at carsandstays.delta.com.
  • Standard Mileage Offer: SkyMiles® Members will earn two (2) miles per US$1 or equivalent foreign currency spent at carsandstays.delta.com on the base hotel or vacation rental rate for a completed stay. Base rate is the cost of the hotel room or vacation rental property, before taxes and fees, charged at the time of booking. Taxes and fees, gratuities, room service, other incidental charges, and insurance costs are excluded from mileage credit. Miles will not be awarded on any portion of the stay paid for using miles.
  • Mileage can only be credited to the SkyMiles Member if the name on the booking matches the name of the SkyMiles account provided.
  • SkyMiles number must be provided at the time of booking.
  • Only one SkyMiles number can be provided per booking.
  • Please allow up to 8 weeks after completion of eligible stay for miles to be deposited in SkyMiles account.
  • If mileage credit has not been recorded on your SkyMiles account within 8 weeks after qualifying activity occurs, please contact us and select: Request Refund or Miles > Mileage Credit > Partners
  • Requests for mileage credit will be accepted up to 9 months from check out date.
  • Stays completed prior to enrollment into SkyMiles will not be eligible for mileage credit.
  • Hotel currency or status are subject to each respective Hotel guest program and may not be applicable for bookings made on carsandstays.delta.com.
  • Miles awarded are bonus miles, and do not count toward Million Miler Status.
  • Unless otherwise expressly specified as part of a limited time offer (which is subject to the terms and conditions of such offer), spend on completed stays does not count toward Medallion Qualification Dollars.

Redeeming Miles for Stays:

  • For certain pay now hotel and vacation rental properties, SkyMiles Members have the option to pay for all or a portion of their booking using miles earned through the SkyMiles Program.
  • There is no minimum number of miles needed to redeem for a stay, but if you would like to book your stay using only miles, your mileage balance must equal or exceed the total of your booking.
  • If you do not have enough miles to pay for your entire stay, you can split your transaction using both miles and a credit/debit card for payment. When prompted, enter how many miles you would like to use for that booking; the remaining value (after subtracting the miles used) will be reflected as USD and must be paid using a credit or debit card.
  • You must be logged-in to your SkyMiles account to complete a purchase when using miles.
  • You may not combine miles from two or more accounts on a single transaction. Miles used may only come from one SkyMiles account.
  • Miles will be deducted at the time of purchase from the SkyMiles account provided and will appear as “Delta Stays”.
  • If permitted under the terms of your booking, refunds will be made to the original form of payment, less any fees and charges, where applicable. If your booking was made using both miles and a credit/debit card, then the portion of your booking made with miles will be refunded as miles to your SkyMiles account and the credit/debit portion will be refunded to the original card used in the booking.
  • If you change or alter your booking resulting in additional costs and charges, any charges must be paid using a credit card or debit card.
  • Miles will not be awarded on any stays booking in which miles are used, regardless of any amount of the reservation paid for using a debit/credit card.
  • Resort fees, gratuities, room service, and any third-party fees or charges, including those incurred while traveling, are in addition to the fees and charges of your original reservation and are not eligible to be paid for with miles.
  • Delta reserves the right to cancel any stays bookings due to insufficient miles in your account, suspicion of fraud, violation(s) of the SkyMiles Program Rules, or termination of your SkyMiles account.
  • Delta may change, suspend, or terminate the redemption program (including but not limited to any benefits and conditions of participation), in whole or in part, at any time with or without notice.

Terms and Conditions for Cars Booked at delta.com:

