Hillsborough Vacations from $782

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

Your Hillsborough Vacation

With a vacation package to Hillsborough, say goodbye to travel planning and hello to hassle-free adventure. Every detail of your getaway has been taken care of before departing, so you can get on with discovering this exciting city. Make your trip to Hillsborough even more fun and exciting by including some sightseeing. Tyrell Bay Beach, Anse La Roche Beach and Sandy Island are some of the popular attractions you'll want to explore. Stop daydreaming and start adventuring. Explore the wide range of options on Expedia today and put your Hillsborough vacation plans into action!

The Latest Hillsborough vacation packages

Price found within the past 48 hours. Click for updated prices.
Petite Anse Hotel
Coyaba Beach Resort
473 Grenada Boutique Resort
Six Senses La Sagesse
Royalton Grenada, An Autograph Collection All-Inclusive Resort
Don't see what you're looking for?
See all available trips from Columbus to Hillsborough
View all trips

Discover the most popular places to visit in Hillsborough

Hillsborough Hotel Deals

Bogles Round House

Bogles Round House

2.5 out of 5
Bogles, Carriacou Island Hillsborough
$100 nightly
The price is $110 total per night from Jan 3 to Jan 4
$110 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
8.6/10 Excellent! (62 reviews)
Such a peaceful experience listening to the waves all day/night and the views of the ocean and other islands are spectacular. Thank you to Roxanne and Miguel for making this trip so memorable! (Tip: ask Miguel to scoot you over to Anse La Roche for an unforgettable day/meal). Roxanne’s cooking at ...

Reviewed on Dec 11, 2025

Bogles Round House
Caribbean house 3 mins walk to the marina and port.

Caribbean house 3 mins walk to the marina and port.

Carriacou and Petite Martinique Carriacou and Petite Martinique
Caribbean house 3 mins walk to the marina and port.
Green Roof Inn

Green Roof Inn

3 out of 5
Sea View Hillsborough
7.2/10 Good! (38 reviews)
The Inn stole my money. I arrived on February 24th and did not like the property. There was no internet. There was no air conditioning and the manager said. I did not have to pay period they charge my credit card and I tried to stop the payment. The manager lied to me and said that they called the ...

Reviewed on Mar 15, 2025

Green Roof Inn
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.

Find the Best Hillsborough Vacation Packages

Hillsborough Essential Information

Language
English
Currency
East Caribbean dollars
Population
1,000
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Anse La Roche Beach, Carriacou Museum and Tyrell Bay Beach

More vacations you might like

Frequently asked questions

How much does a Hillsborough vacation package cost?
You can grab a vacation package to this destination from $782 on Expedia. But how much your vacation to Hillsborough costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Hillsborough?
You can generally find reduced prices and greater availability in January, July and September. Take a look at our cheap Hillsborough vacation packages and you could land some great off-season discounts.
How many days is enough for Hillsborough?
Typically, a handful of days is enough to check out the main sights during your Hillsborough vacation. However, if you prefer to have time to rest or take day tours, think about extending your itinerary.
Is it worth booking a vacation package to Hillsborough?
Well known for its bars and pubs, underwater activities and gift and craft shops, a Hillsborough vacation is a hit with all types of travelers. Be sure to visit leading sights like Sandy Island and Carriacou Museum, and consider renting some wheels for day trips to explore even more.
How to find the best Hillsborough package deals?
Landing a cheap Hillsborough package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Hillsborough package deals. Want a simple trick to score even more 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 Hillsborough vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Hillsborough vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Hillsborough?
If you have your Hillsborough travel dates finalized, book as early as you can to snap up some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Hillsborough?

  1. Pick your dates: The things you'd like to do in Hillsborough and your preferred season can help you decide when to go.
  2. Budget wisely: On top of the price of your accommodations, you should consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Hillsborough.
  3. Explore Hillsborough using Expedia's trip planning tool: Gain insights into the most popular attractions and best hotels for your trip to Hillsborough. You can also save your favorite places, collaborate with friends and family and manage all your plans in one place.
  4. Decide how many days away: Start by making a list of all the sights and activities you want to get to in Hillsborough. Then, estimate how long you'll need at each, as well as any travel time.
  5. Bundle your airfare and accommodations: After you've settled on your travel dates and duration, lock in the right Hillsborough vacation package for you.
  6. Add on excursions and experiences: Read our dedicated travel guide to find some fun things to do in Hillsborough. Book tickets or make reservations before you go to save time and skip the hassle of looking for activities when you arrive.

Does Expedia offer Book Now, Pay Later Hillsborough vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Hillsborough vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.

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.