A waterfront promenade with a large white building with a red roof, a pier extending into the water, and a distant mountain range.

Wiltshire Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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.

Top Wiltshire vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 15 - Jan 19

    Blue Seas Two Unity Hall + Flight

    Montego Bay
    4 nights
    3.0 star property
    Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)
    YHM - MBJ • 1 stop MBJ - YHM • Nonstop
    CA $2,746
    CA $1,094
    per traveller
    found 1 day ago
    Blue Seas Two Unity Hall
  • Dec 29 - Jan 3

    Sunset at the Palms Resort - Adults Only - All Inclusive + Flight

    Negril
    5 nights
    4.5 star property
    9.2/10 - Wonderful (1,000 reviews)
    "My husband booked this trip for my 50th birthday. When I arrived there were flowers, balloons and a birthday cake in the room! This place is amazing, we will be back in March!"
    Reviewed November 1, 2026
    Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)
    YHM - MBJ • Nonstop MBJ - YHM • Nonstop
    CA $6,551
    CA $2,710
    per traveller
    found 1 day ago
    Sunset at the Palms Resort - Adults Only - All Inclusive
  • Jan 25 - Jan 31

    Ocho Rios Villa at The Palms + Flight

    St. Ann's Bay
    6 nights
    3.0 star property
    10/10 - Exceptional (2 reviews)
    "All staff were professional, courteous and friendly. They all went out of their way to grant your requests. The ambience is very nice. The electrical outlets on the patio didn't always work. Had to be creative in getting plugs to stay in. They also need to upgrade from 110v to 220v. Just kidding, but they should have something for travelers from Europe. Internet service was pretty good. Everyone in my group were pleased and would return. The tour setup for us by the manager was fun!!!! Good..."
    Reviewed May 8, 2019
    Roundtrip • Ottawa (YOW) - Montego Bay (MBJ)
    YOW - MBJ • 1 stop MBJ - YOW • Nonstop
    CA $3,321
    CA $1,493
    per traveller
    found 1 day ago
    Ocho Rios Villa at The Palms
  • Jan 15 - Jan 19

    Ocean Coral Spring - All Inclusive + Flight

    Falmouth
    4 nights
    5.0 star property
    8.4/10 - Very good (4,321 reviews)
    "The staff was truly the highlight of our trip. Everyone was extremely friendly, helpful, and genuinely committed to making our stay enjoyable. Their hospitality made a lasting impression, and we appreciated their efforts. However, one area that could use improvement is the attention to detail and overall guest experience. We were celebrating a surprise birthday, so we wanted the stay to feel special from the moment we arrived. Unfortunately, our first impression was disappointing. When we..."
    Reviewed November 7, 2026
    Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)
    YHM - MBJ • 1 stop MBJ - YHM • Nonstop
    CA $3,838
    CA $1,744
    per traveller
    found 1 day ago
    Ocean Coral Spring - All Inclusive
  • Jan 24 - Jan 31

    Princess Senses The Mangrove Resort - Luxury Adults Only - All Inclusive + Flight

    Green Island
    6 nights
    5.0 star property
    9.4/10 - Exceptional (1,145 reviews)
    "For older crowd, we were 24 and 25 and had a good time but it’s not lively and it’s very quiet and relaxing. No pool had more than 5 people at a time if any."
    Reviewed November 7, 2026
    Roundtrip • Ottawa (YOW) - Montego Bay (MBJ)
    YOW - KIN • 2 stops KIN - YOW • 3 stops
    CA $8,607
    CA $4,157
    per traveller
    found 1 day ago
    Princess Senses The Mangrove Resort - Luxury Adults Only - All Inclusive

What to do in Wiltshire

Wiltshire Hotel Deals

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.

Frequently Asked Questions

How much does a Wiltshire vacation package cost?

Offering excellent value package deals from CA $1,094 on Expedia, you'll be thrilled with how little a vacation to Wiltshire costs! Expedia's packages make travel planning easier and save you more.

What are the cheapest months to go to Wiltshire?

If you'd like to score a cheap Wiltshire vacation package, consider planning a trip in July, September and October. You're likely to find lower rates on hotels and flights during these quieter months — ideal for a budget-friendly break.

How many days is enough for Wiltshire?

Wiltshire vacations come in many shapes and sizes, but to get a real feel for this place, we think 2 days is about right. This will mean you can fit in headline attractions like Montego Bay Marine Park and Saint James Parish Church and track down some lesser-known spots. Don't forget to visit cool neighbourhoods such as Hip Strip and Mount Salem either. If you're clever with your time, you can even allow for a day trip or two from Wiltshire too.

How to find the best Wiltshire package deals?

Use Expedia's filter tool to help you find some fabulous Wiltshire package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Wiltshire package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.

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 flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still have the freedom to create a customized Wiltshire vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Wiltshire?

Land incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Wiltshire adventure.

How to plan a trip to Wiltshire?

  1. Choose when to go: Check your schedule and get packing. Your favourite season and the activities available will also help you decide when to visit Wiltshire.
  2. Budget wisely: On top of the price of your hotel, you'll need to consider other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that may arise during your trip to Wiltshire.
  3. Set the duration of your trip: Start by compiling a list of the attractions you want to get to in Wiltshire. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Wiltshire vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.