Vacation to Annapolis

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Annapolis Flight and Hotel Deals

The Hotel at Arundel Preserve
Hilton Baltimore Inner Harbor
Live! Casino & Hotel
Home2 Suites by Hilton Baltimore Downtown, MD

Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis

Annapolis Hotel Deals

Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD, 21401
Fully refundable
The price is $103 per night from Feb 7 to Feb 8
per night
Feb 7 - Feb 8
4.4/5 Excellent! (1,013 reviews)
"I loved the room. It was very nice. The location of the hotel was close to the locations of the events that I had to attend that weekend. There were some nice restaurants close-by, in walking distance. I didn't like that I had plumbing problems in the bathroom. The toilet didn't flush properly and ..."

Reviewed on Feb 3, 2023

Crowne Plaza Annapolis, an IHG Hotel
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD, 21401
Fully refundableReserve now, pay when you stay
The price is $124 per night from Mar 1 to Mar 2
per night
Mar 1 - Mar 2
4.4/5 Excellent! (1,304 reviews)
"The Historic Inns of Annapolis is our go-to for weekends away. I was very impressed with their valet parking and retrieval process."

Reviewed on Jan 30, 2023

Historic Inns of Annapolis
Graduate Annapolis
Graduate Annapolis
4 out of 5
126 West St, Annapolis, MD, 21401
Fully refundableReserve now, pay when you stay
The price is $118 per night from Feb 12 to Feb 13
per night
Feb 12 - Feb 13
4.6/5 Exceptional! (1,031 reviews)
"I was surprised that there was no information in the room about the hotel. e.g. no list of phone numbers for room service (maybe there isn't any), valet services (maybe there isn't any), or even the front desk number. Nothing. And nothing about Annapolis or any amenities near the hotel. I was very ..."

Reviewed on Jan 27, 2023

Graduate 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.

Frequently asked questions

How much does an Annapolis vacation package cost?
Custom build your Annapolis vacation package from as low as $338. Choose from any combination of flights, hotels and rental cars to put together the escape you’ve been dreaming of. Don’t forget to add on a few experiences or activities!
If I'm not able to travel, can I cancel my Annapolis vacation package?
It is possible to cancel your Annapolis booking if your travel plans have changed. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Annapolis?
Putting together your own Annapolis vacation package with Expedia is the easiest way to save. Start organizing your trip now and you can save up to $366 — it’s that easy! We have access to more than 550 air carriers and 1,000,000 hotel options around the globe. With such an amazing range to select from, you’ll have no difficulty putting together your perfect vacation.
Where should I stay in Annapolis?
An escape to Annapolis wouldn’t be complete without a stop in Historic District, so why not book a hotel in this popular neighborhood? That way, you’ll be just moments from Maryland State House. If U.S. Naval Academy is a priority, stay in the Naval Academy area.
What are the top hotels in Annapolis?
If you’re thinking of staying in the Historic District neighborhood, some frequently booked options are Historic Inns of Annapolis and Annapolis Waterfront Hotel, Autograph Collection. Eastport is another favorite Annapolis area. We recommend Inn At Horn Point or Eastport Cottage. 5 Mi From Downtown Annapolis if you choose this part of town.
When is the best time of year to visit Annapolis?
If your definition of “best” means when you’ll score the best deals, pack your bags and head for Annapolis in . In contrast, is the most expensive month to take a break here. Peak season falls in and is a thrilling time to visit — if you don’t mind rubbing elbows with the crowds. is usually a quieter time of year.
How far in advance should I book my Annapolis vacation?
Travelers are generally able to compare international flights on Expedia within 12 months of departure. Booking last minute? With a bit of luck, it’s still possible to score an affordable ticket only weeks before your flight.
What does an Expedia Annapolis travel package include?
That depends on what you’re after. If you’re traveling by yourself, you might decide to bundle flights and hotels. Taking the whole crew to Annapolis? A travel package including flights, hotels and rental cars might suit you better. Expedia gives you the freedom to build your own travel package.
What should I know before booking an Annapolis travel package?
Get set to save with an Expedia travel package. Combine your airfares, rental cars and hotels and enjoy terrific discounts. You’re not limited to hotels, though. Book with us and select from oceanfront condos, city apartments and everything in between!
Does Expedia offer Book Now, Pay Later Annapolis vacation packages?
Thanks to our partnership with online lender Affirm, you have the option to Book Now, Pay Later. You can customize your escape with Expedia packages, so why not customize a payment arrangement as well?
Can I choose my airline with an Annapolis Expedia vacation package?
Yes, definitely. Expedia has over 550 partner airlines to select from around the globe. With so much choice, finding the ideal carrier to whisk you off to Annapolis shouldn’t be hard.
Can I travel to Annapolis right now?
You’ll find info about Annapolis quarantine policies, travel restrictions and much more by heading to our Covid-19 Travel Advisor.

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