Stevensville Packages (Flight + Hotel)

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    Save up to ฿27,000 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 ฿7,943 per night from 23 Aug to 24 Aug
฿7,943
฿9,676 total
23 Aug - 24 Aug
includes taxes & fees
9.4/10 Exceptional! (468 reviews)
"The restaurant was wonderful and so was the staff. The grounds were gorgeous and interesting."

Reviewed on 24 Jun 2026

The Inn at Chesapeake Bay Beach Club
Kent Island Resort

Kent Island Resort

3.5 out of 5
500 Kent Manor Dr Stevensville MD
The price is ฿4,962 per night from 10 Aug to 11 Aug
฿4,962
฿6,644 total
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (165 reviews)
"We booked Kent Island Resort for our anniversary because it looked beautiful online. We even paid extra for a balcony room because we pictured ourselves ending the night sitting outside with a glass of wine, enjoying the water. The grounds? Beautiful. Seriously. Whoever takes care of the landscaping ..."

Reviewed on 20 Jul 2026

Kent Island Resort
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 ฿3,887 per night from 16 Aug to 17 Aug
฿3,887
฿4,431 total
16 Aug - 17 Aug
includes taxes & fees
8.8/10 Excellent! (1,047 reviews)
"Very dog and kid friendly ! They greeted us with cookies and bones . The pool was great as well as the location . We will be back"

Reviewed on 22 Jul 2026

DoubleTree by Hilton Hotel Annapolis
See all 1,340 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.

Stay near popular Stevensville attractions

Matapeake State Park

7.6/10 (4 reviews)
Matapeake State Park features serene Chesapeake Bay views from its beach and trails. Enjoy panoramic Bay Bridge vistas while picnicking, or visit the separate dog-friendly beach area.
See properties

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.