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.
Mount Edgecombe Boutique Hotel
473 Grenada Boutique Resort
Mount Cinnamon Beach & Wellness Resort
Petite Anse Hotel
Sea Glass Place

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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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 $123 per night from Feb 22 to Feb 23
CA $123
CA $136 total
Feb 22 - Feb 23
includes taxes & 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
BOOK NOW January 2026 dates have just become available

BOOK NOW January 2026 dates have just become available

L’Esterre Carriacou and Petite Martinique
9.8/10 Exceptional! (15 reviews)
We had such an amazing time at the Paradise Beach House! We loved, loved, LOVED the location, right on the most idyllic gorgeous beach! The porch was a perfect spot to hang out, relax, swing in the hammock, or read while listening to the sea. There are no close neighbors, so it feels secluded, yet ...

Reviewed on Jan 17, 2026

BOOK NOW January 2026 dates have just become available
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.

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