Woolstone Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Woolstone
Queens Hotel Cheltenham
The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
S$158
20 Sept - 21 Sept
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"Overall, the hotel was well maintained and our room was clean and comfortable. The staff were friendly and the cookies at the reception were delicious! The breakfast was also really good. Only downside was that there was some white noise in the room and the floors were a little squeaky."
Reviewed on 31 Aug, 2026
Cheltenham Chase Hotel & Spa
Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
S$126
27 Sept - 28 Sept
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
"Very good hotel and reasonably priced. Drinks are very expensive. Our check out experience was dreadful. It took 25 minutes because the receptionist could not work out it the Expedia payment was complete. Spoilt what was otherwise a very pleasant experience."
Reviewed on 31 Aug, 2026
Gloucester Robinswood Hotel by Sunday
Marlstone Close Gloucester England
Fully refundableReserve now, pay when you stay
S$91
6 Sept - 7 Sept
includes taxes & fees
7.6/10 Good! (1,003 reviews)
"Shower curtain needs to be changed, washed or new one... mould on the bottom Room comfortable Spa facilities lovely shame not all jacuzzi and jets working but relaxing time Shame other guests ruined stay with loud shouting, kids knocking on our room door and running up and down the corridors During ..."
Reviewed on 31 Aug, 2026
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.
What to do in Woolstone
Oxford and Traditional Cotswolds Villages from London
S$171
per adult
100% of travellers recommend
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon
S$164
per adult
98% of travellers recommend
Frequently asked questions
How much does a Woolstone holiday package cost?
The cheapest Woolstone holiday package is , so your dream getaway can become a reality — without spending a fortune. Bundle flights, hotels, car rentals and more to custom build a package that's perfect for you.
How do I get a cheap travel package to Woolstone?
Crafting your own Woolstone holiday package with Expedia is an easy way to save. We offer access to over 550 airlines and 1,000,000 properties worldwide. With such an awesome range to select from, you'll have no issues putting together your dream getaway.
Where should I stay in Woolstone?
A holiday in Woolstone isn't complete without visiting Prescott Speed Hill Climb. Why not stay close to this popular attraction?
How far in advance should I book my Woolstone holiday?
Reserving your seat early with Expedia means one less thing to worry about. Most air carriers advertise tickets up to a year in advance. This is usually the cheapest time to book. If circumstances have left you booking late, discount flights to Woolstone sometimes occur a few weeks before departure.
What does an Expedia Woolstone travel package include?
It comes down to what you want. If you're travelling alone, you might decide to combine flights and hotels. Bringing the whole family to Woolstone? A travel package that includes flights, hotels and rental cars might be a better fit. Expedia gives you the flexibility and freedom to tailor your travel package.
What should I know before booking a Woolstone travel package?
Whether it's relaxation or adventure you're seeking, a Woolstone holiday package lets you organise your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Woolstone Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You're the boss! We have access to more than 550 partner airlines all over the world, so you have lots of choice when organising your Woolstone trip.
If I'm not able to travel, can I cancel my Woolstone holiday package?
It's impossible to predict what tomorrow might bring, so it's good to know that you can change or cancel your Woolstone holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.
* 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.
