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.
Stow Away Waterloo

Stow Away Waterloo

3 out of 5
London City Centre
Price was CA $2,086, price is now CA $1,493 per person
CA $1,493
per person
May 23 - May 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to London (LHR)
8.2/10 Very Good! (274 reviews)
Return costumer. Cool concept and apartments. Convenient location and amenities.

Reviewed on Jan 26, 2026

Corinthia London

Corinthia London

5 out of 5
London City Centre
Price was CA $6,243, price is now CA $3,806 per person
CA $3,806
per person
Apr 20 - Apr 26
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9.8/10 Exceptional! (1,000 reviews)
Excellent service and stay as always! Best hotel un London

Reviewed on Feb 15, 2026

Characterful Cottage With hot Tub, No Deposit

Characterful Cottage With hot Tub, No Deposit

2 out of 5
Price was CA $4,027, price is now CA $2,768 per person
CA $2,768
per person
May 25 - May 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to London (LHR)
No reviews
Heathrow House with Hot tub and Garden

Heathrow House with Hot tub and Garden

4 out of 5
Colnbrook
Price was CA $4,598, price is now CA $3,267 per person
CA $3,267
per person
May 23 - May 29
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
No reviews
The Berkeley, Maybourne

The Berkeley, Maybourne

5 out of 5
London City Centre
Price was CA $5,996, price is now CA $4,266 per person
CA $4,266
per person
Apr 20 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9.2/10 Wonderful! (282 reviews)
I didn’t have a great stay I ticked the good star. The thing about the Berkeley is it should be re-named as it bares no resemblance to the original Berkeley Hotel we first stayed in 30 years ago .It has gone through some great changes over the years the Blue bar and Collins room designed by David Collins and didn’t Sir Richard Roger’s design the entrance . Now you have the Collins room area that has nothing to do with the hotel and a strange mash up between the new Emory hotel owned by the May

Reviewed on Dec 16, 2025

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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 CA $152 per night from Mar 12 to Mar 13
CA $152
CA $183 total
Mar 12 - Mar 13
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
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Mar 15 to Mar 16
CA $157
CA $188 total
Mar 15 - Mar 16
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
A great breakfast

Reviewed on Mar 1, 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 $80 per night from Mar 15 to Mar 16
CA $80
CA $106 total
Mar 15 - Mar 16
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
Clean and tidy room , parking was ok although there is a charge and breakfast is free but it a decent standard. Happy at the price for the night

Reviewed on Mar 1, 2026

Holiday Inn Express Poole by IHG
See all 2,751 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
Abbotsbury Sub-Tropical Gardens which includes forests

Abbotsbury Sub-Tropical Gardens

Wander through these luxurious gardens, where the exotic and unusual flowers are reminiscent of the tropics.

Abbotsbury Sub-Tropical Gardens

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 $18
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 $239
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.