Queenstown Holidays

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Top hotels in Queenstown

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
S$142
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,085 reviews)
"Very nice experience with the hotel, clean quiet and great breakfast."

Reviewed on 9 Aug, 2026

DoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
S$177
20 Aug - 21 Aug
includes taxes & fees
9/10 Wonderful! (1,935 reviews)
"Convenient to downtown. Very accessible. Quaint. It is old, it is historic. You know going in it’s not a cookie cutter off-of-the-interstate box hotel. That is what we love about staying there."

Reviewed on 9 Aug, 2026

Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD
Fully refundable
S$160
1 Sept - 2 Sept
includes taxes & fees
Crowne Plaza Annapolis by IHG
See all 1,090 properties in Queenstown
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 Queenstown attractions

Queenstown Premium Outlets

9.0/10 (41 reviews)
This Eastern Shore shopping destination features over 65 designer outlets with daily savings of 25-65%. Browse favourites like Michael Kors and Ralph Lauren while enjoying the relaxed outdoor atmosphere.
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Queenstown Harbor Golf

8.0/10 (2 reviews)
This scenic golf haven features two championship courses with breathtaking Chester River views. Experience world-class play at the River Course where water hazards and strategic layouts challenge every skill level.
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Bennett Point Lighthouse

This historic lighthouse offers panoramic views of the Chesapeake Bay from its picturesque coastal setting. Explore nearby nature trails for birdwatching or capture the stunning sunset over the water's edge.
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Rufus M and Loraine Hall Todd Performing Arts Center

Enjoy an outing to Rufus M and Loraine Hall Todd Performing Arts Center during your stay in Queenstown. Make some time to visit the shops while you're in the area.
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Frequently asked questions

How much does a Queenstown holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. But how much your holiday to Queenstown costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Queenstown?
The off-season is the best time to travel to Queenstown if you're trying to save. Another tip for scoring cheap Queenstown holiday packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Queenstown?
Typically, a handful of days is enough to see the major attractions during your Queenstown holiday. However, if you want to have some time to chill out or take day trips, think about extending your trip.
Is it worth booking a holiday package to Queenstown?
Whether you're planning to explore attractions such as Queenstown Premium Outlets and Queenstown Harbour Golf Club, or eager to experience its top-notch golfing and shopping, a Queenstown holiday guarantees an unforgettable adventure. Book your trip with Expedia and discover why Queenstown is such a good holiday destination.
How to find the best Queenstown package deals?
Use Expedia's filter tool to help you find some terrific Queenstown package deals. When you start your search, just 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 Queenstown package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Queenstown holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still have the flexibility to create a personalised Queenstown holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Queenstown?
If you have your Queenstown holiday dates locked in, book early to bag some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Queenstown?
  1. Choose your travel dates: The things you plan to do in Queenstown and your preferred season can help you decide when to go.
  2. Budget wisely: In addition to the cost of your hotel, you should consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may arise during your trip to Queenstown.
  3. Determine how many days away: Start by listing all the sights and activities you'd like to experience in Queenstown. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalised Queenstown holiday package.

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.