Wiltshire Holidays from £856

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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.

The Latest Wiltshire Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Save 100% on your flight
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
New York (JFK) to Montego Bay (MBJ)
8.2/10 Very Good! (3,293 reviews)
Being there you know you’re in a safe space, you have the freedom to just relax, chill and be you You’re surrounded by friendly and courteous staffs.

Reviewed on 25 Jun 2025

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
per person
13 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
9.2/10 Wonderful! (200 reviews)
It was a beautiful property, kind staff

Reviewed on 24 Jun 2025

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
per person
20 Aug - 25 Aug
found 1 day ago
Return flight included
New York (JFK) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Excellent Resort, especially all the excellence club amenities

Reviewed on 1 May 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
28 Aug - 4 Sept
found 1 day ago
Return flight included
London (LON) to Montego Bay (MBJ)
9/10 Wonderful! (1,003 reviews)
We went for our honeymoon and we paid up for a few things, but even without the place would have been exactly what we wanted. The employees work hard and are just the nicest. We will definitely return to vacation here.

Reviewed on 26 Jun 2025

Ocho Rios Ocean View Villa at The Palms

Ocho Rios Ocean View Villa at The Palms

4 out of 5
Save 100% on your flight
per person
28 Aug - 4 Sept
found 1 day ago
Return flight included
London (LON) to Montego Bay (MBJ)
6.4/10 (14 reviews)
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Save 100% on your flight
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
New York (JFK) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,015 reviews)
The place is very nice and quiet for relaxing vacation, food not so good, it was Ok, gourmet style, so very little and for me…tasteless “I’m cuban” so I like my food with flavor. Beach nice, drinks Ok, staff very nice, rooms nice as well. Tip: the lobster house restaurant has no lobster LOL don’t go thinking you will eat your lobster there. Otherwise is a nice place to relax 🌸

Reviewed on 25 Jun 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

Our pick of the best 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
Stay at this 4-star beach resort in Montego Bay. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their ...
8.4/10 Very Good! (4,751 reviews)
"Good vibrant resort"

Reviewed on 23 Jun 2025

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
Stay at this 4-star beach hotel in Falmouth. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
8.6/10 Excellent! (1,499 reviews)
"Rooms are updated. Service is Great"

Reviewed on 24 Jun 2025

Hotel Riu Palace Aquarelle - All Inclusive
SeaGarden Beach Resort - All Inclusive
SeaGarden Beach Resort - All Inclusive
3.5 out of 5
8 Kent Avenue, Montego Bay, Saint James
Stay at this 3.5-star all-inclusive resort in Montego Bay. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (2,939 reviews)
"The staff were Exceptional, our poolside room was very pleasant and comfortable. The activities and provision of food for the residents (oceanside) as well as (hotel side) were excellent and very accommodating. Overall great stay, will do again soon. Strongly recommend this resort...!"

Reviewed on 24 Jun 2025

SeaGarden Beach Resort - All Inclusive
See all 1,628 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

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.

Discover the most popular places to visit in Wiltshire

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
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
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

Unmissable things to do in Wiltshire

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

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

£52
per adult
100% of travellers recommend
ATV/zipline/horseback/bamboo rafting and/or Rick’s Cafe
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

£59
per adult
90% of travellers recommend
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay
Montego Bay Clear Kayak Photoshoot & Hip Strip Shopping

Montego Bay Clear Kayak Photoshoot & Hip Strip Shopping

£44
per adult
Montego Bay Clear Kayak Photoshoot & Hip Strip Shopping
See all activities in Wiltshire

* 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.