Hillsborough Vacation Packages

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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!

Top Hillsborough Vacation Deals

Price found within the past 48 hours. Click for updated prices.
True Blue Bay Resort

True Blue Bay Resort

4 out of 5
Price was CA $3,063, price is now CA $2,375 per person
CA $2,375
per person
Jan 24 - Jan 30
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to St. George's (GND)
9/10 Wonderful! (909 reviews)

InterContinental Grenada Resort & Spa by IHG

InterContinental Grenada Resort & Spa by IHG

5 out of 5
Price was CA $6,006, price is now CA $3,717 per person
CA $3,717
per person
Jan 24 - Jan 30
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to St. George's (GND)
No reviews

Six Senses La Sagesse

Six Senses La Sagesse

5 out of 5
Price was CA $7,714, price is now CA $5,017 per person
CA $5,017
per person
Jan 24 - Jan 30
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to St. George's (GND)
9.6/10 Exceptional! (74 reviews)

Petite Anse Hotel

Petite Anse Hotel

4 out of 5
Price was CA $3,932, price is now CA $2,782 per person
CA $2,782
per person
Jan 24 - Jan 30
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to St. George's (GND)
9.8/10 Exceptional! (140 reviews)
Fabulous views from the cottage, had very relaxing stay. Staff warm and welcoming. Food tasted good but service a bit haphazard.

Reviewed on Nov 5, 2026

Mount Hartman Bay Estate Private Resort

Mount Hartman Bay Estate Private Resort

5 out of 5
Lance aux Épines
Price was CA $100,689, price is now CA $75,146 per person
CA $75,146
per person
Jan 17 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. George's (GND)
No reviews

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Hillsborough Hotel Deals

Bogles Round House

Bogles Round House

2.5 out of 5
Bogles, Carriacou Island Hillsborough
The price is CA $153 per night from Nov 9 to Nov 10
CA $153
CA $168 total
Nov 9 - Nov 10
includes taxes & fees
8.8/10 Excellent! (74 reviews)
"Clean room , peacefully surrounding, and great food."

Reviewed on Aug 4, 2026

Bogles Round House
PalmVille - Charming 2-bedroom house with AC, WiFi

PalmVille - Charming 2-bedroom house with AC, WiFi

Carriacou Caribbean
9.8/10 Exceptional! (6 reviews)
"Great location, right on the beach of Hillsborough, Carriacou. Exactly as listed, Nette thought of everything. The entire place was sparkling clean, we especially loved the beachfront deck."

Reviewed on Oct 30, 2026

Get rates
PalmVille - Charming 2-bedroom house with AC, WiFi
November rates have just dropped. Book now and save!

November rates have just dropped. Book now and save!

L’Esterre Carriacou and Petite Martinique
Get rates
November rates have just dropped. Book now and save!
See all 20 properties in Hillsborough
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Hillsborough attractions

Sandy Island

9.4/10 (33 reviews)
Commune with nature and explore the great outdoors at Sandy Island during your travels in Hillsborough. Wander the beaches and seaside in the area.
See properties

Frequently asked questions

How much does a Hillsborough vacation package cost?
Offering excellent value package deals from CA $2,375 on Expedia, you'll be thrilled with how little a vacation to Hillsborough costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Hillsborough?
July, August and September are great times to look for cheap Hillsborough vacation packages. Choosing to travel in less busy periods means you can typically find better prices on accommodations and flights.
How many days is enough for Hillsborough?
Generally, a handful of days is enough to explore the major attractions during your Hillsborough vacation. But if you want to have time to chill out or go on day tours, consider extending your trip.
Is it worth booking a vacation package to Hillsborough?
Popular for its underwater activities, coastal beaches and bars and pubs, a Hillsborough vacation has something for everyone. Be sure to visit major sights like Sandy Island and Carriacou Museum, and consider renting a car for day trips to experience even more.
How to find the best Hillsborough package deals?
Begin your search for a Hillsborough package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Hillsborough package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Hillsborough adventure underway.
Is it cheaper to book a Hillsborough vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking accommodations and flights individually. Better still, you can personalize your Hillsborough escape to fit 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 vacation package to Hillsborough?
If you have your Hillsborough travel dates locked in, book early to grab some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Hillsborough?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Hillsborough.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Hillsborough.
  3. Decide how long to go for: Now that you know more about Hillsborough, you can work out the perfect length of your break. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Hillsborough vacation package.

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