Stevensville Holidays

Photo by Zhijiang Chen

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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 S$325 per night from 24 Aug to 25 Aug
S$325
24 Aug - 25 Aug
includes taxes & fees
9.4/10 Exceptional! (406 reviews)
"Clean but not enough things to do around the property"

Reviewed on 5 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! (1,818 reviews)
"Liked the historic feel and the archeological dig site located just off the lobby (and still inside the hotel)! Tahina gave excellent customer support"

Reviewed on 8 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 S$235 per night from 2 Sept to 3 Sept
S$235
2 Sept - 3 Sept
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Beautiful hotel in a great location!"

Reviewed on 10 Aug, 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 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.