Osmington Vacation Packages

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Your Osmington Vacation

Lock in a custom vacation package to Osmington and get ready for your next epic adventure. Base yourself in the neighborhood 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 vacation to Osmington to suit your travel style, whatever that may look like.

Top Osmington Vacation Deals

Price found within the past 48 hours. Click for updated prices.
THE KNIGHT OF NOTTINGHILL

THE KNIGHT OF NOTTINGHILL

3.5 out of 5
Notting Hill
Price was CA $1,713, price is now CA $1,177 per person
CA $1,177
per person
Nov 9 - Nov 14
found 1 hour ago
Roundtrip flight included
Halifax (YHZ) to London (LHR)
8.8/10 Excellent! (22 reviews)
I booked this last minute when another hotel booking fell through. All I knew was that I liked the area it was in and needed a place to sleep but I was so pleasantly surprised by how nice and cute it was. Highly recommend for solo travelers!

Reviewed on Sep. 10, 2024

Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
Price was CA $2,841, price is now CA $1,528 per person
CA $1,528
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to London (LHR)
8.8/10 Excellent! (361 reviews)
It was a great stay. Staff and management were very helpful and accommodating. The only downside was the slow WiFi connection but overall i highly recommend!

Reviewed on Aug. 25, 2025

One Bed Serviced Apt near Holborn in Chancery Lane

One Bed Serviced Apt near Holborn in Chancery Lane

3.5 out of 5
London City Centre
Price was CA $3,608, price is now CA $2,376 per person
CA $2,376
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to London (LHR)
7.6/10 Good! (5 reviews)
The Guardsman Hotel and Residences

The Guardsman Hotel and Residences

5 out of 5
London City Centre
Price was CA $3,943, price is now CA $2,696 per person
CA $2,696
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to London (LHR)
9.6/10 Exceptional! (500 reviews)
Beautiful room, and very helpful staff!

Reviewed on Sep. 3, 2025

Hyde Park Radnor Hotel

Hyde Park Radnor Hotel

3 out of 5
London City Centre
Price was CA $2,343, price is now CA $1,619 per person
CA $1,619
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to London (LHR)
8.2/10 Very Good! (787 reviews)
easy access to Paddington station. Good breakfast

Reviewed on Aug. 24, 2025

Ready to book your vacation to Osmington?

 

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Osmington Hotel Deals

The Smugglers Inn

The Smugglers Inn

3 out of 5
Osmington Mills, Weymouth, Weymouth, England
The price is CA $170 per night from Sep 7 to Sep 8
CA $170
CA $205 total
Sep 7 - Sep 8
includes taxes & fees
The Smugglers Inn
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
The price is CA $99 per night from Sep 7 to Sep 8
CA $99
CA $119 total
Sep 7 - Sep 8
includes taxes & fees
Fairhaven Hotel
Holiday Inn Express Poole by IHG

Holiday Inn Express Poole by IHG

3 out of 5
Walking Field Lane, Poole, England
Fully refundable
The price is CA $123 per night from Sep 7 to Sep 8
CA $123
CA $148 total
Sep 7 - Sep 8
includes taxes & fees
Holiday Inn Express Poole by IHG
See all 2,691 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Osmington

Weymouth Beach showing a beach

Weymouth Beach

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.

Weymouth Beach
Chesil Beach

Chesil Beach

If a restful vacation is part of your travel plans, Chesil Beach might be the perfect place to seek out during your trip to Weymouth. Stroll along the area's seaside, or simply savor its charming coffeehouses.

Chesil Beach
Weymouth which includes a lake or waterhole and bird life as well as an individual male

Abbotsbury Swannery

Admire the stunning countryside and the lake in this unique swannery initially set up by Benedictine Monks in the 11th century.

Abbotsbury Swannery

What to do in Osmington

Pauls Walking Tour - Sat & Sundays at 10:00am - or Group book on 07851934735

Pauls Walking Tour - Sundays at 10:00am - or Group book on 07851934735

CA $19
per adult
Pauls Walking Tour - Sundays at 10:00am - or Group book on 07851934735
Portland Shore Excursion to Jurassic Coast Highlights

Portland Shore Excursion to Jurassic Coast Highlights

CA $135
per adult
Portland Shore Excursion to Jurassic Coast Highlights
Cider Orchard Tour

Dorset Pint Glass Explore Breweries and Orchards Tour

CA $241
per adult
Dorset Pint Glass Explore Breweries and Orchards Tour
See all activities in Osmington
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.