Osmington Holidays from £268

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Your Osmington Holiday

Lock in a custom holiday package to Osmington and get ready for your next epic adventure. Base yourself in the neighbourhood of Wool, which is great for history and culture, for a true taste of this exciting city. Fill your schedule with visits to Weymouth Beach, Chesil Beach and Weymouth Harbour, some of the things you shouldn't miss during your trip to Osmington. Expedia will help you escape your daily routine. Tailor your holiday to Osmington to suit your travel style, whatever that may look like.

Top Osmington Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott London Bridge

Residence Inn by Marriott London Bridge

4 out of 5
London City Centre
Price was £511, price is now £268 per person
£268
per person
8 Jan - 11 Jan
found 3 hours ago
Return flight included
Aberdeen (ABZ) to London (LHR)
9/10 Wonderful! (800 reviews)
We had such a lovely stay! A welcoming hotel and a great place to relax. Great breakfast too. We really enjoyed our time here and would happily stay again.

Reviewed on 2 Nov 2026

Leicester House Hotel

Leicester House Hotel

3 out of 5
London City Centre
Price was £1,483, price is now £743 per person
£743
per person
11 Dec - 13 Dec
found 4 hours ago
Return flight included
Belfast (BFS) to London (LHR)
8.8/10 Excellent! (83 reviews)
The suite looked nothing like the photos. But it was well located and very clean.

Reviewed on 23 Oct 2026

Residence Inn by Marriott London Kensington

Residence Inn by Marriott London Kensington

4 out of 5
London City Centre
Price was £1,033, price is now £526 per person
£526
per person
10 Dec - 14 Dec
found 1 day ago
Return flight included
Aberdeen (ABZ) to London (LHR)
8.6/10 Excellent! (1,369 reviews)
excellent staff, clean room and everything

Reviewed on 3 Nov 2026

Kensington Court Hotel

Kensington Court Hotel

3 out of 5
London City Centre
Price was £494, price is now £270 per person
£270
per person
6 Dec - 9 Dec
found 1 day ago
Return flight included
Glasgow (GLA) to London (LHR)
7.6/10 Good! (740 reviews)
Good convenient location for a tourist like me. Room and breakfast was good, bathroom could see a remodel.

Reviewed on 10 Oct 2026

Edward Hotel Paddington

Edward Hotel Paddington

3.5 out of 5
London City Centre
Save 100% on your flight
Price was £765, price is now £418 per person
£418
per person
10 Dec - 14 Dec
found 1 day ago
Return flight included
Aberdeen (ABZ) to London (LHR)
7.6/10 Good! (782 reviews)
no complaints

Reviewed on 2 Nov 2026

Osmington Essential Information

Language
English
Currency
British pounds sterling
Max Temp Winter
10ºC
Max Temp Summer
18ºC
Top Sights
Weymouth Beach, Chesil Beach and Weymouth Pavilion

Top hotels in Osmington

The Smugglers Inn

The Smugglers Inn

3 out of 5
Osmington Mills Weymouth England
Fully refundableReserve now, pay when you stay
The price is £86 per night from 5 Nov to 6 Nov
£86
5 Nov - 6 Nov
includes taxes & fees
The Smugglers Inn
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 £89 per night from 22 Nov to 23 Nov
£89
22 Nov - 23 Nov
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Quite a tired hotel. Swimming pool and amenities not worth the money. Very poor condition and tiny so we’re crowded."

