Upton St. Leonards Vacations from $749

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Your Upton St. Leonards Vacation

The best way to experience this exciting city is with a custom-made Upton St. Leonards vacation package. Stay in the neighborhood of Newnham, which is great for families, history and nature or go someplace else — our packages are all about you. Want to explore your new surroundings? Gloucester Quays, Gloucester Cathedral and Kingsholm Stadium are three of the top places to visit during your trip to Upton St. Leonards. A few clicks is all it takes to create your perfect Upton St. Leonards vacation on Expedia.

The Latest Upton St. Leonards vacation packages

Price found within the past 48 hours. Click for updated prices.
The Class Place

The Class Place

4 out of 5
Birmingham City Centre
Price was $904, price is now $749 per person
$749
per person
Oct 5 - Oct 8
just found
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
8.8/10 Excellent! (18 reviews)
Great! Good location and great communication for checking in.

Reviewed on Feb 1, 2019

Cowley Manor Experimental

Cowley Manor Experimental

4 out of 5
Save 100% on your flight
Price was $2,969, price is now $2,479 per person
$2,479
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
New York (NYC) to Birmingham (BHX)
9.2/10 Wonderful! (227 reviews)
Nice stay and great food

Reviewed on Jul 27, 2025

Charingworth Manor

Charingworth Manor

3.5 out of 5
Price was $1,750, price is now $1,370 per person
$1,370
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Birmingham (BHX)
9.2/10 Wonderful! (195 reviews)
Wonderful stay! The property, grounds and rooms were stunning. Fantastic location to explore the Cotswolds

Reviewed on Aug 17, 2025

Kings Head Hotel

Kings Head Hotel

4 out of 5
Price was $1,170, price is now $958 per person
$958
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Birmingham (BHX)
9/10 Wonderful! (655 reviews)
Hotel was clean and staff friendly

Reviewed on Aug 18, 2025

The Grand Hotel Birmingham

The Grand Hotel Birmingham

4 out of 5
Birmingham City Centre
Price was $1,244, price is now $1,032 per person
$1,032
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
9.4/10 Exceptional! (1,049 reviews)
Visiting from US, we would go back to Birmingham and stay here again. Nice and Relaxing atmosphere.

Reviewed on Aug 23, 2025

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Discover the most popular places to visit in Upton St. Leonards

Merchants\' Quay showing shopping, street scenes and signage

Gloucester Docks

4.5/5(6 reviews)

Once a thriving maritime port, this urban redevelopment is now a buzzing district of fashion outlets, riverside restaurants, museums and a working boatyard.

Gloucester Docks
Gloucester Cathedral which includes heritage architecture, interior views and a church or cathedral

Gloucester Cathedral

5/5(14 reviews)

Home to the tomb of King Edward II, this magnificent 1,300-year-old cathedral was also a filming location for the Harry Potter movies.

Gloucester Cathedral
'I know it's not a barn owl' It's 'Leighton' the buzzard

The Barn Owl Centre

Enjoy an outing to The Barn Owl Centre during your stay in Gloucester. Check out the spas and lively bars in this relaxing area.

The Barn Owl Centre

What to do in Upton St. Leonards

Classic Cotswolds – Online Self-Guided Road Trip Plan

Classic Cotswolds – Online Self-Guided Road Trip Plan

$17
per traveler
Classic Cotswolds – Online Self-Guided Road Trip Plan
The Cotswolds and Blenheim Palace with Lunch in British Pub

As seen in Bridgerton: Cotswold's & Blenheim Palace with Cream Tea

$146
per adult
80% of travellers recommend
As seen in Bridgerton: Cotswold's & Blenheim Palace with Cream Tea
Scenic Transfer from Stratford Upon Avon to London Via Cotswolds

Scenic Transfer from Stratford Upon Avon to London Via Cotswolds

$120
per adult
Scenic Transfer from Stratford Upon Avon to London Via Cotswolds
See all activities in Upton St. Leonards

Upton St. Leonards Hotel Deals

Mercure Gloucester Bowden Hall Hotel

Mercure Gloucester Bowden Hall Hotel

4 out of 5
Bondend Lane Upton St Leonards, Gloucester, England
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $94 total per night from Sep 7 to Sep 8
$94 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (698 reviews)
"Breakfast was first rate, large choice and high quality."

Reviewed on Aug 13, 2025

Mercure Gloucester Bowden Hall Hotel
De Vere Cotswold Water Park

De Vere Cotswold Water Park

4 out of 5
Lake 6 Spine Road East, South Cerney, Cirencester, England
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $145 total per night from Sep 3 to Sep 4
$145 total
Sep 3 - Sep 4
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Nice overall family stay"

Reviewed on Aug 13, 2025

De Vere Cotswold Water Park
De Vere Tortworth Court

De Vere Tortworth Court

4 out of 5
1 Tortworth, Tortworth, Wotton-under-Edge, England
$113 nightly
The price is $135 total per night from Sep 1 to Sep 2
$135 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Beautiful property"

Reviewed on Aug 20, 2025

De Vere Tortworth Court
See all 2,766 properties in Upton St. Leonards
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.

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Frequently asked questions

How much does an Upton St. Leonards vacation package cost?
You'll find cheap prices from $749 on Expedia for your Upton St. Leonards getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Upton St. Leonards costs.
What are the cheapest months to go to Upton St. Leonards?
If you're looking to snag a cheap Upton St. Leonards vacation package, consider traveling in April, September and December. You're likely to find better rates on hotels and flights during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Upton St. Leonards?
The ideal length of your Upton St. Leonards vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you time to go to all the leading attractions and explore some hidden spots along the way.
How to find the best Upton St. Leonards package deals?
Finding a cheap Upton St. Leonards package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply some filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Upton St. Leonards package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book an Upton St. Leonards vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights individually. Better still, you can customize your Upton St. Leonards getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Upton St. Leonards?
Land amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Upton St. Leonards getaway.
Does Expedia offer Book Now, Pay Later Upton St. Leonards vacation packages?
Jet off on your perfect trip to Upton St. Leonards with our Book Now, Pay Later vacations. No need to scrimp and save or wait for your next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.