Wiltshire Holidays from £1,054

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Your Wiltshire Holiday

The best way to experience this vibrant city is with a customised Wiltshire holiday package. Base yourself in the neighbourhood 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 holiday is a few quick clicks away with Expedia.

Top Wiltshire Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Sandy Haven Resort

Sandy Haven Resort

4 out of 5
per person
24 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
8.6/10 Excellent! (812 reviews)
Edward is very nice and tired his best for me to enjoy my stay

Reviewed on 27 Jul 2025

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
per person
24 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
9.2/10 Wonderful! (300 reviews)
Very nice property. Beautiful layout and decor. Restaurants were centrally located and most did not require prior reservation.

Reviewed on 11 Aug 2025

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
per person
27 Sept - 4 Oct
found 6 hours ago
Return direct flight included
London (LHR) to Montego Bay (MBJ)
8.8/10 Excellent! (441 reviews)
This property was amazing from start to finish. With the platinum club our butlers were great, real people who cared. Clay’on and Davel were always available when we had minor issues (WiFi issues and one passive aggressive cook at the platinum club buffet). Only annoying thing was we couldn’t access some amenities on the adults only side of the resort (disco etc) I guess due to our reservation being on the family side only. We should’ve been given the opportunity to opt into that as we didn’t have the kids this trip. Other than that, the food options were incredible, room amenities were impeccable from the swim out to the two tubs to the soft bed. Onsite dispensary was a great add too 😅

Reviewed on 11 Aug 2025

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Save 100% on your flight
per person
24 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,003 reviews)
Quiet peaceful property. Friendly helpful staff. Beautiful beach.

Reviewed on 10 Aug 2025

GoldenEye

GoldenEye

4 out of 5
Save 100% on your flight
per person
27 Sept - 4 Oct
found 6 hours ago
Return direct flight included
London (LHR) to Montego Bay (MBJ)
9.4/10 Exceptional! (128 reviews)
a beautiful resort in a tranquil setting, staff were excellent and friendly. Wifi reception was bit mixed across the resort. The shop was expensive in my opinion. 50usd for a cotton printed t-shirt - hot price.

Reviewed on 21 Jul 2025

Wiltshire Essential Information

Language
English
Currency
Jamaican dollars
Closest Airport
Sir Donald Sangster Intl. Airport (MBJ)
Max Temp Winter
27ºC
Max Temp Summer
29ºC
Top Sights
Doctors Cave Beach, Dead End Beach and Aquasol Beach Park

Top hotels in Wiltshire

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! (4,846 reviews)
"The staff was very nice and helpful. The buffet was great especially the breakfast. They had great activities and shows. I would definitely recommend this resort for solo and family vacations."

Reviewed on 9 Aug 2025

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Hotel Riu Montego Bay - Adults Only - All Inclusive
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Falmouth, Falmouth
8.6/10 Excellent! (1,715 reviews)
"Property is beautiful, rooms are spacious with amazing view of the ocean and property. My kids had fun at the Kids Club and I loved that they were included in the nightly entertainment activities. The food the first three days was not good, tasted bland, not well seasoned however after that it ..."

Reviewed on 11 Aug 2025

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Hotel Riu Palace Aquarelle - All Inclusive
Hyatt Zilara Rose Hall - Adults Only - All Inclusive

Hyatt Zilara Rose Hall - Adults Only - All Inclusive

5 out of 5
Rose Hall Road, Montego Bay, Saint James
The price is £311 per night from 1 Sept to 2 Sept
£311
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,290 reviews)
"Loved it so much"

Reviewed on 10 Aug 2025

Hyatt Zilara Rose Hall - Adults Only - All Inclusive
See all 1,610 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.
All Inclusive Holidays
All Inclusive Holidays
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Family Friendly Holidays

Popular places to visit

Rose Hall Great House which includes a house and heritage architecture

Rose Hall Great House

5/5(3 reviews)

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

Rose Hall Great House
Montego Bay Cruise Ship Terminal

Montego Bay Cruise Ship Terminal

4/5(5 reviews)

Explore the waterfront in Montego Bay with a trip to Montego Bay Cruise Ship Terminal. Amble around this relaxing area's beautiful beaches or seek out the local tours.

