Upton St. Leonards Vacations from $1,192

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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 Quays By Greene King Inns

The Quays By Greene King Inns

3 out of 5
Price was $1,925, price is now $1,192 per person
$1,192
per person
Aug 10 - Aug 12
found 2 days ago
Roundtrip flight included
Chicago (ORD) to Birmingham (BHX)
8.6/10 Excellent! (288 reviews)
Old premier inn hotel,wi fi was terrible kept going off

Reviewed on Jun 26, 2026

The Worlds End

The Worlds End

4 out of 5
Price was $1,972, price is now $1,210 per person
$1,210
per person
Aug 10 - Aug 12
found 2 days ago
Roundtrip flight included
Chicago (ORD) to Birmingham (BHX)
8.6/10 Excellent! (607 reviews)
Great location, lovely hotel, food, breakfast, really nice and helpful staff

Reviewed on Jun 7, 2026

Staverton Park Hotel & Golf Club

Staverton Park Hotel & Golf Club

4 out of 5
Price was $1,938, price is now $1,192 per person
$1,192
per person
Aug 10 - Aug 12
found 2 days ago
Roundtrip flight included
Chicago (ORD) to Birmingham (BHX)
8/10 Very Good! (1,004 reviews)
The room was good and the bed comfortable. Breakfast was good too. The only negative is that check out is at 10:30, and they wanted 20 pounds to extend it to 12.

Reviewed on Jun 14, 2026

ibis Northampton Centre

ibis Northampton Centre

3 out of 5
Price was $1,941, price is now $1,195 per person
$1,195
per person
Aug 10 - Aug 12
found 2 days ago
Roundtrip flight included
Chicago (ORD) to Birmingham (BHX)
7.8/10 Good! (1,003 reviews)
Decent budget hotel. Good value for money and a good location close to the train station

Reviewed on Jun 18, 2026

Mercure Northampton

Mercure Northampton

4 out of 5
Price was $1,973, price is now $1,218 per person
$1,218
per person
Aug 10 - Aug 12
found 2 days ago
Roundtrip flight included
Chicago (ORD) to Birmingham (BHX)
8.8/10 Excellent! (402 reviews)
Good location in the centre of town with parking. Comfortable bed.

Reviewed on Jun 22, 2026

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Stay near popular Upton St. Leonards attractions

Prinknash Abbey

6.8/5 (5 reviews)
You can find out about the history of Upton St. Leonards with a trip to Prinknash Abbey. Discover the beautiful countryside and spas in this relaxing area.
See properties

What to do in Upton St. Leonards

Churchill War Rooms & Blenheim Palace

Churchill War Rooms & Blenheim Palace Tour

$176
per adult
80% of travellers recommend
Churchill War Rooms & Blenheim Palace Tour
cotswolds drive premium private tour in mercedes benz

Private Cotswolds Tour: Small-Group Luxury in a Mercedes

$505
per traveler
Private Cotswolds Tour: Small-Group Luxury in a Mercedes
The Cotswolds with Lunch

The Cotswolds with Lunch

$162
per adult
The Cotswolds with Lunch
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
$88 nightly
The price is $106 total per night from Jul 26 to Jul 27
$106 total
Jul 26 - Jul 27
Total with taxes and fees
8.4/10 Very Good! (776 reviews)
"Staff polite as ever and attentive. Special mention to Francesca on reception."

Reviewed on Jun 21, 2026

Mercure Gloucester Bowden Hall Hotel
Hatton Court

Hatton Court

4 out of 5
Upton Hill Gloucester England
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $89 total per night from Jul 5 to Jul 6
$89 total
Jul 5 - Jul 6
Total with taxes and fees
8.4/10 Very Good! (481 reviews)
"Our stay was excellent at weekend. Staff were very helpful and food was very good. Room was nice and quiet with a view of the valley."

Reviewed on Jun 14, 2026

Hatton Court
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
$80 nightly
The price is $96 total per night from Jul 19 to Jul 20
$96 total
Jul 19 - Jul 20
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"Booked a one night stay to avoid the hottest day of the year and it was absolute bliss! Room was pefect, had more than enough amenities and the size of the room...wow! Breakfast was lovely too. Really glad I chose to stay here. Will definitely stay again."

Reviewed on Jun 26, 2026

Cheltenham Chase Hotel & Spa
See all 3,184 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.

Find the Best Upton St. Leonards Vacation Packages

Upton St. Leonards Essential Information

Language
English
Currency
British pounds sterling
Max Temp Winter
45ºF
Max Temp Summer
70ºF
Top Sights
Gloucester Cathedral, The Barn Owl Centre and Gloucester Ski and Snowboard Centre

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Frequently asked questions

How much does an Upton St. Leonards vacation package cost?
You'll find cheap prices from $1,192 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.