Stevensville Holidays

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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$357 per night from 6 Jul to 7 Jul
S$357
6 Jul - 7 Jul
includes taxes & fees
9.4/10 Exceptional! (467 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 S$278 per night from 16 Jul to 17 Jul
S$278
16 Jul - 17 Jul
includes taxes & fees
9.4/10 Exceptional! (150 reviews)
"When staying here you have to treat it like a visit to grandma’s 200 year old house. Our room was on the third floor (no elevators) with slanted ceilings and bathroom down three steps. It was quite small and didn’t have many amenities (such as body wash or a microwave) and our window was tiny. The ..."

Reviewed on 29 Jun, 2026

Kent Island Resort
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 S$177 per night from 2 Aug to 3 Aug
S$177
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (1,867 reviews)
"Staff was friendly, helpful and wonderful. Room was good, location is great."

Reviewed on 3 Jul, 2026

Historic Inns of Annapolis
See all 1,344 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.

Explore a world of travel with Expedia

* 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.