Stevensville Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ฿4,531 when you book a flight and hotel together*
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Top hotels in Stevensville

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 ฿7,303 per night from 1 Sept to 2 Sept
฿7,303
฿8,932 total
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (411 reviews)
"Beautiful setting on Maryland Eastern Shore."

Reviewed on 15 Aug 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
8.8/10 Excellent! (1,831 reviews)
"The location was wonderful. The hotel is quaint and a lovely place to stay. I only interacted with the front desk staff but she was very kind. I’m excited to come back."

Reviewed on 17 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
The price is ฿5,223 per night from 2 Sept to 3 Sept
฿5,223
฿5,954 total
2 Sept - 3 Sept
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Every boat show this is my go to spot."

Reviewed on 17 Aug 2025

Graduate by Hilton Annapolis
See all 1,379 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 holiday 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 holiday to Stevensville costs.
What are the cheapest months to go to Stevensville?
If you're hoping to book a cheap Stevensville holiday 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 travellers wishing to save money.
How many days is enough for Stevensville?
With a well-organised 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 holiday 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," "Traveller 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 travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Stevensville holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and stays separately. Better still, you can personalise 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 holiday 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 favourite 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 holiday 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.