Odyssey Holidays

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    Save up to €185 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Odyssey

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! (1,816 reviews)
"All the staff was very friendly and accommodating, and even treated us to a bottle of wine and some pastries for our anniversary"

Reviewed on 21 Aug 2025

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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 €156 per night from 2 Sept to 3 Sept
€156
2 Sept - 3 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Very good"

Reviewed on 20 Aug 2025

Graduate by Hilton Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
Fully refundable
The price is €98 per night from 1 Sept to 2 Sept
€98
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"Great"

Reviewed on 24 Aug 2025

Country Inn & Suites by Radisson, Annapolis, MD
See all 973 properties in Odyssey
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 holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to Odyssey costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Odyssey?
You can usually find lower rates and better availability in January, February and November. Check out our cheap Odyssey holiday packages and you could get some excellent off-season deals.
How many days is enough for Odyssey?
With a well-planned itinerary, you can easily hit the main Odyssey attractions in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Odyssey holiday for longer.
How to find the best Odyssey package deals?
Begin your search for an Odyssey package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Odyssey package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Odyssey adventure underway.
Is it cheaper to book an Odyssey holiday as a package?
You can enjoy significant savings on your next Odyssey getaway by booking a customised holiday package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Odyssey?
If you have your Odyssey holiday dates locked in, book as early as you can to snap up some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Odyssey?

  1. Pick your travel dates: The things you plan to do in Odyssey and your preferred season will help you decide when to travel.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to save for your trip to Odyssey. Then, select a hotel that works with your budget, whether that's an affordable option or a high-end getaway.
  3. Decide how long to go away for: Now that you're up to speed on Odyssey, you can work out the perfect length of your holiday. Create a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customised Odyssey holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.