Annapolis Holidays from £925

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Your Annapolis Holiday

Book a custom holiday package to Annapolis and get ready to experience this fascinating city how you like. Consider spending time in the neighbourhood of Historic District, which is good for history and tons more. If a sightseeing tour is part of the programme during your trip to Annapolis, stop by leading attractions like U.S. Naval Academy, Maryland State House and William Paca House. Check out Expedia's wide range of travel options and book your ideal holiday to Annapolis now.

Top Annapolis Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Eaton DC

Eaton DC

4.5 out of 5
Downtown Washington D.C.
Price was £1,110, price is now £925 per person
£925
per person
20 Dec - 26 Dec
found 1 day ago
Return direct flight included
Birmingham (BHX) to Baltimore (BWI)
9.2/10 Wonderful! (1,633 reviews)
Great stay

Reviewed on 1 Nov 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was £1,367, price is now £1,027 per person
£1,027
per person
20 Dec - 26 Dec
found 1 day ago
Return direct flight included
Birmingham (BHX) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)
Nothing like any Sofitel I knew in other cities and worse than few years ago when I visited here. Bed sheaths were unclean( stain on it!) and even though I took them off, they put them back again. Will not come back here.

Reviewed on 3 Nov 2026

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Northwest
Price was £1,396, price is now £1,097 per person
£1,097
per person
5 Dec - 10 Dec
found 5 hours ago
Return flight included
London (LON) to Baltimore (BWI)
9.6/10 Exceptional! (1,005 reviews)
Fairmont Gold floor never disappoints. Love the service and the room! Spacious and clean. We returned one evening and was looking for some bites and Shawanna was amazing with her service at getting us some hot food. Thank you for another great stay.

Reviewed on 2 Nov 2026

Hilton Club The District Washington D.C.

Hilton Club The District Washington D.C.

3.5 out of 5
Downtown Washington D.C.
Price was £1,282, price is now £1,054 per person
£1,054
per person
20 Dec - 26 Dec
found 1 day ago
Return direct flight included
Birmingham (BHX) to Baltimore (BWI)
9.4/10 Exceptional! (672 reviews)
I enjoyed my stay at the Hilton. The rooms were clean and the staff was friendly. It's centrally located and the area was safe. The only down fall is $70.00 a night for parking. We were blessed to be able to park on the street for our weekend stay. The fee for parking is the only negative. I would recommend this hotel.

Reviewed on 2 Nov 2026

The Potomac Hotel, Autograph Collection

The Potomac Hotel, Autograph Collection

5 out of 5
Southwest
Price was £1,219, price is now £1,004 per person
£1,004
per person
20 Dec - 26 Dec
found 1 day ago
Return direct flight included
Birmingham (BHX) to Baltimore (BWI)
9.4/10 Exceptional! (1,072 reviews)
My husband and I stayed here on a “staycation” for our anniversary weekend. The location was excellent, our room category was great, and the bathroom was luxurious. We will absolutely stay here again!

Reviewed on 3 Nov 2026

Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Historic District

2 out of top 10 points of interest in this area

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

Find hotels in Historic District

Annapolis Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Population
39,500
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Sandy Point State Park, Sandy Point Beach and Matapeake State Park

Top hotels in Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is £94 per night from 3 Dec to 4 Dec
£94
3 Dec - 4 Dec
includes taxes & fees
Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundable
The price is £86 per night from 10 Nov to 11 Nov
£86
10 Nov - 11 Nov
includes taxes & fees
Crowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is £76 per night from 10 Nov to 11 Nov
£76
10 Nov - 11 Nov
includes taxes & fees
8.8/10 Excellent! (1,269 reviews)
"Great hotel. Feels like home"

Reviewed on 2 Nov 2026

DoubleTree by Hilton Hotel Annapolis
See all 563 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.
All Inclusive Holidays
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Stay near popular Annapolis attractions

A large suspension bridge over a body of water with a sandy beach in the foreground.

