Annapolis Holidays from £641

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

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.
DoubleTree Hotel Baltimore - BWI Airport

DoubleTree Hotel Baltimore - BWI Airport

4 out of 5
per person
4 Sept - 9 Sept
found 1 day ago
Return flight included
London (LHR) to Baltimore (BWI)
8.4/10 Very Good! (1,354 reviews)
Needs updating. Some floors were musty

Reviewed on 31 Jul 2025

DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
per person
6 Oct - 11 Oct
found 1 day ago
Return flight included
London (LHR) to Baltimore (BWI)
8.2/10 Very Good! (1,005 reviews)
I really enjoyed my stay. Staff was excellent. It was quite and very comfortable

Reviewed on 27 Jul 2025

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
per person
13 Oct - 20 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Baltimore (BWI)
9.4/10 Exceptional! (1,003 reviews)
We liked that it was in the middle of the city yet felt secluded. It was walkable/convenient to things.

Reviewed on 31 Jul 2025

Metro Points Hotel

Metro Points Hotel

3 out of 5
per person
11 Oct - 17 Oct
found 1 day ago
Return direct flight included
London (LHR) to Baltimore (BWI)
7.4/10 Good! (1,330 reviews)
No complaints. Enjoyed it with a 12pm check out which is nice. Would be nice if coffee was provided in the lobby though.

Reviewed on 11 Jul 2025

Days Inn & Suites by Wyndham Laurel Near Fort Meade

Days Inn & Suites by Wyndham Laurel Near Fort Meade

2 out of 5
North Laurel
per person
6 Oct - 11 Oct
found 1 day ago
Return flight included
London (LHR) to Baltimore (BWI)
7/10 Good! (1,011 reviews)
Very convenient to shopping options. Quite inexpensive

Reviewed on 27 Jul 2025

Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
Annapolis featuring a city and street scenes as well as a small group of people

Historic District

1 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
8.8/10 Excellent! (1,833 reviews)
"Enjoyed the stay! Beautiful place!"

Reviewed on 28 Jul 2025

Get rates
Historic Inns of Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is £133 per night from 17 Aug to 18 Aug
£133
17 Aug - 18 Aug
includes taxes & fees
9.4/10 Exceptional! (1,012 reviews)
First class
"It was pouring when we arrived, my wife and i were soaked and the staff was at the front desk with warm towels. Beginning to end first class service, attentiveness and respectful."

Reviewed on 28 Jul 2025

Graduate by Hilton Annapolis
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 £86 per night from 17 Aug to 18 Aug
£86
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
7 out of 10 stars
"The hotel is older and as we walked through we were saying how it could be (& you can tell it was) a really nice hotel. Don’t misunderstand, it was a nice hotel, but you can tell it’s ‘used’. There are scuffs on doors and walls, there are tiles broken on floors, etc. the room itself was clean. The ..."

Reviewed on 27 Jul 2025

DoubleTree by Hilton Hotel Annapolis
See all 583 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
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

U.S. Naval Academy showing interior views, heritage architecture and military items

U.S. Naval Academy

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

U.S. Naval Academy
Maryland Quiet Waters Park which includes a garden

Maryland Quiet Waters Park

Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.

Maryland Quiet Waters Park

What to do in Annapolis

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

£22
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
Step into the shadows and discover the haunting tales of our city's past.

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour

£19
per adult
100% of travellers recommend
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
Raise a toast to spirits of both kinds on our Haunted Bar Crawl!

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

£22
per adult
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
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.

* 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.