Wiltshire Vacations

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Your Wiltshire Vacation

The best way to experience this vibrant city is with a customized Wiltshire vacation package. Base yourself in the neighborhood of Hip Strip, which is good for coastal beaches, nightlife and bars and pubs or go someplace else — our packages are all about you. If a sightseeing tour is on the agenda during your trip to Wiltshire, visit popular attractions like Rocklands Bird Sanctuary, Doctors Cave Beach and Sunset Beach Resort Au Natural Beach. Don't delay visiting this destination any longer. The perfect Wiltshire vacation is a few quick clicks away with Expedia.

Discover the most popular places to visit in Wiltshire

Rose Hall Great House which includes heritage architecture and a house

Rose Hall Great House

Tour this grand English-style manor and former plantation, and discover its eerie history.

Rose Hall Great House
Doctor\'s Cave Beach featuring a beach, a coastal town and tropical scenes

Doctor's Cave Beach

White sand, bright blue water and a nearby bar make this beach the perfect spot for a relaxing in the beautiful Jamaican weather.

Doctor's Cave Beach
View from the ship

Freeport Peninsula

Explore the great outdoors at Freeport Peninsula and enjoy the beautiful sunsets during your trip to Montego Bay. Discover the area's entertainment choices, or seek out its local tours.

Freeport Peninsula

What to do in Wiltshire

Bamboo River Rafting On The Martha Brae

Bamboo River Rafting On The Martha Brae

$114
per traveler
94% of travellers recommend
Bamboo River Rafting On The Martha Brae
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

$80
per adult
90% of travellers recommend
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay
Luminous Lagoon Experience

Luminous Lagoon Experience with Rum Punch & Transportation

$71
per adult
Luminous Lagoon Experience with Rum Punch & Transportation
See all activities in Wiltshire

Wiltshire Hotel Deals

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Mahoe Bay, Ironshore Montego Bay Saint James
8.4/10 Very Good! (5,069 reviews)
Great time! Good food drinks and entertainment! We enjoyed are trip! Staff is very friendly and helpful

Reviewed on Jan 13, 2026

Get rates
Hotel Riu Montego Bay - Adults Only - All Inclusive
Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$271 nightly
The price is $299 total per night from Jan 19 to Jan 20
$299 total
Jan 19 - Jan 20
Total with taxes and fees
8/10 Very Good! (1,516 reviews)
Great place, great staff, great everything for the price. Although there’s a bar next to the pool, a bar inside the pool would be much better!

Reviewed on Jan 12, 2026

Deja Resort All Inclusive
Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

5 out of 5
The Point Lucea Hanover
$367 nightly
The price is $421 total per night from Jan 30 to Jan 31
$421 total
Jan 30 - Jan 31
Total with taxes and fees
7.8/10 Good! (1,437 reviews)
Everything was amazing! Please go and support Jamaica ! I felt like Royalty!

Reviewed on Jan 11, 2026

Grand Palladium Lady Hamilton Resort & Spa All Inclusive
See all 1,562 properties in Wiltshire
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 Wiltshire Vacation Packages

Wiltshire Essential Information

Language
English
Currency
Jamaican dollars
Closest Airport
Sir Donald Sangster Intl. Airport (MBJ)
Max Temp Winter
80ºF
Max Temp Summer
85ºF
Top Sights
Doctors Cave Beach, Dead End Beach and Aquasol Beach Park

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Frequently asked questions

How much does a Wiltshire vacation package cost?
You can grab a vacation package to this popular destination on Expedia. However, how much your vacation to Wiltshire costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Wiltshire?
If you're looking to book a cheap Wiltshire vacation package, consider traveling in November, December and January. You'll typically find lower rates on hotels and flights during these months — perfect for a budget-friendly break.
How many days is enough for Wiltshire?
The ideal duration of your Wiltshire vacation depends on what you'd like to do and see. Typically, a few days to a week will give you enough time to check out all the major attractions and discover some hidden spots along the way.
How to find the best Wiltshire package deals?
Landing a cheap Wiltshire package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Wiltshire package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Wiltshire vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Wiltshire vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Wiltshire?
If you have your Wiltshire vacation dates locked in, book as early as you can to score some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Wiltshire?

  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 visit Wiltshire.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and food to experiences and flights. Your hotel will probably be the largest expense during your trip to Wiltshire.
  3. Use our trip planning tool to explore Wiltshire: Research every aspect of your trip to Wiltshire with this handy planner. Invite family or friends to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go for: Now that you know more about Wiltshire, you can figure out the perfect length of your vacation. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Wiltshire vacation package.
  6. Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on the highlights of Wiltshire. Find all the fun things to do in Wiltshire in Wiltshire with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Wiltshire vacation packages?
Your Wiltshire break should be a relaxing escape from your busy life, not a source of money-related stress. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.