Hillsborough Vacations

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to ¥9,995 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Hillsborough Hotel Deals

Bogles Round House
Bogles Round House
2.5 out of 5
Bogles, Carriacou Island, Hillsborough
The price is ¥14,124 per night from May 14 to May 15
¥14,124
per night
May 14 - May 15
8.6/10 Excellent! (53 reviews)
"Nice cottage just a short walk from a small beach with occasional local visitors. The walk into Hillsborough is easy and a colorful immersion into the local scene. The breakfasts and dinners at the roundhouse are exceptional! Great place if you’re looking for a slower paced vacation!"

Reviewed on Apr 9, 2024

Bogles Round House
Hotel Laurena
Hotel Laurena
3 out of 5
Middle Street, Hillsborough
Fully refundableReserve now, pay when you stay
The price is ¥18,353 per night from May 11 to May 12
¥18,353
per night
May 11 - May 12
8.2/10 Very Good! (46 reviews)
"The receptionist was very friendly and helpful."

Reviewed on Apr 13, 2024

Hotel Laurena
Rosa Guesthouse
Rosa Guesthouse
3 out of 5
Main Street, Hillsborough
9.2/10 Wonderful! (18 reviews)
Friendly
"Gary and Beverly were great hosts. Very friendly people who also sell the best rotis in town on Friday and Saturday lunchtimes only. They were most accommodating to our needs."

Reviewed on Apr 20, 2024

Rosa Guesthouse
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 Hillsborough vacation package cost?
Our Hillsborough packages, which start from as low as , are the perfect way to save money. Pick and choose your preferred hotels, flights and rental car to create a custom-built escape.
How do I get a cheap travel package to Hillsborough?
Combining your hotel and flight with Expedia won’t just save precious time — it’ll save you a few dollars too. A Hillsborough vacation package makes it a breeze to create your perfect trip. With more than 550 airlines worldwide to choose from, finding flights that fit your schedule won’t be an issue. On top of that, we’ve got over 1,000,000 hotels globally to take your pick of. Talk about choice! No matter who you are, Expedia will help show you the world.
Where should I stay in Hillsborough?
With loads to discover in Hillsborough, we suggest you book a room in a hotel close to its attractions. Tyrell Bay Beach, Sandy Island and Anse La Roche Beach are some popular ones to add to your to-do list.
What are the top hotels in Hillsborough?
Secure a room at Rosa Guesthouse. It’s one of this area’s most popular hotels. Another top option in Hillsborough is Scrapers Guest House.
How far in advance should I book my Hillsborough vacation?
To land discount prices, book as soon as you can. Airlines usually begin selling tickets, along with some of the lowest fares, up to 12 months ahead of time. Hotels, activities and car rental should also be booked well in advance to avoid disappointment. If you’re in need of a last-minute getaway to Hillsborough, there are always plenty of great deals to be had on Expedia. Check them out now!
What does an Expedia Hillsborough travel package include?
Rental cars, hotels and flights — we have them well covered. With Expedia, you can shape your Hillsborough package just the way you want. All you have to do is decide exactly what you need. Once you’ve made your booking, you can add on fun things like experiences and activities. The more you bundle, the more you save!
What should I know before booking a Hillsborough travel package?
Tailor deals that fit your budget with an Expedia package. Hotels, airfares, rental cars — we’ve got everything you need to plan your getaway. You’ll save loads just by combining your bookings. Whether you’re taking off on a ski trip or sipping cocktails on a beach, your perfect getaway is only a few clicks away.
Can I choose my airline with a Hillsborough Expedia vacation package?
Yes, definitely. Expedia has over 550 airline partners to pick from around the world. With such a big range of choice, finding the right carrier to take you to Hillsborough will be a cinch.
If I'm not able to travel, can I cancel my Hillsborough vacation package?
You can. We realize even the best-laid plans can go awry, so we’re here to help if you have to make changes to your Hillsborough vacation package. You may be able to amend or cancel your itinerary at no cost if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Hillsborough

What to do in Hillsborough

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.