Reviewed on 29 Oct 2026

Best Western Weymouth Hotel Rembrandt
Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
Fully refundableReserve now, pay when you stay
The price is £62 per night from 8 Nov to 9 Nov
£62
8 Nov - 9 Nov
includes taxes & fees
8.4/10 Very good! (892 reviews)
"Very good value - thank you"

Reviewed on 1 Nov 2026

Fairhaven Hotel
See all 3,211 properties in Osmington
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Osmington

SEA LIFE Weymouth

SEA LIFE Weymouth

£17
per adult
SEA LIFE Weymouth
Portland Cruise Excursion - Stonehenge Transfer Only

Portland Port to Stonehenge Heritage Site (Coach Transfer Only)

£69
per adult
Portland Port to Stonehenge Heritage Site (Coach Transfer Only)
Salisbury & the Jurassic Coast from Bath

Salisbury & the Jurassic Coast from Bath

£58
per adult
Salisbury & the Jurassic Coast from Bath
See all activities in Osmington

Frequently asked questions

Why should I book my Osmington holiday with Expedia?
Choose Expedia to plan your next big escape simply and all in the same place. Our insider tip for getting a fabulous deal on an Osmington getaway? Bundle your flights, hotel and/or hire car into a package holiday. Then add a few exciting tours and activities. Most bookings also have flexible cancellation policies, so there's no need to worry if you have to change plans. Round-the-clock assistance with making tweaks to your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Osmington?
Peak season falls in January, February and July and is a thrilling time to visit — but be prepared for bigger crowds and longer queues. March, April and December are usually quieter times of the year. With average daytime temperatures of 6ºC, February is the coolest period in Osmington. The warmest month is July, when you can expect averages of 16ºC throughout the day. Whatever the weather conditions, you'll discover plenty of things to keep you busy here.
What is the top hotel for my holiday in Osmington?
Offering many of home's creature comforts, Best Western Weymouth Hotel Rembrandt will make an ideal base for your Osmington trip.
How do I get a cheap holiday to Osmington?
Browse and book everything in the one place with our Osmington holidays. You'll discover deals on hotels, flights, tours and more that'll keep your budget happy and your spirit of adventure alive. And, with more than 400 partner airlines and 321,000 hotel options around the world to choose from, you'll have the flexibility to mix and match all you want. Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Osmington holiday?
Make sure your next holiday in Osmington is a memorable one by taking in its leading attractions. Weymouth Beach, Weymouth Harbour, Chesil Beach and Weymouth Pavilion are among the things we recommend seeing while you're in the city.
Do I need a visa for my Osmington holiday?
Official government websites are the best source of information on visa requirements, application procedures and any necessary documentation. Your nationality and reason for visiting, whether it be for holidays or business, will determine if you'll need a visa for Osmington. Also check that your passport is up to date and has at least six months validity remaining beyond the date of your intended return. Do all your travel planning well ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Osmington holiday?
Although everyone's style differs, it can be useful to have a few guidelines for what type of clothes to wear during your holiday in Osmington. We recommend looking up social media before you leave for inspiration on local dress codes or fashion trends. Daytime temperatures during February, Osmington's coolest month, are around 6ºC. July marks this destination's warmest month when average temperatures reach 16ºC. Our tip? Take the guesswork out of what to pack and check the local weather forecast.
What does an Expedia Osmington holiday include?
It depends on what sort of trip you want to have. Osmington holiday deals can include car hires, flights and hotels. You can mix and match to find the travel package that fits your needs. You can also add on activities and experiences after you've booked to land even bigger discounts. Explore a large selection of property types and select one that fits your travel needs. The most in-demand holiday rentals here are cottages and private holiday homes. With Expedia, you can easily tailor-make your Osmington retreat however you want.
Does Expedia offer Book Now, Pay Later Osmington holidays?
Good news! We do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply pick the payment plan that suits you best during checkout and take the stress out of budgeting for your trip. Make sure you bundle your accommodation, flights and activities with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna offers payments in multiple transactions that suit all budgets, so you can take that well-deserved holiday sooner.
  • No-deposit holidays: Pressing the "book now" button is easier with this payment option. With no upfront fee for your getaway, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with an Osmington Expedia holiday?
Yes, and with over 400 airlines to select from across the globe, you've got lots of choice. Scroll through the available options and find out which airline best suits your budget and needs.

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. Flight-inclusive packages are ATOL protected.