
Hillsborough Vacations from $1,588
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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

The Point at Petite Calivigny
Reviewed on Feb 2, 2026


Coyaba Beach Resort
Reviewed on Jun 10, 2026

Spice Island Beach Resort
Reviewed on Mar 23, 2026

Discover the most popular places to visit in Hillsborough
Sandy Island
Commune with nature and explore the great outdoors at Sandy Island during your travels in Hillsborough. Wander the beaches and seaside in the area.
Carriacou Museum
You can spend an afternoon exploring the galleries in Carriacou Museum in Hillsborough. Wander the beaches and seaside in the area.
Hillsborough Hotel Deals

Bogles Round House
"Stayed for a week with my husband at this the Roundhouse in the Plum cottage and had a wonderful time. The host Roxanne is fantastic and very helpful. Gave us a lift to town on our first day. The location is quiet with wonderful sea view. All the staff are friendly with lots of local knowledge. Cottage ..."
Reviewed on Jun 3, 2026

PalmVille - Charming 2-bedroom house with AC, WiFi
"The view was incredible from the back porch, we spent so much time there. Hezron was a wonderful host. Location was great for walking to the town. Will definitely go back. Nicer than pics can show."
Reviewed on Mar 1, 2026

Voted best beach house in 2026 by us
"Unbeatable location! A mile long beautiful Caribbean beach. You walk out the front door and you're on it! Many times there is no one else on the beach. The house is equipped with everything you would need. Kayaks, snorkel gear and washer/ dryer are an added bonus. No complaints, only praise."
Reviewed on May 10, 2026
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 |



















