Upwey Holidays

  • Plan, book, travel with confidence
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    Better together
    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Upwey

Price found within the past 48 hours. Click for updated prices.
Avari Apartments - Winchester Collection

Avari Apartments - Winchester Collection

4 out of 5
London City Centre
Save 100% on your flight
per person
16 Feb - 18 Feb
found 16 hours ago
Return flight included
Dublin (DUB) to London (LHR)
7.8/10 Good! (6 reviews)
The location of this apartment was amazing. We loved how spacious the rooms were and the amenities included. Staff were quick to respond on Whatsapp. We would definitely stay here again.

Reviewed on 11 Dec 2023

Sloane Place

Sloane Place

4 out of 5
London City Centre
Save 100% on your flight
per person
14 Feb - 17 Feb
found 1 day ago
Return flight included
Dublin (DUB) to London (LHR)
9.2/10 Wonderful! (593 reviews)
Stay here consistently and reccomend

Reviewed on 4 Nov 2024

Oliver Plaza

Oliver Plaza

4 out of 5
London City Centre
Save 100% on your flight
per person
31 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to London (LHR)
9/10 Wonderful! (992 reviews)
Great location, clean rooms, great hot showers, excellent breakfast. Very friendly staff. Rooms are small but that’s understandable. Would recommend!

Reviewed on 25 Nov 2024

Cleveland Residences Kensington

Cleveland Residences Kensington

3 out of 5
London City Centre
per person
29 Dec - 1 Jan
found 22 hours ago
Return flight included
Dublin (DUB) to London (LHR)
9/10 Wonderful! (50 reviews)
stayed with the kids. mezzanine was perfect with lots of space, easy access to everything and appreciated the laundry

Reviewed on 18 Nov 2024

Henrietta Experimental

Henrietta Experimental

4 out of 5
London City Centre
Save 100% on your flight
per person
17 Jan - 19 Jan
found 1 hour ago
Return flight included
Dublin (DUB) to London (LHR)
9.6/10 Exceptional! (526 reviews)
A boutique hotel in a perfect location and a very friendly and accommodating staff. The bar and restaurant downstairs are intimate.

Reviewed on 18 Nov 2024

Top hotels in Upwey

Fairhaven Hotel
Fairhaven Hotel
2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is €69 per night from 16 Dec to 17 Dec
€69
includes taxes & fees
16 Dec - 17 Dec
8.4/10 Very Good! (503 reviews)
"Very nice room for a great price. Would highly recommend"

Reviewed on 24 Nov 2024

Fairhaven Hotel
Best Western Weymouth Hotel Rembrandt
Best Western Weymouth Hotel Rembrandt
3 out of 5
12-18 Dorchester Road, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is €88 per night from 1 Dec to 2 Dec
€88
includes taxes & fees
1 Dec - 2 Dec
8.2/10 Very Good! (1,000 reviews)
Weymouth hotel
"Veey nice"

Reviewed on 17 Nov 2024

Best Western Weymouth Hotel Rembrandt
The Jubilee Hotel East- with Spa Facilities
The Jubilee Hotel East- with Spa Facilities
3 out of 5
143-146 The Esplanade, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is €75 per night from 2 Dec to 3 Dec
€75
includes taxes & fees
2 Dec - 3 Dec
7/10 Good! (351 reviews)
Single room November one night stay
"Got a free upgrade to a larger room when I checked in which was a nice surprise Pleasant room with victorian style tall windows and high ceiling. Great shower and bed was comfy. Only small gripe was hotel wifi didnt reach my room but I got 4G signal so was able to message home. Would happily stay ..."

Reviewed on 24 Nov 2024

The Jubilee Hotel East- with Spa Facilities
See all 1,953 properties in Upwey
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.

Frequently asked questions

How much does an Upwey holiday package cost?
Starting from just €399, a holiday package is your portal to cheap travel. Custom make your Upwey getaway by choosing from our great range of hotels, flights and rental cars.
How do I get a cheap travel package to Upwey?
Combine your hotels and flights, add extras such as tours, and save with an Upwey holiday package. You won’t just score superb discounts on your adventure — you’ll have a world of choice within your reach too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 hotels throughout the world. Your next epic adventure starts right here, right now!
Where should I stay in Upwey?
With lots to discover in Upwey, we suggest you stay close to its attractions. SEA LIFE Centre Weymouth, Bowleaze Cove Beach and Preston Beach are some good ones to add to your must-see list.
What are the top hotels in Upwey?
Get your holiday off to a flying start by locking in a room at Shepherd Oak. It’s one of most popular properties in Upwey. Another welcoming option is Little Retreat.
How far in advance should I book my Upwey holiday?
It’s hard to pick the ideal time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available up to 12 months in advance. If you’re booking at the last minute, don’t worry. Discounted prices appear from time to time within a few weeks of departure dates.
What does an Expedia Upwey travel package include?
From airfares and hotels to car rentals, Expedia can help you craft an Upwey package that’s perfect for you. Holidaying for a week or two? Consider a rental car, flight and hotel bundle. If you’re taking a quick break, a hotel and flight deal could suit you better. Experiences can also be added after you’ve booked. Our travel packages make it a breeze to save and plan.
What should I know before booking an Upwey travel package?
A package can be easier on the hip pocket than separately booking all you need for your getaway. For example, bundle your flights, hotels and rental cars and save a packet. Whatever sort of holiday you’re planning, there’s bound to be a package that suits your budget.
Can I choose my airline with an Upwey Expedia holiday package?
You can, and with over 550 airlines to pick from across the globe, you have plenty of choice. Search the available options and find out which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Upwey holiday package?
Yes, you can. We get that even the best-laid plans can fail, so we’re happy to help if you need to make changes to your Upwey holiday package. You may be able to amend or cancel your itinerary for free if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Popular places to visit

Weymouth Beach featuring a sandy beach

Weymouth Beach

4.5/5(428 reviews)

Breathe in the salty sea air, savor hot fish and chips and take photos of the coastline as you amble along the Esplanade that follows the gentle curve of this beach.

Weymouth Beach
Chesil Beach

Chesil Beach

4.5/5(244 reviews)

If a restful holiday is part of your travel plans, Chesil Beach might be the perfect place to visit during your trip to Weymouth. Stroll along the area's waterfront or simply savour its cosy cafes.

Chesil Beach
Sea Life Park which includes signage and marine life

SEA LIFE Centre Weymouth

Witness turtles swimming over your head, take boat rides through a crocodile swamp and come face-to-face with a shark in Weymouth's incredible marine zoo.

SEA LIFE Centre Weymouth

What to do in Upwey

Pauls Walking Tour - Sat & Sundays at 10:00am - or Group book on 07851934735

Pauls Walking Tour - Sundays at 10:00am - or Group book on 07851934735

€12
Per adult
Pauls Walking Tour - Sundays at 10:00am - or Group book on 07851934735
4x4 Land Rover Safari Across Purbeck Hills and Jurassic Coast

JURASSIC COAST JEEP SAFARI *LAND ROVER* - PRIVATE GUIDED 4x4 TOUR

€1,385
Per adult
JURASSIC COAST JEEP SAFARI *LAND ROVER* - PRIVATE GUIDED 4x4 TOUR
Half-Day Guided E-Bike Tour Portland with Lunch

Half-Day Guided E-Bike Tour Portland with Brunch

€154
Per adult
Half-Day Guided E-Bike Tour Portland with Brunch
See all activities in Upwey
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.