Chesapeake Bay Bridge

8.8/10 (1,066 reviews)
This 4.3-mile engineering marvel connects Maryland's shores while offering spectacular panoramic bay views. Drive across at sunrise to witness the Chesapeake's shimmering waters dotted with sailboats below.
See properties

What to do in Annapolis

Annapolis Harbor and U.S. Naval Academy Cruise

Annapolis Harbor and U.S. Naval Academy Cruise

£25
per adult
Annapolis Harbor and U.S. Naval Academy Cruise
Annapolis: Annapolis Harbor and U.S. Naval Academy Cruise

Annapolis: Annapolis Harbor and U.S. Naval Academy Cruise

£25
per adult
90% of travellers recommend
Annapolis: Annapolis Harbor and U.S. Naval Academy Cruise
Scenic Spa Creek Cruise of Annapolis

Scenic Spa Creek Cruise of Annapolis

£25
per adult
Scenic Spa Creek Cruise of Annapolis
See all activities in Annapolis

Frequently asked questions

Why should I book my Annapolis holiday with Expedia?
With top-value airfares, car hire and hotel options all in one convenient place, Expedia makes arranging your Annapolis break hassle-free. Moreover, we can help you bundle your bookings into a package holiday so you can save even more. Choose from fantastic properties, add flights and/or a car hire (and maybe also some exciting activities!) and land unbeatable prices. Need to change plans? Expedia offers a flexible cancellation policy for many bookings. To learn more, head over to our Customer Service Portal link.
When is the best time of year to holiday in Annapolis?
Annapolis is busy in March, July and August, so if you want to steer clear of the crowds, visit in January, October and December. To give you an idea of what type of weather to expect, the daytime average temperature in January, the coolest month in Annapolis, is 1ºC. The warmest period here is July, when temperatures hit an average of 25ºC.
What are the top hotels for my holiday in Annapolis?
If you'd like to stay in the Historic District neighbourhood, Hilton Garden Inn Annapolis Downtown and Graduate Annapolis are in-demand options. Eastport is another well-known Annapolis area. We recommend Historic Inns of Annapolis or Crowne Plaza Annapolis, an IHG Hotel if you choose this end of town.
How do I get a cheap holiday to Annapolis?
Combining your flight and hotel with Expedia won't just save valuable time — it'll save you a few pounds too. An Annapolis holiday makes it simple to organise the perfect trip. With more than 400 airlines across the world to pick from, finding flights that fit your busy schedule won't be an issue. In addition to that, we've got over 321,000 properties globally to choose from. Now that's what you call choice. No matter who you are, Expedia puts the world within your reach. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Annapolis holiday?
Make sure your next holiday in Annapolis is one to remember by visiting its well-known attractions. U.S. Naval Academy, Maryland State House, William Paca House and Chesapeake Bay Bridge are just a few of the things we recommend seeing while you're in the area.
What are the best neighbourhoods to stay in when on holiday in Annapolis?
There are many places to book a hotel in Annapolis, but one of the most in-demand is Historic District. There's plenty here to keep you on the go, including Maryland State House. Alternatively, make Naval Academy your base. U.S. Naval Academy is among this neighbourhood's famous attractions.
Do I need a visa for my Annapolis holiday?
Official government websites are the best source of information on visa requirements, application procedures and necessary documentation. Your nationality and reason for visiting, whether it be for work or holidays, will determine if you need a visa for Annapolis. Also ensure your passport is up to date and has a minimum of six months validity remaining after your return date. Do all your travel planning ahead of time to avoid any last-minute surprises.
What should I wear on my Annapolis holiday?
Do some research into the types of things people in Annapolis wear, and maybe even check out fashion pages on social media for inspiration. You'll want to create a versatile travel wardrobe full of pieces that work for your destination and showcase your unique style. Pack with confidence by monitoring the forecast in Annapolis. July brings the warmest temperatures, with daytime averages of 25ºC, while January days average 1ºC, making it the coolest time of year.
What does an Expedia Annapolis holiday include?
Select from a combination of hire cars, flights and hotels. Once you've made your booking, add some tours and experiences. Want to pick your airfare class? That's easy to do too. The choice is all yours when it comes to crafting your dream Annapolis trip. Expedia features different types of properties, with the most sought after in Annapolis including private holiday homes and apartments. With Expedia, you'll always enjoy the flexibility and freedom to tailor-make your holiday however you like.
Does Expedia offer Book Now, Pay Later Annapolis holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply choose the payment plan best suited to your needs during checkout and take the stress out of budgeting for your trip. Remember to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that work for all budget sizes, so you can lock in that well-deserved holiday sooner.
  • No-deposit holidays: When you see an awesome deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to secure your getaway.

Can I choose my airline with an Annapolis Expedia holiday?
Yes — and it's simple too. Expedia has access to more than 400 partner airlines worldwide. Our holiday packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.