Odyssey Holidays from £713
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Odyssey Holiday
With all the details planned before you take off, our Odyssey holiday packages mean you can concentrate on letting the good times roll. Whether you're based in the neighbourhood of Deale Beach, which is great for walking, or somewhere else in town, this city promises an array of discoveries. Fill your trip to Odyssey with tours of some of its most popular attractions. First stop? Make it Fridays Creek Winery. Whatever your travel plans or the size of your budget, organising a tailored Odyssey holiday is a breeze with Expedia.
Top Odyssey Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Odyssey Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Ronald Reagan Washington National Airport (DCA) |
Max Temp Winter | 7ºC |
Max Temp Summer | 29ºC |
Top hotels in Odyssey
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
£72
20 Sept - 21 Sept
includes taxes & fees
8.8/10 Excellent! (1,184 reviews)
"The property was very clean. Very nice. Rooms were very nice. The location was perfect and the price was right."
Reviewed on 17 Sept 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
£116
12 Oct - 13 Oct
includes taxes & fees
9/10 Wonderful! (1,999 reviews)
"Everyone was polite and the room was extremely quiet. It was relaxing. My daughter and I enjoyed staying at the Historic Inns of Annapolis."
Reviewed on 18 Sept 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
£94
30 Sept - 1 Oct
includes taxes & fees
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 Odyssey travel package cost?
We make it easy to explore the world, with Odyssey packages starting from just £713. You'll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate escape, why not add a couple of activities and tours to your travel itinerary?
If I'm not able to travel, can I cancel my Odyssey travel package?
Yes, it's possible to cancel your Odyssey booking if your plans have been upended. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Odyssey?
Simply by bundling. Flights, rental cars and hotels — combine whatever you need into an Odyssey holiday package to save a ton of cash. Score even better deals when you include extras such as day tours to your booking. But that's not the only good part. You have the flexibility to put together your holiday your own way. We offer over 550 air carriers and 1,000,000 hotel options worldwide, so that everyone has an opportunity to travel and live out those holiday fantasies.
Does Expedia offer Book Now, Pay Later Odyssey holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fabulous getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in easy monthly instalments will make your getaway dreams come true.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your trip in multiple transactions.
- Low deposit holidays: When you come across an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.
How far in advance should I book my Odyssey holiday?
It can be hard to know exactly when is the ideal time to book your trip to Odyssey. But typically the earlier you book, the cheaper the prices. Sometimes, you can reserve your flights and hotels nearly a year before departure. If you're considering a last-minute getaway, no need to stress! There are fabulous deals advertised on Expedia all the time.
What does an Expedia Odyssey travel package include?
Hotels, flights and a shiny set of wheels for all your fun road trip adventures. Simply mix and match your preferred bundle and gain access to great discounts. Once you've made your booking, add on a couple of experiences and tours and watch your savings stack up. When it comes to planning your Odyssey trip, you're in control!
What should I know before booking an Odyssey travel package?
So many places to travel to, so many things to see. With a package, you can tick more of them off your list. Combine your flights, rental cars and hotels and score big savings.
Can I choose my airline with an Odyssey Expedia travel package?
With a travel package, you're in control. Whether you'd prefer to fly to Odyssey in business or coach, simply choose from the available airline options. Expedia has access to more than 550 airline partners globally.
* 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.
