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.
Downs Hotel

Downs Hotel

3.5 out of 5
Price was CA $1,762, price is now CA $1,226 per person
CA $1,226
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
9.6/10 Exceptional! (265 reviews)
Really good pub hotel on the outskirts of Brighton. The rooms are clean a comfortable, the breakfast was excellent, and the staff were all really friendly and accommodating. Would definitely recommend for a good value stay with free parking only a short taxi away from Brighton.

Reviewed on Jun 28, 2026

Hotel La Place

Hotel La Place

3.5 out of 5
London City Centre
Price was CA $3,048, price is now CA $2,084 per person
CA $2,084
per person
Aug 4 - Aug 10
found 14 hours ago
Roundtrip flight included
Montreal (YMQ) to London (LHR)
8.4/10 Very good! (468 reviews)
Fantastic location. Clean, comfortable and quiet.

Reviewed on Jun 16, 2026

Montcalm Mayfair Townhouse

Montcalm Mayfair Townhouse

4 out of 5
London City Centre
Price was CA $2,897, price is now CA $1,983 per person
CA $1,983
per person
Aug 4 - Aug 10
found 14 hours ago
Roundtrip flight included
Montreal (YMQ) to London (LHR)
8/10 Very good! (20 reviews)

Corinthia London

Corinthia London

5 out of 5
London City Centre
Price was CA $6,940, price is now CA $4,872 per person
CA $4,872
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
Montreal (YUL) to London (LHR)
9.8/10 Exceptional! (1,001 reviews)
Perfect stay. Hotel and staff were fantastic. No room for improvement.

Reviewed on Jun 28, 2026

The Prince Akatoki London

The Prince Akatoki London

5 out of 5
London City Centre
Price was CA $3,101, price is now CA $2,180 per person
CA $2,180
per person
Aug 4 - Aug 10
found 14 hours ago
Roundtrip flight included
Montreal (YMQ) to London (LHR)
9.6/10 Exceptional! (1,001 reviews)
Hotel - amazing ambience, very unique and luxury boutique. Tokki is so lovely! Staff - super friendly for London!! Rooms - room size average, nice amenities however the general cleanliness was not good. The bathroom tiles had mould, the plastic protector for the shower screen had dirty that clearly is omitted when the bathroom is cleaned! The teapot had half be cleaned I had to clean it out myself, there was bits of food behind the cushion! For the price of this hotel I was surprised to have found the above issues,

Reviewed on Jun 28, 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 $282 per night from Jul 8 to Jul 9
CA $282
CA $339 total
Jul 8 - Jul 9
includes taxes & fees
9.2/10 Wonderful! (71 reviews)
"Atmosphere was lovely. Room was comfy and decor was very nice. Staff was courteous"

Reviewed on Jun 6, 2026

The Smugglers Inn
Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Jul 5 to Jul 6
CA $127
CA $153 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very good! (814 reviews)
"It was clean and a enjoyable stay"

Reviewed on Jun 30, 2026

Fairhaven Hotel
Haven Hotel

Haven Hotel

4 out of 5
161 Banks Road Poole England
The price is CA $251 per night from Jul 16 to Jul 17
CA $251
CA $301 total
Jul 16 - Jul 17
includes taxes & fees
8/10 Very good! (1,007 reviews)
"A revisit to a favourite hotel from many years ago. Not much has changed. Maybe a little quieter in the hotel but the hotel facilities are excellent and with sunny weather a little extra paid for a balcony room overseeing Shell Bay was good value."

Reviewed on Jun 30, 2026

Haven Hotel
See all 2,974 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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What to do in Osmington

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

Pauls Walking Tours - Sundays at 10:00am

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

Half-Day Guided E-Bike Tour Portland with Brunch

CA $240
per adult
Half-Day Guided E-Bike Tour Portland with Brunch
Nordic Walking Tour of Weymouths Iconic Landmarks

Nordic Walking Tour of Weymouth’s Iconic Landmarks

CA $17
per adult
Nordic Walking Tour of Weymouth’s Iconic Landmarks
See all activities in Osmington

Frequently asked questions

How much does an Osmington vacation package cost?
Offering excellent value package deals from CA $1,226 on Expedia, you'll be surprised at how little a vacation to Osmington costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Osmington?
To score cheap Osmington vacation packages, organize your getaway outside of busy periods like public holidays and major events. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Osmington?
We recommend planning an Osmington vacation for at least 2 days. This will allow you plenty of time to tick off top attractions including Chesil Beach and Weymouth Pavilion, and also check out neighbourhoods like Preston and Overcombe. You could even make time for one or two day trips from Osmington.
How to find the best Osmington package deals?
Use Expedia's filter tool to help you find some of the best Osmington package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Osmington package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book an Osmington vacation as a package?
You can enjoy significant savings on your next Osmington escape by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Osmington?
If you're considering a spontaneous Osmington adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Osmington?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Osmington.
  2. Budget wisely: Besides the cost of your accommodations, you should consider other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Osmington.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you'd like 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 order, you can combine your flights, hotels, car rental and more into a customized Osmington vacation package.

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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.