Wilmington Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Wilmington

William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street Pittsfield IL
The price is S$120 per night from 6 Dec to 7 Dec
S$120
6 Dec - 7 Dec
includes taxes & fees
9.4/10 Exceptional! (385 reviews)
"We had a wonderful little stay in Pittsfield!"

Reviewed on 12 Nov, 2026

William Watson Hotel
Monroe Street Suites

Monroe Street Suites

2.5 out of 5
221 S Monroe St Pittsfield IL
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 9 Dec to 10 Dec
S$156
9 Dec - 10 Dec
includes taxes & fees
9.8/10 Exceptional! (72 reviews)
"Beautiful decor , fun place to stay , nice hosts , good Mexican restaurants in town , would enjoy coming back sometime"

Reviewed on 18 Oct, 2026

Monroe Street Suites
Farm Stay in Illinois With Private Fishing Pond

Farm Stay in Illinois With Private Fishing Pond

3 out of 5
Kampsville IL
Get rates
Farm Stay in Illinois With Private Fishing Pond
See all 21 properties in Wilmington
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 Wilmington holiday package cost?
You'll find cheap prices on Expedia for your Wilmington break. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Wilmington costs.
What are the cheapest months to go to Wilmington?
If you'd like to book a cheap Wilmington holiday package, consider visiting in January, February and November. You're likely to find better prices on airfares and hotels during these months — perfect for travellers wishing to save money.
How many days is enough for Wilmington?
Usually, a handful of days is enough to see the major sights during your Wilmington holiday. However, if you'd like to have time to chill out or take day tours, think about extending your itinerary.
How to find the best Wilmington package deals?
Bagging a cheap Wilmington package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Wilmington package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Wilmington holiday as a package?
An Expedia holiday package could land you great savings when compared to booking stays and flights individually. Better still, you can personalise your Wilmington getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Wilmington?
If you've got your Wilmington travel dates locked in, book as early as you can to bag some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Wilmington?

  1. Choose when to travel: Check your schedule and get packing. Your preferred time of year and the activities on offer will also help you decide when to holiday in Wilmington.
  2. Plan your budget wisely: On top of the cost of your stay, you'll need to factor in other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may arise during your trip to Wilmington.
  3. Decide how long to go away for: Now that you're up to speed on Wilmington, you can figure out the perfect length of your holiday. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Wilmington holiday package.

* 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.