Upstreet Vacations from $1,005

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Your Upstreet Vacation

With plenty of highlights as well as some hidden gems, this city is best explored with a Upstreet vacation package. Check out hotels located in Birchington, which is great for nature, history and walking. Any trip to Upstreet needs a well-crafted itinerary. Fill yours with major attractions like Canterbury Cathedral, St. Martins Church and University of Kent. Whoever you're taking time off with and whatever your budget, your dream Upstreet vacation is just clicks away with Expedia.

The Latest Upstreet vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton London Gatwick Airport

Hilton London Gatwick Airport

4 out of 5
Price was $1,082, price is now $1,005 per person
$1,005
per person
May 16 - May 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LGW)
9/10 Wonderful! (4,148 reviews)
Comfortable and clean rooms. Good restaurant food with quick service and friendly staff. Proximity to the south terminal makes this the obvious best choice when catching an early morning flight.

Reviewed on Apr 8, 2026

Sofitel London Gatwick

Sofitel London Gatwick

4 out of 5
Price was $1,847, price is now $1,659 per person
$1,659
per person
Jun 17 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to London (LGW)
9/10 Wonderful! (1,986 reviews)
A straightforward stay - just what we needed before our flight.

Reviewed on Apr 9, 2026

Bloc Hotel London Gatwick Airport

Bloc Hotel London Gatwick Airport

3 out of 5
Price was $1,101, price is now $1,016 per person
$1,016
per person
May 16 - May 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LGW)
8.8/10 Excellent! (4,825 reviews)
Staff were unhelpful at check in. The room was enough for the night before my flight. It had towels. Bathroom poor design as it got everything wet.

Reviewed on Apr 7, 2026

Courtyard by Marriott London Gatwick Airport

Courtyard by Marriott London Gatwick Airport

4 out of 5
Price was $2,311, price is now $2,291 per person
$2,291
per person
Jun 22 - Jun 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to London (LGW)
8.6/10 Excellent! (1,002 reviews)
Booked the room as a family / triple room. There were always going to be 3 of us. All in room facilities were for 2. We even ran out of toilet paper without a spare roll left in the room. 2 star property with a 4 star price.

Reviewed on Apr 5, 2026

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Discover the most popular places to visit in Upstreet

Canterbury Cathedral

Canterbury Cathedral

4.5/5(72 reviews)

This 1,400-year-old establishment is known for its breathtaking Gothic ceilings, its outstanding historical collections and its choir.

Canterbury Cathedral
Boats moored at a canal, Canterbury, Kent, England

University of Kent

4.5/5(8 reviews)

Explore the campus of University of Kent, during your trip to Canterbury. Make time to visit the area's stunning cathedral, or simply enjoy its top-notch restaurants.

University of Kent
Wingham Wildlife Park

Wingham Wildlife Park

Visit the native and exotic animals who live at Wingham Wildlife Park during your trip to Wingham. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Wingham Wildlife Park

What to do in Upstreet

Leeds Castle, Canterbury & Dover Tour with Admission

Leeds Castle, Canterbury & Dover Guided Tour from London

$139
per adult
90% of travellers recommend
Leeds Castle, Canterbury & Dover Guided Tour from London
Iconic Cliffs of Dover & Kent from London

Iconic Cliffs of Dover & Kent from London

$153
per adult
100% of travellers recommend
Iconic Cliffs of Dover & Kent from London
Picture 9 for Activity Battle of Britain Memorial Entry Ticket

Battle of Britain Memorial Entry Ticket

$8
per adult
Battle of Britain Memorial Entry Ticket
See all activities in Upstreet

Upstreet Hotel Deals

Hythe Imperial Hotel Spa & Golf

Hythe Imperial Hotel Spa & Golf

4 out of 5
Princes Parade Hythe England
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $91 total per night from Apr 12 to Apr 13
$91 total
Apr 12 - Apr 13
Total with taxes and fees
9/10 Wonderful! (1,095 reviews)
Lovely hotel, good location and great service.

Reviewed on Apr 9, 2026

Hythe Imperial Hotel Spa & Golf
Dover Marina Hotel & Spa, Tapestry Collection by Hilton

Dover Marina Hotel & Spa, Tapestry Collection by Hilton

4 out of 5
Waterloo Crescent Dover England
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $92 total per night from Apr 12 to Apr 13
$92 total
Apr 12 - Apr 13
Total with taxes and fees
8.6/10 Excellent! (874 reviews)
Friendly staff and great location, had a great run in the morning!

Reviewed on Apr 9, 2026

Dover Marina Hotel & Spa, Tapestry Collection by Hilton
Ashford International Hotel & Spa

Ashford International Hotel & Spa

4 out of 5
Simone Weil Avenue Ashford England
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $90 total per night from May 10 to May 11
$90 total
May 10 - May 11
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
N/a

Reviewed on Apr 6, 2026

Ashford International Hotel & Spa
See all 2,268 properties in Upstreet
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 Upstreet Vacation Packages

Upstreet Essential Information

Language
English
Currency
British pounds sterling
Population
610
Max Temp Winter
45ºF
Max Temp Summer
65ºF
Top Sights
Canterbury Cathedral, Marlowe Theatre and Howletts Wild Animal Park

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Frequently asked questions

How much does a Upstreet vacation package cost?
You can snap up a vacation package to this destination from $1,005 on Expedia. However, how much your vacation to Upstreet costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Upstreet?
If you'd like to book a cheap Upstreet vacation package, consider traveling in August, November and December. You'll usually find better prices on hotels and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Upstreet?
With a well-planned itinerary, you can easily tick off the top Upstreet attractions in a few days. But if you want to discover hidden spots or go on day trips, consider booking your Upstreet vacation for longer.
How to find the best Upstreet package deals?
Landing a cheap Upstreet package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most economical Upstreet package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Upstreet vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights separately. Better still, you can tailor your Upstreet escape to match your exact style. 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 Upstreet?
Secure amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Upstreet break.
Does Expedia offer Book Now, Pay Later Upstreet vacation packages?
Set off on your ideal getaway to Upstreet with help from our Book Now, Pay Later vacations. No need to save up or wait until your next payday — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snap up cheap deals before they sell out.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.