Weymouth and Portland District Holidays

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Top hotels in Weymouth and Portland District

Fairhaven Hotel

Fairhaven Hotel

Fairhaven Hotel, 37 Esplanade Weymouth England
S$188
6 Sept - 7 Sept
includes taxes & fees
8.4/10 Very good! (846 reviews)
"Staff was friendly and helpful"

Reviewed on 6 Aug, 2026

Fairhaven Hotel
The Jubilee Hotel East- with Spa Facilities

The Jubilee Hotel East- with Spa Facilities

143-146 The Esplanade Weymouth England
S$172
1 Sept - 2 Sept
includes taxes & fees
7.2/10 Good! (489 reviews)
"I liked that it was comfortable and convenient and they provided board games if you wanted them and entertainment. Worth noting that reception is around the back."

Reviewed on 6 Aug, 2026

The Jubilee Hotel East- with Spa Facilities
Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

12-18 Dorchester Road Weymouth England
S$185
6 Sept - 7 Sept
includes taxes & fees
8.4/10 Very good! (1,006 reviews)
"Room was lovely, staff very helpful, breakfast very good. Couldn't use the charging points externally as they were only 3 pin."

Reviewed on 5 Aug, 2026

Best Western Weymouth Hotel Rembrandt
See all 897 properties in Weymouth and Portland District
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.

Stay near popular Weymouth and Portland District attractions

A beach with striped beach chairs and umbrellas, a sandy shore, and a cityscape in the background.

Weymouth Beach

9.2/10 (1,006 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.
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A coastal landscape with a prominent red and white lighthouse, rocky cliffs, and a white building with a green roof.

Portland Bill Lighthouse

9.2/10 (189 reviews)
Find out about the history of Portland when you spend time at Portland Bill Lighthouse. Wander the area's beautiful beaches or simply enjoy one of its lively bars.
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A large artillery piece in a historic fortification with flags and a small building in the background.

Nothe Fort

9.0/10 (130 reviews)
Weymouth's Victorian-era fort has transformed from the town's first line of defense into one of the area's most popular spots for a fun-filled day out.
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A blue building with murals of sea creatures and a sign reading "Welcome to SealiFE Adventure Park".

SEA LIFE Centre Weymouth

8.2/10 (75 reviews)
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.
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A rocky coastline with waves crashing against the rocks.
Photo by Dan Weston

Portland Bill

9.0/10 (88 reviews)
Commune with nature and explore the great outdoors at Portland Bill during your travels in Portland. Stroll along the area's waterfront or simply savour its lively bars.
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Weymouth Pavilion

9.0/10 (219 reviews)
You can get tickets for a performance at Weymouth Pavilion during your trip to Weymouth. Stroll along the area's waterfront or simply savour its lively bars.
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Portland Harbour

9.0/10 (10 reviews)
Explore the waterfront in Portland with a trip to Portland Harbour. Stroll along the area's beautiful beaches or simply savour its lively bars.
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Weymouth and Portland National Sailing Academy

9.2/10 (5 reviews)
Enjoy the student vibe when you visit Weymouth and Portland National Sailing Academy during your travels in Portland. Wander the area's beautiful beaches or simply enjoy one of its lively bars.
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Frequently asked questions

How much does a Weymouth and Portland District holiday package cost?
Starting from just , a holiday package is your portal to low-cost travel. Custom make your Weymouth and Portland District escape by choosing from our huge range of airfares, hotels and rental cars.
How do I get a cheap travel package to Weymouth and Portland District?
Bundling your flight and hotel with Expedia won't just save precious time — it'll save you a nice amount too. A Weymouth and Portland District holiday package makes it a cinch to create your perfect trip. With more than 550 airlines all over the world to choose from, finding convenient flights that suit your schedule will be no sweat. Not only that, we've got over 1,000,000 properties globally to choose from. Now that's choice! Whatever your budget, Expedia puts the world within your reach.
What are the top hotels in Weymouth and Portland District?
Look up Best Western Wessex Royale Hotel Dorchester and The Kings Arms. They're top picks for many travellers headed to Portland. If Wyke Regis is on your itinerary, Gloucester House and The Jubilee Hotel are a couple of great options.
How far in advance should I book my Weymouth and Portland District holiday?
It can be difficult to know exactly when is the perfect time to book your holiday to Weymouth and Portland District. But usually the earlier you book, the more affordable the prices. In some cases, you can reserve your flights and hotels up to a year prior to your departure date. If you're eager to escape on a last-minute getaway, no need to fret! There are terrific bargains posted on Expedia all the time.
What does an Expedia Weymouth and Portland District travel package include?
Much of that is up to you. You can choose from a variety of Weymouth and Portland District bundles, such as a hotel, rental car and flight. You can also book a hotel with a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your perfect Weymouth and Portland District holiday looks like, get ready to save!
What should I know before booking a Weymouth and Portland District travel package?
Get ready to save with an Expedia travel package. Bundle your airfares, rental cars and hotels and score exciting discounts. Hotels aren't your only choice, however. Book with us and choose from oceanfront condos, cabins in the mountains and even ranches and treehouses!
Can I choose my airline with a Weymouth and Portland District Expedia holiday package?
Expedia offers access to more than 550 partner airlines worldwide, so you sure can! Simply pick your preferred air carrier and create the perfect Weymouth and Portland District escape.
If I'm not able to travel, can I cancel my Weymouth and Portland District holiday package?
Because we know life is full of surprises, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

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.