Deals on vacations and trips to Hillsborough

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Hillsborough flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Royalton Grenada, An Autograph Collection All-Inclusive Resort

Royalton Grenada, An Autograph Collection All-Inclusive Resort

4.5 out of 5
Save 100% on your flight
Price was $2,038, price is now $1,443 per person
$1,443
per person
Jan 3 - Jan 8
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (GND)
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this all-inclusive hotel. Bring the family and enjoy the children's club, children's pool, and kid-friendly dining. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like valet parking and WiFi in public areas.
Six Senses La Sagesse

Six Senses La Sagesse

5 out of 5
Save 100% on your flight
Price was $3,463, price is now $2,017 per person
$2,017
per person
Jan 3 - Jan 8
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (GND)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Bring the family and enjoy the free kid's club, playground, and kid-friendly dining. Enjoy the 24-hour gym and free perks like full breakfast and free self parking.
Petite Anse Hotel

Petite Anse Hotel

4 out of 5
Save 100% on your flight
Price was $2,935, price is now $1,916 per person
$1,916
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (GND)
A full-service spa, an outdoor pool, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
The Point at Petite Calivigny

The Point at Petite Calivigny

5 out of 5
Save 100% on your flight
Price was $5,808, price is now $3,830 per person
$3,830
per person
Jan 8 - Jan 14
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (GND)
This aparthotel features 2 outdoor pools and a beach bar. Families will appreciate barbecue grills and in-room childcare. Enjoy the gym and perks like free self parking and free WiFi.
Villa Kaya

Villa Kaya

3 out of 5
Save 100% on your flight
Price was $2,541, price is now $1,878 per person
$1,878
per person
Jan 3 - Jan 8
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (GND)
An outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden and luggage storage are also provided.

Top Hillsborough hotels 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
$110 total
Oct 29 - Oct 30
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a library are also on offer.
Kitchen
Pet friendly
Caribbean house 3 mins walk to the marina and port.

Caribbean house 3 mins walk to the marina and port.

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This apartment features laundry facilities.
Kitchen
Pet friendly
Green Roof Inn

Green Roof Inn

3 out of 5
Sea View, Carriacou, Hillsborough
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This hotel features a full-service spa and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and airport shuttle. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.
Breakfast included
Spa
BOOK NOW January 2026 dates have just become available

BOOK NOW January 2026 dates have just become available

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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Beach villa with 3 bedrooms, 3 bathrooms and private pool in Carriacou, Grenada

Beach villa with 3 bedrooms, 3 bathrooms and private pool in Carriacou, Grenada

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An outdoor pool is featured at this villa, along with laundry facilities.
Pool
Kitchen
Longue-Vue Villa, Carriacou, Grenadines Pool -Spectacular Sunsets -Two Bedrooms

Longue-Vue Villa, Carriacou, Grenadines Pool -Spectacular Sunsets -Two Bedrooms

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This villa featured laundry facilities and barbecue grills.
Kitchen
Washer
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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.

Popular places to visit

Sandy Island

5/5(5 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.

Sandy Island

Carriacou Museum

3/5(2 reviews)

You can spend an afternoon exploring the galleries in Carriacou Museum in Hillsborough. Wander the beaches and seaside in the area.

Carriacou Museum

Frequently asked questions

How much are vacation packages to Hillsborough?
Vacation packages, which include hotels and flights in Hillsborough, start from as little as $1,443. Turn your travel fantasies into reality and begin your booking with Travelocity today.
How long should my Hillsborough vacation be?
Most sightseers vacation in Hillsborough for roughly 2 nights. That being said, travel is all about finding new adventures and creating memories — why not stay a few extra nights so you can do just that?
Where can I get the best vacation package deals for Hillsborough?
You'll discover an excellent range of Hillsborough package deals on Travelocity. With as many as 400 airlines and 1,000,000 worldwide properties, organizing a dream escape will be a breeze.
Why should I purchase my Hillsborough vacation package via Travelocity?
By booking your hotel, flights, car rental and activities all in the one place, you'll save big bucks as well as precious time. We have round-the-clock customer support, and you'll know that you'll always be getting the best deal in town with our Price Match Guarantee. So, what's stopping you? Book your dream getaway today and get packing!
Can I save money on my Hillsborough car rental if I bundle it with a hotel or flight?
Combining your car, hotel and flight into a Hillsborough vacation package is the best way to score an amazing deal. Plus, having your own rental car gives you absolute freedom to get to all those landmarks you can't wait to check out. Located 40 mi from Hillsborough, Grand Anse Beach is one attraction that should be on your must-do list. Put together a driving playlist and make a day trip of it.
Which airport is best for Hillsborough?
Many tourists arrive at Maurice Bishop Intl. Airport (GND). After you've landed and grabbed your bags, make your way 40 mi northeast to reach inner Hillsborough. Argyle Intl. Airport (SVD) is your other option, 50 mi from the city center.
What is there to do in Hillsborough?
You'll sense a certain kind of magic as you wander the streets of Hillsborough. Sandy Island and Carriacou Museum are just a couple of famous sights that make this city so popular, so put them at the top of your travel itinerary.
Where should I stay when visiting Hillsborough?
Many people choose to hit the hay at the Mermaid Beach Hotel. It's a terrific base for your Hillsborough vacation.

Photos of local treasures

Browse Hillsborough vacation photos for more inspiration

Hillsborough
Hillsborough
Photo by Mona Musing
Photo by Mona Musing