Hillsboro Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Hillsboro

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
The price is S$227 per night from 21 Aug to 22 Aug
S$227
21 Aug - 22 Aug
includes taxes & fees
9.4/10 Exceptional! (609 reviews)
"Clean, friendly staff and the bother makes this place freat"

Reviewed on 13 Aug, 2025

Hyatt Place Kent Narrows & Marina
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is S$332 per night from 26 Aug to 27 Aug
S$332
26 Aug - 27 Aug
includes taxes & fees
9.6/10 Exceptional! (359 reviews)
"Our room was lovely and exactly as described online. Loved the complementary snacks. Breakfast was delicious. We were particularly impressed with the guest services. Everyone was gracious, helpful, and welcoming. Dining at Ruse is a must!! Make reservations in advance. The food and service are ..."

Reviewed on 15 Aug, 2025

The Wildset
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is S$889 per night from 3 Sept to 4 Sept
S$889
3 Sept - 4 Sept
includes taxes & fees
9.4/10 Exceptional! (359 reviews)
"IPC is a "hidden gem." It was great, from "soup to nuts." Especially the staff, who were all friendly, polite, knowledgeable, flexible, and helpful. Thanks to all of them on our behalf, please: staff are what make all the difference at any resort. (SPA treatments are a must.) Just one suggestion: ..."

Reviewed on 14 Aug, 2025

Inn at Perry Cabin
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 Hillsboro holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday to Hillsboro costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Hillsboro?
You can generally find reduced prices and greater availability in January, February and November. Explore our cheap Hillsboro holiday packages and you could land some great off-season deals.
How many days is enough for Hillsboro?
Usually, a handful of days is enough to go to the top sights during your Hillsboro holiday. However, if you'd like to have time to rest or take day tours, consider extending your trip.
How to find the best Hillsboro package deals?
Use Expedia's filter tool to find some tempting Hillsboro package deals. When you begin 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 Hillsboro package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Hillsboro holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and hotels separately. Better still, you can personalise your Hillsboro trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Hillsboro?
If you're planning an impromptu Hillsboro getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Hillsboro?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the available activities will also help you decide when to visit Hillsboro.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Hillsboro.
  3. Decide how many days away: Start by compiling a list of the activities and sights you want to get to in Hillsboro. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your airfare and accommodation: Once you've nailed down your travel dates and duration, book the right Hillsboro 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. 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.