Cheltenham Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Cheltenham Holiday

Our pick of the best Cheltenham Hotel Deals

Beachcombers Hotel

Beachcombers Hotel

3.5 out of 5
Villa beach, Villa
8.6/10 Excellent! (503 reviews)
"An enjoyable and comfortable stay"

Reviewed on 20 Jul. 2025

Beachcombers Hotel
Sunset Shores Beach Hotel

Sunset Shores Beach Hotel

3 out of 5
Windward Highway, Villa Beach, Villa
The price is NZ$275 per night from 27 July to 28 July
NZ$275
27 July - 28 July
includes taxes & fees
8.4/10 Very Good! (570 reviews)
"I like the view of the sunset and the ambiance of the property."

Reviewed on 15 Jul. 2025

Sunset Shores Beach Hotel
Bequia Plantation Hotel

Bequia Plantation Hotel

3.5 out of 5
Belmont Road, Port Elizabeth Harbor, Belmont Walkway, Bequia Island
Fully refundableReserve now, pay when you stay
The price is NZ$329 per night from 22 July to 23 July
NZ$329
22 July - 23 July
includes taxes & fees
9/10 Wonderful! (280 reviews)
"The staff were friendly, and the food was excellent. I love that the hotel was located near other restaurants, offering a variety despite having its own outstanding dining options. The breakfast selection exceeded my expectations, showcasing a wide range of choices. I cherished walking along the ..."

Reviewed on 19 Jul. 2025

Bequia Plantation Hotel
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 Cheltenham holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday to Cheltenham costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Cheltenham?
You can typically find reduced prices and greater availability in August, September and October. Browse our cheap Cheltenham holiday packages and you could score some great off-season deals.
How many days is enough for Cheltenham?
Typically, a handful of days is enough to visit the top sights during your Cheltenham holiday. However, if you'd like to have some time to chill out or go on day tours, consider extending your trip.
How to find the best Cheltenham package deals?
Use Expedia's handy filters to find some terrific Cheltenham package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Cheltenham 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 usually best to book your holiday package well in advance.
Is it cheaper to book a Cheltenham holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and accommodation separately. Better still, you can customise your Cheltenham trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Cheltenham?
Enjoy incredible discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Cheltenham escape.
How to plan a trip to Cheltenham?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Cheltenham.
  2. Calculate your budget: Make sure you have enough money to cover everything from food and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to Cheltenham.
  3. Decide how long to go for: Now that you know more about Cheltenham, you can figure out the ideal length of your holiday. Put together a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your accommodation and airfare: Once you've nailed down your trip dates and duration, book the right Cheltenham holiday package for you.

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