Hillsborough Vacations from $1,126

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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!

The Latest Hillsborough vacation packages

Price found within the past 48 hours. Click for updated prices.
Mount Edgecombe Boutique Hotel

Mount Edgecombe Boutique Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,689, price is now $1,126 per person
$1,126
per person
Mar 19 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (GND)
9/10 Wonderful! (46 reviews)
Quiet cozy in the countryside with a great view

Reviewed on Jul 28, 2025

Coyaba Beach Resort

Coyaba Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,438, price is now $1,673 per person
$1,673
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (GND)
8.8/10 Excellent! (436 reviews)
Common areas were nice and staff was generally courteous. Breakfast choices were limited but food was passable. Lunch menu and preparation was best of the three meals. Supper left a lot to be desired. Poor selection badly prepared. Would not recommend the all inclusive option for this resort. The grounds were very nice. The pool is tiny and at times the water was cloudy, not at all inviting. The room was clean but furnishings were tired. The toilet flush lever had to be held down to work. The resort fell short in a number of areas, particularly the restaurant variety and preparation. Rooms need a major refresh. Staff was generally very pleasant and accomodating.

Reviewed on Feb 10, 2026

473 Grenada Boutique Resort

473 Grenada Boutique Resort

4 out of 5
Save 100% on your flight
Price was $2,660, price is now $1,838 per person
$1,838
per person
Mar 19 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (GND)
9.2/10 Wonderful! (27 reviews)
Such a special place to call home base on our family trip to Grenada. The family and staff were so kind and welcoming. They took every opportunity to make our stay more special and memorable. Very relaxed environment and our privacy was respected fully yet everyone was available to assist in every way. We cannot wait to return to this special gem on the island. Thank you to everyone who made our holiday so wonderful! 🙏

Reviewed on Jun 1, 2025

Mount Cinnamon Beach & Wellness Resort

Mount Cinnamon Beach & Wellness Resort

4 out of 5
Save 100% on your flight
Price was $1,823, price is now $1,264 per person
$1,264
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (GND)
9.6/10 Exceptional! (326 reviews)
We had a fabulous time at Mt. Cinnamon Resort! The beach is not only spotless but stunning and most relaxing! The water is a true turquoise/teal color - a dream!!! We loved the walk to the beach and up the hill to our villa (exercise during the day!), but for those not interested/able, there is a hotel shuttle up the hill. We loved our comfortable villa with a spectacular view. Special thanks to Laura and Joshua, and the rest of the staff for making our stay comfortable. We took an island tour with a great tour guide Chris and snorkeling tour with the best boat captain Francesco (SurfinGredana, inc) and truly had the best time!!! Thank you and we are looking forward to coming back and exploring more of the island and water activities!

Reviewed on Jan 22, 2026

Six Senses La Sagesse

Six Senses La Sagesse

5 out of 5
Save 100% on your flight
Price was $4,383, price is now $3,116 per person
$3,116
per person
Mar 19 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (GND)
9.6/10 Exceptional! (35 reviews)
The room was even better than pictured. Lovely staff, food was some of the best food i've had on a resort.

Reviewed on Feb 4, 2026

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Discover the most popular places to visit in Hillsborough

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

Hillsborough Hotel Deals

Bogles Round House

Bogles Round House

2.5 out of 5
Bogles, Carriacou Island Hillsborough
$91 nightly
The price is $100 total per night from Feb 21 to Feb 22
$100 total
Feb 21 - Feb 22
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
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

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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

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Green Roof Inn
See all 24 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.

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

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Frequently asked questions

How much does a Hillsborough vacation package cost?
You can grab a vacation package to this destination from $1,126 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.

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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.