Upwey Vacations from $1,135
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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.
Chelsea - Draycott Place apartments by Viridian Apartments
London City Centre
$1,564
per person
Nov 13 - Nov 20
found 19 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
9.6/10 Exceptional! (7 reviews)
Fabulous flat. The only big problem was that it was five flights of stairs up and it doesn’t state that in the description. With two 20kg suitcases this was not fun!!
Reviewed on Apr 1, 2025
What to do in Upwey
Guided E-Bike Tour of the Isle of Portland, Dorset
$173
per adult
Upwey Hotel Deals
Fairhaven Hotel
Fairhaven Hotel, 37 Esplanade Weymouth England
Fully refundableReserve now, pay when you stay
$76 nightly
$91 total
Oct 5 - Oct 6
Total with taxes and fees
8.4/10 Very Good! (879 reviews)
"Corridors have sensor lights, some of which take a while to light up so it can be dark. Housekeeping was fab with clean towels and refreshments replaced every day. Excellent beach front location. Our room this time was on the 2nd floor with a lovely bay window. We have also stayed in the 1st floor ..."
Reviewed on Oct 2, 2026
Best Western Weymouth Hotel Rembrandt
12-18 Dorchester Road Weymouth England
Fully refundableReserve now, pay when you stay
$104 nightly
$125 total
Nov 2 - Nov 3
Total with taxes and fees
Sleeping Bear Hotel Dorchester
32 High West Street, 32 Dorchester England
Fully refundableReserve now, pay when you stay
$66 nightly
$79 total
Oct 11 - Oct 12
Total with taxes and fees
8.8/10 Excellent! (611 reviews)
"Stu"
Reviewed on Oct 2, 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 $1,135 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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- Sandsfoot Castle
- Kingston Maurward Park and Gardens
- Visit Broadwey
- Weymouth Harbour
- Abbotsbury Swannery
- Visit Poundbury
- Abbotsbury Children's Farm
- Visit Chickerell
- Tutankhamun: The Exhibition
- Nothe Fort
- The Olympic Rings Stone Sculpture
- Weymouth Vacations
- Verne High Angle Battery
- Visit Whitcombe
- Durdle Door Beach
- Maiden Castle
- Durdle Pier
- Abbotsbury Sub-Tropical Gardens
- Sea LIFE Centre Weymouth
- Chesil Beach
- Dorchester Vacations
- Castle Cove Beach
- Visit Weymouth
- Durdle Door
- Weymouth Beach
- Portland Vacations
- Visit South Coast
- Portland Harbour
- Tolpuddle Martyrs Museum
- Fantasy Island Fun Park
- Visit Dorset
- Hardy Monument
- Portland Castle
- Visit Dorchester
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- Church Ope Cove
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
