Upwey Holidays

Photo by Sue Wormald

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Top hotels in Upwey

Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
The price is S$177 per night from 20 Jul to 21 Jul
S$177
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very good! (828 reviews)
"Always enjoy our stay, we have stayed in the Fairhaven 3 years on the trot and the staff are all very helpful and nice"

Reviewed on 12 Jul, 2026

Fairhaven Hotel
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 refundable
The price is S$189 per night from 20 Jul to 21 Jul
S$189
20 Jul - 21 Jul
includes taxes & fees
7.2/10 Good! (477 reviews)
"Friendly helpful staff. Clean hotel food good"

Reviewed on 15 Jul, 2026

The Jubilee Hotel East- with Spa Facilities
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 S$218 per night from 16 Aug to 17 Aug
S$218
16 Aug - 17 Aug
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Everything was as expected but the hotel could use an update. it felt a bit like a hospital with the dated floor tiles and signage. Breakfast was not great quality either. however i know that times are hard but a business the size of best western could maybe do a refit instead of putting a band aid ..."

Reviewed on 13 Jul, 2026

Best Western Weymouth Hotel Rembrandt
See all 2,399 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.

What to do in Upwey

Half-Day Guided E-Bike Tour Portland with Brunch

Half-Day Guided E-Bike Tour Portland with Brunch

S$222
per adult
Half-Day Guided E-Bike Tour Portland with Brunch
Pauls Walking Tour - Sundays at 10:00am - or Group

Pauls Walking Tours - Sundays at 10:00am

S$17
per adult
Pauls Walking Tours - Sundays at 10:00am
Portland Shore Excursion: Jurassic Coast Highlights

Portland Shore Excursion: Jurassic Coast Highlights

S$112
per adult
Portland Shore Excursion: Jurassic Coast Highlights
See all activities in Upwey

Frequently asked questions

How much does an Upwey holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Upwey costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Upwey?
The off-season is the best time to visit Upwey if you're on a budget. Another tip for finding cheap Upwey holiday packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Upwey?
The ideal length for your Upwey holiday depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to hit all the top sights and discover some hidden spots along the way.
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 personalise your search by "Amenities," "Property type," "Traveller 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 holiday as a package?
You can enjoy significant savings on your next Upwey getaway by booking a tailored holiday 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 holiday package to Upwey?
If you've got your Upwey holiday 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.
How to plan a trip to Upwey?

  1. Pick your dates: What you want to do in Upwey and your favourite season will help you decide when to get away.
  2. Budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Upwey.
  3. Decide how long to go for: Now that you're up to speed on Upwey, you can figure out the perfect length of your break. Create a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customised Upwey holiday package.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.