Osmington Holidays from NZ$3,699

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The Latest Osmington Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Bocardo Hotel

The Bocardo Hotel

4 out of 5
Oxford City Centre
Price was NZ$3,973, price is now NZ$3,699 per person
NZ$3,699
per person
29 Sept - 2 Oct
found 9 hours ago
Return flight included
Auckland (AKL) to London (LHR)
8/10 Very good! (246 reviews)
Handy , shower leaked a bit but perfectly serviceable for a night exploring the city.

Reviewed on 12 July 2026

George Street Hotel

George Street Hotel

5 out of 5
Oxford City Centre
Price was NZ$4,166, price is now NZ$3,818 per person
NZ$3,818
per person
29 Sept - 2 Oct
found 9 hours ago
Return flight included
Auckland (AKL) to London (LHR)
8.4/10 Very good! (984 reviews)
It is centrally located and close to wonderful restaurants, colleges, the Covered Market and the train station.

Reviewed on 11 July 2026

Old Bank Hotel

Old Bank Hotel

4 out of 5
Oxford City Centre
Price was NZ$4,859, price is now NZ$4,505 per person
NZ$4,505
per person
29 Sept - 2 Oct
found 9 hours ago
Return flight included
Auckland (AKL) to London (LHR)
9.6/10 Exceptional! (744 reviews)
A beautiful hotel through and through.

Reviewed on 8 July 2026

The Randolph Hotel Oxford, a Graduate by Hilton

The Randolph Hotel Oxford, a Graduate by Hilton

5 out of 5
Oxford City Centre
Price was NZ$5,135, price is now NZ$4,785 per person
NZ$4,785
per person
29 Sept - 2 Oct
found 9 hours ago
Return flight included
Auckland (AKL) to London (LHR)
8.8/10 Excellent! (799 reviews)
I liked everything. When reception realised I was disabled they immediately offered me a room with disabled facilities. Marvelous really. They were wonderful. The valet parking is priceless. After The Grand in Eastbourne I think you have the best hotel in England. Best wishes, John

Reviewed on 12 July 2026

Old Parsonage Hotel

Old Parsonage Hotel

4 out of 5
Oxford City Centre
Price was NZ$4,760, price is now NZ$4,436 per person
NZ$4,436
per person
29 Sept - 2 Oct
found 9 hours ago
Return flight included
Auckland (AKL) to London (LHR)
9.6/10 Exceptional! (578 reviews)
A generally good experience but being charged £15 for cleaning our room on a single night stay that cost over £400 was a bit of a shock!

Reviewed on 9 July 2026

Osmington Holiday

Our pick of the best Osmington Hotel Deals

The Smugglers Inn

The Smugglers Inn

3 out of 5
Osmington Mills Weymouth England
Fully refundableReserve now, pay when you stay
The price is NZ$437 per night from 3 Aug to 4 Aug
NZ$437
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (72 reviews)
"Not enough natural ventilation in the room given there is no air conditioning."

Reviewed on 12 July 2026

The Smugglers Inn
Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
The price is NZ$232 per night from 19 July to 20 July
NZ$232
19 July - 20 July
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 July 2026

Fairhaven Hotel
Sandbanks Hotel

Sandbanks Hotel

4 out of 5
15 Banks Road Poole England
Fully refundableReserve now, pay when you stay
The price is NZ$442 per night from 4 Aug to 5 Aug
NZ$442
4 Aug - 5 Aug
includes taxes & fees
8/10 Very good! (900 reviews)
"Big space hotel very dated and no a/c"

Reviewed on 12 July 2026

Sandbanks Hotel
See all 3,164 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.

What to do in Osmington

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

Pauls Walking Tours - Sundays at 10:00am

NZ$23
per adult
Pauls Walking Tours - Sundays at 10:00am
Nordic Walking Tour of Weymouths Iconic Landmarks

Nordic Walking Tour of Weymouth’s Iconic Landmarks

NZ$23
per adult
Nordic Walking Tour of Weymouth’s Iconic Landmarks
Half-Day Guided E-Bike Tour Portland with Brunch

Half-Day Guided E-Bike Tour Portland with Brunch

NZ$302
per adult
Half-Day Guided E-Bike Tour Portland with Brunch
See all activities in Osmington

Frequently asked questions

How much does an Osmington holiday package cost?
Offering great value package deals from NZ$3,699 on Expedia, you'll be pleasantly surprised at how much a holiday to Osmington costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Osmington?
To pick up cheap Osmington holiday packages, organise your getaway outside of peak times such as school holidays. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Osmington?
The ideal length of your Osmington holiday depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to go to all the main sights and discover some hidden spots along the way.
How to find the best Osmington package deals?
Use Expedia's filters to help you find some of the best Osmington package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Osmington package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book an Osmington holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the freedom to create a tailored Osmington holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Osmington?
Secure incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Osmington trip.
How to plan a trip to Osmington?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Osmington.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to set aside for your trip to Osmington. Then, pick a property that matches your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide how many days away: Start by making a list of all the sights and activities you want to get to in Osmington. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Osmington 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.