Upwey Vacations from $1,524
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
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Your Upwey Vacation
Say bye-bye to the worries of planning and hello to a Upwey vacation package. With your travel details organized before you leave, you can focus on discovering the best of this city, starting with Puncknowle, which is good for nature, history and culture. Fill your schedule with tours of Weymouth Beach, Chesil Beach and Weymouth Harbour, some of the top attractions you should see during your trip to Upwey. Whatever your travel plans or the size of your budget, organizing a tailored Upwey vacation is simple with Expedia.
The Latest Upwey vacation packages
Price found within the past 48 hours. Click for updated prices.
Miiro Templeton Garden
London City Centre
$1,524
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (704 reviews)
Beautiful hotel, really stylish and comfortable with impeccable vibes from the staff - they couldn't have been more helpful. The room was beautifully furnished with great views across the garden, and really tranquil despite it's closeness to Earls Court Rd. And fantastic cocktails in the bar - the honey drop was something else.
Reviewed on Aug 16, 2026
Hotel Riu Plaza London Victoria
London City Centre
$1,581
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9/10 Wonderful! (3,997 reviews)
The people at the check-in are professional but quite cold whereas the men waiting in the lobby are very nice.
Breakfast was excellent.
Our room, number 19 in the basement was freezing cold, we just shut it off. Why is the A/C so cold ? It costs money, it is bad for the planet and I had a headache ?
Reviewed on Aug 17, 2026
The Gyle - Kings Cross St Pancras, London
London City Centre
$1,765
per person
Nov 4 - Nov 10
found 12 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (573 reviews)
We stayed for two nights
Staff were brilliant, couldn’t do enough to make our stay great
Room was lovely, A/C worked well and breakfast was very good, lots of choices
For us living in a bungalow, the steep narrow staircases to the rooms were a bit tricky. Specially on the down with a suitcase
Reviewed on Aug 16, 2026
What to do in Upwey
Guided E-Bike Tour of the Isle of Portland, Dorset
$171
per adult
Portland Jurassic Coast Guided Mini Bus Excursions
$154
per adult
Nordic Walking Tour of Weymouth’s Iconic Landmarks
$13
per adult
Upwey Hotel Deals
Fairhaven Hotel
Fairhaven Hotel, 37 Esplanade Weymouth England
Fully refundableReserve now, pay when you stay
$112 nightly
$134 total
Sep 17 - Sep 18
Total with taxes and fees
The Jubilee Hotel East- with Spa Facilities
143-146 The Esplanade Weymouth England
$110 nightly
$132 total
Sep 2 - Sep 3
Total with taxes and fees
7.2/10 Good! (495 reviews)
"Staff were very helpful & accommodating. Eg. Reception staff, bar staff, waitresses etc. Parking & early check in was no problems. Food was hot & plenty of variety both breakfast & excellent restaurant menu. Excellent location & good facilities. Room was clean, well equipped & comfortable. 10/10 ..."
Reviewed on Aug 16, 2026
Best Western Weymouth Hotel Rembrandt
12-18 Dorchester Road Weymouth England
Fully refundableReserve now, pay when you stay
$121 nightly
$145 total
Sep 6 - Sep 7
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"Reception staff friendly and helpful. Convenient for sea front and great parking. Room and bathroom quite tired. Not really value for money. Restaurant very canteen like. Breakfast average."
Reviewed on Aug 17, 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.
Find the Best Upwey Vacation Packages
Upwey Essential Information
Language | English |
|---|---|
Currency | British pounds sterling |
Top Sights | Weymouth Beach, Chesil Beach and Weymouth Pavilion |
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Frequently asked questions
How much does an Upwey vacation package cost?
Offering great value package deals from $1,524 on Expedia, you'll be pleasantly surprised at how much a vacation to Upwey costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Upwey?
March, April and December are the best times to search for cheap Upwey vacation packages. Choosing to travel in less busy months means you can usually find reduced prices on accommodations and flights.
How many days is enough for Upwey?
With a well-organized itinerary, you can easily tick off the most popular Upwey sights in a few days. But if you prefer to venture off the beaten track or take day trips, think about booking your Upwey vacation for longer.
How to find the best Upwey package deals?
Bagging a cheap Upwey package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Upwey package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Upwey vacation as a package?
You can enjoy significant savings on your next Upwey getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Upwey?
If you've got your Upwey vacation dates locked in, book early to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Upwey vacation packages?
Your Upwey getaway is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
Explore a world of travel with Expedia
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- Visit Chickerell
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
