Little Dean Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Little Dean

Leonardo Hotel Cheltenham
Leonardo Hotel Cheltenham
4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 13 Jul to 14 Jul
S$139
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Great for the festival if you don’t want to stay in the city centre o"

Reviewed on 11 Jun, 2025

Leonardo Hotel Cheltenham
De Vere Tortworth Court
De Vere Tortworth Court
4 out of 5
1 Tortworth, Tortworth, Wotton-under-Edge, England
Fully refundableReserve now, pay when you stay
The price is S$233 per night from 6 Jul to 7 Jul
S$233
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Great stay, toilet roll is king.
"Great stay and really enjoyed the food at the hotel. The stay was great, but the rooms could do with a bit of extra paint and the public loo didnt have toilet roll on both days i went to visit. when asking for loo roll, it felt an inconvenience from the staff unfortunately."

Reviewed on 20 Jun, 2025

De Vere Tortworth Court
Holiday Inn Gloucester-Cheltenham by IHG
Holiday Inn Gloucester-Cheltenham by IHG
4 out of 5
Crestway, Barnwood, Gloucester, England
Fully refundable
The price is S$118 per night from 29 Jun to 30 Jun
S$118
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (458 reviews)
"Very friendly and helpful check in. Moved to a room on the ground floor as travelling on a blue badge,no trouble at all. Room was large and comfortable,also clean . We travelled with our dog too and she was made to feel welcome ,unlike some hotels that claim to be dog friendly. Swimming pool was ..."

Reviewed on 23 Jun, 2025

Holiday Inn Gloucester-Cheltenham by IHG
See all 1,943 properties in Little Dean
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 Little Dean holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Little Dean costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Little Dean?
If you'd like to snag a cheap Little Dean holiday package, consider planning a trip in January, February and March. You'll usually find lower rates on airfares and hotels during these quieter months --- ideal for travellers wishing to save money.
How many days is enough for Little Dean?
With a well-planned itinerary, you can easily visit the main Little Dean sights in a few days. But if you want to discover lesser-known spots or go on day tours, consider booking your Little Dean holiday for longer.
How to find the best Little Dean package deals?
Bagging a cheap Little Dean package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Little Dean package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Little Dean holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can tailor your Little Dean escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Little Dean?
If you've got your Little Dean travel dates confirmed, book as soon as you can to grab some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Little Dean?

  1. Pick your travel dates: What you want to do in Little Dean and your favourite season can help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your hotel will probably be the biggest expense during your trip to Little Dean.
  3. Decide how long to go away for: Now that you're more familiar with Little Dean, you can work out the ideal length of your break. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Little Dean holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.