  • Delta Air Lines, Inc. (“Delta”), has engaged Expedia, a third party provider, to host, manage, and operate this website.  Fulfillment of all such products will be handled by Expedia. You acknowledge any bookings, purchases and services may be subject to additional terms and conditions imposed by Delta. DELTA AND ITS AFFILIATES ARE NOT RESPONSIBLE FOR ANY SERVICES OR PRODUCTS OF EXPEDIA OR ANY THIRD PARTIES, AND ARE NOT LIABLE FOR THE ACTS, ERRORS, OMISSIONS, REPRESENTATIONS, WARRANTIES, BREACHES, NEGLIGENCE OF EXPEDIA OR ANY THIRD PARTIES RELATING TO, ARISING OUT OF, OR IN CONNECTION WITH SUCH SERVICES OR PRODUCTS, OR FOR ANY PERSONAL INJURIES, DEATH, PROPERTY DAMAGE, OR OTHER DAMAGES OR EXPENSES RESULTING FROM SUCH SERVICES AND PRODUCTS.
  • Delta’s online car rental booking engine is powered by Expedia and is accessible via delta.com, delta.com/cars or directly at carsandstays.delta.com.
  • Standard Mileage 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 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, before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any element of the booking which is paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.
  • Mileage can only be credited to the SkyMiles Member whose name appears on the credit card used for the reservation. First and last name on credit card must match with name on SkyMiles account provided. Miles will not be awarded for cancelled, no-show, or unpaid reservations.
  • SkyMiles number must be provided at the time of booking.
  • Only one SkyMiles number can be provided per booking.
  • Please allow up to 8 weeks after completion of eligible rental for miles to be deposited in SkyMiles account.
  • If mileage credit has not been recorded on your SkyMiles account within 8 weeks after qualifying activity occurs, please contact us and select: Request Refund or Miles > Mileage Credit > Partners
  • Requests for mileage credit will be accepted up to 9 months from the last day of the rental reservation.
  • Car rental bookings completed prior to enrollment into SkyMiles will not be eligible for mileage credit.
  • Miles awarded are bonus miles and do not count toward Million Miler Status.
  • Unless otherwise expressly specified as part of a limited time offer (which is subject to the terms and conditions of such offer), spend on completed car rentals does not count toward Medallion Qualification Dollars.

Calculation of Mileage Credit for Car Rentals

The standard mileage offer earned for car rentals booked at delta.com or carsandstays.delta.com will be calculated as follows:

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

Redeeming Miles for Car Rentals:

  • For certain pay now car rentals, SkyMiles Members have the option to pay for all or a portion of their booking using miles earned through the SkyMiles Program.
  • There is no minimum number of miles needed to redeem for a car rental, but if you would like to book your car rental using only miles, your mileage balance must equal or exceed the total of your booking.
  • If you do not have enough miles to pay for your entire car rental booking, you can split your transaction using both miles and a credit/debit card for payment. When prompted, enter how many miles you would like to use for that booking; the remaining value (after subtracting the miles used) will be reflected as USD and must be paid using a credit or debit card.
  • You must be logged-in to your SkyMiles account to complete a purchase when using miles.
  • You may not combine miles from two or more accounts on a single transaction. Miles used may only come from one SkyMiles account.
  • Miles will be deducted at the time of purchase from the SkyMiles account provided and will appear as “Delta Cars”.
  • Car rental bookings must be cancelled at least 24 hours prior to car pick-up date and time to be eligible for a refund. Bookings cancelled less than 24 hours prior to car pick up date and time will not be eligible for any refunds, and such cancellation will forfeit the booking. Any applicable refunds will be made to the original form of payment, less any fees and charges. If your booking was made using both miles and a credit/debit card, then the portion of the booking made with miles will be refunded as miles to the SkyMiles account provided at the time of booking and the credit/debit portion will be refunded to the original card used in the booking.
  • If you change or alter your booking resulting in additional costs and charges, any charges must be paid using a credit card or debit card. Changes or alterations of your car rental booking using miles may not be permitted. Please contact the car rental company directly to inquire. To the extent those changes result in additional costs and charges, any charges will be paid directly using a credit card or debit card.
  • Miles will not be awarded on any car rental booking in which miles are used, regardless of any amount of the reservation paid for using a debit/credit card.
  • Any additional or third-party fees or charges, including those incurred while traveling and any ancillary products or add-ons made during pick-up, are in addition to the fees and charges of your original reservation and are not eligible to be paid for with miles.
  • Delta reserves the right to cancel any stays bookings due to insufficient miles in your account, suspicion of fraud, violation(s) of the SkyMiles Program Rules, or termination of your SkyMiles account.
  • Delta may change, suspend, or terminate the redemption program (including but not limited to any benefits and conditions of participation), in whole or in part, at any time with or without notice. Limited-Time Offers for both Stays and Car Rentals Booked at delta.com: Elevated offers may be applicable from time to time based on booking date and these supersede the standard offer during the promotional period. Offers cannot be combined with other offers. Offers are subject to the terms and conditions of each individual offer. Offer void where prohibited by law. Offer subject to change without notice. Other restrictions may apply. Other: Delta may change the SkyMiles program rules, change or terminate program partners, regulations, benefits, conditions of participation or mileage levels, in whole or in part, at any time with or without notice, even though changes may affect the value of mileage already accumulated. This program may be terminated by Delta at any time, with or without notice. Delta is not responsible for goods or services offered by companies participating in miles promotions.