Stevensville Vacations

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 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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Find the Best Stevensville Vacation Packages

Stevensville Hotel Deals

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road, Stevensville, MD
Fully refundableReserve now, pay when you stay
The price is ₩283,659 per night from Aug 24 to Aug 25
₩283,659
₩350,063 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (407 reviews)
"Great location and amenities"

Reviewed on Aug 10, 2025

The Inn at Chesapeake Bay Beach Club
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 ₩141,021 per night from Aug 25 to Aug 26
₩141,021
₩208,086 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,829 reviews)
"Charming area and loved to hotel decor!"

Reviewed on Aug 11, 2025

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 ₩222,291 per night from Sep 2 to Sep 3
₩222,291
₩253,412 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"Big rooms. Darkening curtains. Clean. Nice"

Reviewed on Aug 12, 2025

Graduate by Hilton Annapolis
See all 1,367 properties in Stevensville
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 a Stevensville vacation package cost?
You'll find cheap prices on Expedia for your Stevensville break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Stevensville costs.
What are the cheapest months to go to Stevensville?
If you're hoping to book a cheap Stevensville vacation package, consider visiting in November, December and January. You're likely to find better rates on airfares and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Stevensville?
With a well-organized itinerary, you can easily hit the main Stevensville sights in a handful of days. But if you want to explore off the beaten track or go on day trips, think about booking your Stevensville vacation for longer.
How to find the best Stevensville package deals?
Bagging a cheap Stevensville package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Stevensville package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Stevensville vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can personalize your Stevensville trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Stevensville?
If you're considering an impromptu Stevensville getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Stevensville?

  1. Pick your dates: The things you want to do in Stevensville and your favorite season will help you decide when to get away.
  2. Set a budget: Factor in costs such as flights, meals and transportation when calculating how much to set aside for your trip to Stevensville. Then, choose a hotel that fits your budget, whether that's a wallet-friendly option or a more luxurious getaway.
  3. Decide how long to go away for: Now that you're more familiar with Stevensville, you can figure out the perfect length of your break. Put together a draft plan and give yourself enough time for all the things you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Stevensville vacation package that brings all your bookings together.

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