Montego Bay Cruise Ship Terminal
Doctor\'s Cave Beach showing tropical scenes, a coastal town and a sandy beach

Doctor's Cave Beach

4.5/5(15 reviews)

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

What to do in Wiltshire

ATV/zipline/horseback/bamboo rafting and/or Rick’s Cafe

ATV, Zipline, Horseback, Bamboo Rafting and Rick’s Cafe

£52
per adult
100% of travellers recommend
ATV, Zipline, Horseback, Bamboo Rafting and Rick’s Cafe
Jetcar Experience Montego Bay

Jetcar Experience Montego Bay

£19
per adult
Jetcar Experience Montego Bay
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

£60
per adult
88% of travellers recommend
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay
See all activities in Wiltshire

Frequently asked questions

Why should I book my Wiltshire holiday with Expedia?
With exceptional-value flights, car hire and accommodation options all in one place, Expedia makes booking your Wiltshire getaway hassle-free. What's more, we can help you bundle your bookings into a package holiday so you can save even more. Choose from awesome retreats, add flights and/or a hire car (and maybe even some fun tours!) and get incredible prices. Need to change plans? Expedia offers a flexible cancellation policy for many reservations. To find out more, check out our Customer Service Portal link.
When is the best time of year to holiday in Wiltshire?
Wiltshire draws the crowds in February, March and April. If you want a more laid-back holiday, visit in November, December and January. Plan your trip to Wiltshire based on what kind of adventure you want. January is the coolest month, when daytime temperatures average 25ºC. In August, the warmest period, you'll experience averages of 28ºC during the day.
What is the top hotel for my holiday in Wiltshire?
Tobys Resort sets the stage for a wonderful adventure in Wiltshire, offering all the conveniences you need.
How do I get a cheap holiday to Wiltshire?
Combine your flight and hotel bookings, add extras such as tours, and save with a Wiltshire holiday. You won't just land wonderful discounts on your escape — you'll have lots of choice too. When you book with Expedia, you can choose from more than 400 air carriers and 321,000 properties throughout the world. Your next big adventure starts right here, right now! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Wiltshire holiday?
Offering major attractions like Rocklands Bird Sanctuary and Doctors Cave Beach, a holiday in Wiltshire is packed with fun places to visit. Montego Bay Cruise Ship Terminal and Sunset Beach Resort Au Natural Beach are a couple of other sights worth discovering.
Do I need a visa for my Wiltshire holiday?
Look up the latest rules on official government websites. Your nationality and whether you're travelling for work or pleasure will determine if you'll require a visa for Wiltshire. Familiarise yourself with the application process, including any required documentation, turnaround times and fees. Finalise your application well in advance to allow plenty of time for processing. Some visas may take several weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Wiltshire holiday?
Do a little research into the types of clothing people in Wiltshire wear, and maybe even browse style blogs for some fashion tips. Try to create a versatile wardrobe full of pieces that suit your destination and show off your personal style. Pack your luggage with confidence by looking up the weather conditions in Wiltshire. August brings the warmest temperatures, with daily averages of 28ºC, while January days average 25ºC, making it the coolest time of year.
What does an Expedia Wiltshire holiday include?
It all depends on what kind of trip you want to have. Wiltshire holiday deals can include car hires, flights and hotels. You can mix and match to find the bundle that suits your needs. You can also add on activities and experiences after you've booked to pick up even bigger discounts. Discover a large range of property types and choose one that fits your group size. The most in-demand holiday rentals here are private holiday homes and cottages. With Expedia, you can easily design your Wiltshire escape any way you want.
Does Expedia offer Book Now, Pay Later Wiltshire holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budget sizes, so you can lock in that well-deserved holiday now.
  • No-deposit holidays: When you see an unbeatable deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a Wiltshire Expedia holiday?
Yes — and it's simple too. Expedia has access to more than 400 partner airlines globally. Our holiday packages give you the flexibility to pick from available flight, hotel or activity options that suit you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.