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.
Montcalm Marble Arch Townhouse

Montcalm Marble Arch Townhouse

4 out of 5
London City Centre
Price was CA $2,498, price is now CA $1,671 per person
CA $1,671
per person
May 18 - May 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
7.6/10 Good! (10 reviews)
very clean room and bathroom

Reviewed on Nov 26, 2025

1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Price was CA $5,081, price is now CA $3,187 per person
CA $3,187
per person
Apr 29 - May 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9.6/10 Exceptional! (319 reviews)
Staff anticipated our every need. Beautiful hotel. Nice bar. Great location

Reviewed on Jan 27, 2026

Corinthia London

Corinthia London

5 out of 5
London City Centre
Price was CA $6,546, price is now CA $4,416 per person
CA $4,416
per person
Apr 6 - Apr 12
found 12 hours ago
Roundtrip flight included
Hamilton (YHM) to London (LHR)
9.8/10 Exceptional! (1,002 reviews)
Excellent service and stay as always! Best hotel un London

Reviewed on Feb 15, 2026

The Cadogan, A Belmond Hotel, London

The Cadogan, A Belmond Hotel, London

5 out of 5
London City Centre
Price was CA $5,966, price is now CA $4,067 per person
CA $4,067
per person
Apr 6 - Apr 12
found 12 hours ago
Roundtrip flight included
Hamilton (YHM) to London (LHR)
9.8/10 Exceptional! (76 reviews)
Amazing hotel !!! All the details, staff and location

Reviewed on Feb 23, 2026

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Osmington Hotel Deals

The Smugglers Inn

The Smugglers Inn

3 out of 5
Osmington Mills Weymouth England
The price is CA $133 per night from Mar 3 to Mar 4
CA $133
CA $160 total
Mar 3 - Mar 4
includes taxes & fees
9.2/10 Wonderful! (62 reviews)
All good

Reviewed on Feb 20, 2026

The Smugglers Inn
Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road Weymouth England
The price is CA $142 per night from Feb 26 to Feb 27
CA $142
CA $170 total
Feb 26 - Feb 27
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
Great stay in the Rembrandt Weymouth, family room was spacious and the hotel staff a friendly.

Reviewed on Feb 21, 2026

Best Western Weymouth Hotel Rembrandt
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 $86 per night from Mar 8 to Mar 9
CA $86
CA $113 total
Mar 8 - Mar 9
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Staff were lovely,room was basic,as expected,but clean and roomy ,would have liked a bigger bed.but overall a pleasant 1 night stopover.

Reviewed on Feb 23, 2026

Holiday Inn Express Poole by IHG
See all 2,747 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.
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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
Tucked away behind Chesil Beach,its a lovely place for a walk

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 waterfront, 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

CA $19
per adult
Pauls Walking Tour - Sundays at 10:00am - or Group
Half-Day Guided E-Bike Tour Portland with Brunch

Half-Day Guided E-Bike Tour Portland with Brunch

CA $242
per adult
Half-Day Guided E-Bike Tour Portland with Brunch
See all activities in Osmington

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.