Upwey Holidays

Photo by Sue Wormald

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now

Top hotels in Upwey

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$177 per night from 5 Mar to 6 Mar
S$177
5 Mar - 6 Mar
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Tiered room and decor

Reviewed on 26 Feb, 2026

Best Western Weymouth Hotel Rembrandt
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 S$106 per night from 4 Mar to 5 Mar
S$106
4 Mar - 5 Mar
includes taxes & fees
8.4/10 Very Good! (739 reviews)
Very much so. Extremely helpful and friendly

Reviewed on 19 Feb, 2026

Fairhaven Hotel
The Duchess of Cornwall Inn

The Duchess of Cornwall Inn

3.5 out of 5
12 Queen Mother Square, Dorchester England
Fully refundableReserve now, pay when you stay
The price is S$117 per night from 22 Mar to 23 Mar
S$117
22 Mar - 23 Mar
includes taxes & fees
9.2/10 Wonderful! (146 reviews)
Room excellent. Staff very friendly and helpful.

Reviewed on 22 Feb, 2026

The Duchess of Cornwall Inn
See all 2,090 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.

Popular places to visit

Abbotsbury Sub-Tropical Gardens which includes forests

Abbotsbury Sub-Tropical Gardens

Wander through these luxurious gardens, where the exotic and unusual flowers are reminiscent of the tropics.

Abbotsbury Sub-Tropical Gardens

What to do in Upwey

Half-Day Guided E-Bike Tour Portland with Brunch

Half-Day Guided E-Bike Tour Portland with Brunch

S$224
per adult
Half-Day Guided E-Bike Tour Portland with Brunch
Pauls Walking Tour - Sat & Sundays at 10:00am - or Group book on 07851934735

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

S$17
per adult
Pauls Walking Tour - Sundays at 10:00am - or Group
See all activities in Upwey

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.