St. Leonard Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in St. Leonard
Historic 1825 Chesapeake Farm Stay
1380 Wagner Street St. Leonard MD
Fully refundableReserve now, pay when you stay
฿4,491
฿4,985 total
10 Nov - 11 Nov
includes taxes & fees
10/10 Exceptional! (5 reviews)
"Everything about this home is amazing! I loved chatting with the owner of the home and seeing the property! All the food was to die for!!! On top of all this it was so close to places for me to shark tooth hunt!!! 10 out of 10! Will be going back!!!"
Reviewed on 22 Oct 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
฿4,066
฿4,513 total
8 Nov - 9 Nov
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"The Hotel was excellent. However, Expedia did not disclose that there was an additional charge for resort fee that was not included in the quoted price from Expedia. There was an additional $33.00 when I checked into the hotel. I could have gone with a different online reservation cheaper."
Reviewed on 22 Oct 2026
avid hotel California - Lexington Park by IHG
23274 Three Notch Road California MD
Fully refundable
฿3,259
฿3,618 total
12 Nov - 13 Nov
includes taxes & fees
9.4/10 Exceptional! (235 reviews)
"The hotel was clean and the staff pleasant. The free coffee was nice and the breakfast options were plentiful. Two not so great things were the VFW next door with the motorcycles loudly coming and going late into the night and the sound of stomping feet in the room above us. Would definitely stay ..."
Reviewed on 19 Oct 2026
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 St. Leonard attractions
Matoaka Beach
Why not spend a lazy afternoon at Matoaka Beach during your trip to St. Leonard? Amble around the area's parks or visit its shops.
Long Beach
Why not spend a lazy afternoon at Long Beach during your trip to Calvert Beach-Long Beach?
Jefferson Patterson Park and Museum
You can spend time exploring the galleries in Jefferson Patterson Park and Museum during your travels in St. Leonard. Amble around this family-friendly area's riverfront or attend a sporting event.
Flag Harbor Marina
Explore the waterfront in Calvert Beach-Long Beach with a trip to Flag Harbor Marina.
Perigeaux Vineyards and Winery
4.0/10 (2 reviews)
You can enjoy a tasting or tour at Perigeaux Vineyards and Winery during your travels to St. Leonard. Amble around this family-friendly area's riverfront or attend a sporting event.
Frequently asked questions
How much does a St. Leonard holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to St. Leonard costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to St. Leonard?
To pick up cheap St. Leonard holiday packages, organise your getaway outside of peak times such as school holidays. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for St. Leonard?
With a well-organised itinerary, you can easily visit the most popular St. Leonard attractions in a handful of days. But if you want to venture off the beaten track or go on day trips, think about booking your St. Leonard holiday for longer.
How to find the best St. Leonard package deals?
Use Expedia's filter tool to help you find some tempting St. Leonard package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for St. Leonard package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a St. Leonard holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalised St. Leonard holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to St. Leonard?
Secure incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu St. Leonard getaway.
How to plan a trip to St. Leonard?
- Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to holiday in St. Leonard.
- Figure out your budget: Make sure you have enough money to cover everything from food and transportation to flights and activities. Your hotel will probably be the largest expense during your trip to St. Leonard.
- Decide how many days away: Start by listing all the activities and sights you want to get to in St. Leonard. Then, estimate how long you'll need at each, along with any travel time.
- Combine your airfare and accommodation: Once you've nailed down your dates and duration, book the ideal St. Leonard holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
