Woolstone Vacations from $1,056

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Your Woolstone Vacation

Reserve a Woolstone vacation package and prepare to experience the best of this lively city. Consider staying in the neighborhood of Montpellier, which is great for bars and pubs, dining and cafes. Fill your days with visits to Cheltenham Racecourse, Sudeley Castle and Cheltenham Town Hall, some of the things you just have to see during a trip to Woolstone. No matter your travel plans or the size of your budget, organizing a tailored Woolstone vacation is easy with Expedia.

The Latest Woolstone vacation packages

Price found within the past 48 hours. Click for updated prices.
Beckbury House

Beckbury House

2 out of 5
Price was $1,182, price is now $1,056 per person
$1,056
per person
May 22 - May 27
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Birmingham (BHX)
9.2/10 Wonderful! (34 reviews)
very quite and clean space, landlord very reactive as well.

Reviewed on Feb 26, 2026

Apartment in Birmingham Near Bullring

Apartment in Birmingham Near Bullring

2 out of 5
Perry Barr
Price was $1,491, price is now $1,244 per person
$1,244
per person
May 22 - May 27
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Birmingham (BHX)
No reviews
Walton Hall Hotel & Spa by Sunday

Walton Hall Hotel & Spa by Sunday

4 out of 5
Price was $1,535, price is now $1,299 per person
$1,299
per person
May 8 - May 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Birmingham (BHX)
7.6/10 Good! (1,002 reviews)
It was generally just ok. Room was a bit tired but it was quiet and that's what its all about.

Reviewed on Nov 19, 2025

The Lygon Arms - an Iconic Luxury Hotel

The Lygon Arms - an Iconic Luxury Hotel

4 out of 5
Price was $2,149, price is now $1,845 per person
$1,845
per person
May 19 - May 23
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Birmingham (BHX)
8.8/10 Excellent! (682 reviews)
Friendliness and helpfulness of all the staff.

Reviewed on Feb 11, 2026

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Discover the most popular places to visit in Woolstone

Cheltenham Racecourse from Cleeve Hill

Cheltenham Racecourse

3.5/5(3 reviews)

You can take time to visit Cheltenham Racecourse during your travels to Cheltenham. Discover the beautiful countryside and lively bars in this relaxing area.

Cheltenham Racecourse
F04AR9 Cheltenham Town Hall, Cheltenham, Gloucestershire, England

Cheltenham Town Hall

4/5(2 reviews)

Find out about the history of Cheltenham when you take a trip to Cheltenham Town Hall. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Cheltenham Town Hall
Sudeley Castle featuring heritage architecture, a church or cathedral and a garden

Sudeley Castle

4.5/5(2 reviews)

Uncover centuries of royal history amid the halls, gardens and art exhibitions of this 15th-century castle set in the shadow of the Cotswold Hills.

Sudeley Castle

What to do in Woolstone

Cotswolds Full-Day Tour From Birmingham

Cotswolds Full-Day Tour From Birmingham

$100
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
Travel the back roads in one of our comfy 16-seater Mercedes minibuses - we can go where big coaches can't!

Secret Cotswolds Tour from Stratford-on-Avon or Moreton-in-Marsh

$108
per adult
Secret Cotswolds Tour from Stratford-on-Avon or Moreton-in-Marsh
London Cotswolds Villages Day Trip by Minibus

London Cotswolds Villages Day Trip by Minibus

$101
per adult
London Cotswolds Villages Day Trip by Minibus
See all activities in Woolstone

Woolstone Hotel Deals

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
$77 nightly
The price is $93 total per night from Mar 29 to Mar 30
$93 total
Mar 29 - Mar 30
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Room was very clean and spacious

Reviewed on Feb 24, 2026

Cheltenham Chase Hotel & Spa
Hatherley Manor Hotel & Spa

Hatherley Manor Hotel & Spa

4 out of 5
Down Hatherley Lane Gloucester England
$89 nightly
The price is $107 total per night from Mar 15 to Mar 16
$107 total
Mar 15 - Mar 16
Total with taxes and fees
8.2/10 Very Good! (753 reviews)
Cleanliness staff and facilities

Reviewed on Feb 25, 2026

Hatherley Manor Hotel & Spa
Queens Hotel Cheltenham

Queens Hotel Cheltenham

4 out of 5
The Promenade Cheltenham England
$100 nightly
The price is $120 total per night from Mar 8 to Mar 9
$120 total
Mar 8 - Mar 9
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
The bed was so comfy and the staff were lovely :)

Reviewed on Feb 23, 2026

Queens Hotel Cheltenham
See all 3,107 properties in Woolstone
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.

Find the Best Woolstone Vacation Packages

Woolstone Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Brize Norton (BZZ-RAF Brize Norton)
Top Sights
Sudeley Castle, Everyman Theatre and Cheltenham Playhouse

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Frequently asked questions

How much does a Woolstone vacation package cost?
You can pick up a vacation package to this popular destination from $1,056 on Expedia. However, how much your vacation to Woolstone costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Woolstone?
You can generally find reduced prices and greater availability in November, December and January. Browse our cheap Woolstone vacation packages and you could score some great off-season discounts.
How many days is enough for Woolstone?
With a well-organized itinerary, you can easily tick off the top Woolstone attractions in a few days. But if you prefer to venture off the beaten track or go on day tours, consider booking your Woolstone vacation for longer.
How to find the best Woolstone package deals?
Begin your search for a Woolstone package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Woolstone package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Woolstone escape off to a flying start.
Is it cheaper to book a Woolstone vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations individually. Better still, you can personalize your Woolstone getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Woolstone?
If you have your Woolstone travel dates finalized, book as early as you can to bag some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Woolstone?

  1. Choose when to travel: Check your schedule and get your bags packed. Your preferred time of year and the available activities will also help you decide when to escape to Woolstone.
  2. Set a budget: Consider costs such as food, flights and transportation when working out how much to save for your trip to Woolstone. Then, pick a property that matches your budget, whether that's an affordable option or a swankier getaway.
  3. Organize your Woolstone getaway with Expedia's trip planning tool: Look for and book stays and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Woolstone together.
  4. Decide how long to go away for: Now that you're more familiar with Woolstone, you can figure out the right length of your vacation. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Woolstone vacation package.
  6. Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on the highlights of Woolstone. Find all the fun things to do in Woolstone with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Woolstone vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Woolstone vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.