Osmington Mills Vacations from $795

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Your Osmington Mills Vacation

Lock in a custom vacation package to Osmington Mills and start looking forward to your next great adventure. Base yourself in the neighborhood of Wool, which is great for history and culture, for a real taste of this interesting city. A trip to Osmington Mills is a great opportunity to go sightseeing. Be sure to look around big-name attractions such as Weymouth Beach, Chesil Beach and Weymouth Harbour. Expedia is here to help you escape the everyday. Tailor your vacation to Osmington Mills to suit your travel style, whatever that may be.

The Latest Osmington Mills vacation packages

Price found within the past 48 hours. Click for updated prices.
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
Save 100% on your flight
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (320 reviews)
LOVE THIS PLACE! The food is phenomenal and the staff is incredible! I would come back here every time I am in London!

Reviewed on Jul 13, 2025

Leicester Square Studios

Leicester Square Studios

2 out of 5
London City Centre
Save 100% on your flight
per person
Sep 16 - Sep 22
found 12 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
9/10 Wonderful! (28 reviews)
Great location! Nice little apartment in a bustling area. Highly recommend

Reviewed on May 8, 2025

Cosy Studio Apartment in Canary Wharf

Cosy Studio Apartment in Canary Wharf

4 out of 5
Canary Wharf
Save 100% on your flight
per person
Sep 23 - Sep 30
found 5 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
Grange Portland

Grange Portland

4 out of 5
London City Centre
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.2/10 Very Good! (272 reviews)
The property is awesome. But the room was extremely small. This may be a feature of hotels in the center of London, but still this is good to know. The bathroom was ridiculously and impractically cramped.

Reviewed on Jul 15, 2025

Maddox Street - 3 bed

Maddox Street - 3 bed

2 out of 5
London City Centre
Save 100% on your flight
per person
Sep 17 - Sep 23
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to London (LHR)
No reviews
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Discover the most popular places to visit in Osmington Mills

Weymouth Beach showing a sandy beach

Weymouth Beach

4.5/5(16 reviews)

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
Pebbles everywhere! Beautiful crystal blue sea. #waterlust #sea #waves #chesilbeach

Chesil Beach

4.5/5(9 reviews)

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 Harbour

Weymouth Harbour

Explore the waterfront in Weymouth with a trip to Weymouth Harbour. Wander the area's seaside or simply enjoy one of its charming coffeehouses.

Weymouth Harbour

What to do in Osmington Mills

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

$14
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

$99
per adult
Portland Shore Excursion to Jurassic Coast Highlights
Half-Day Guided E-Bike Tour Portland with Brunch

Half-Day Guided E-Bike Tour Portland with Brunch

$176
per adult
Half-Day Guided E-Bike Tour Portland with Brunch
See all activities in Osmington Mills

Osmington Mills Hotel Deals

The Smugglers Inn

The Smugglers Inn

3 out of 5
Osmington Mills, Weymouth, Weymouth, England
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $207 total per night from Jul 22 to Jul 23
$207 total
Jul 22 - Jul 23
Total includes taxes and fees
9.2/10 Wonderful! (37 reviews)
"Loved everything. Only negative was the toilet was badly stained, needed a good clean."

Reviewed on Jul 1, 2025

The Smugglers Inn
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $110 total per night from Jul 20 to Jul 21
$110 total
Jul 20 - Jul 21
Total includes taxes and fees
8.4/10 Very Good! (618 reviews)
"After a disappointing start to out weekend with our first booking we managed to book this hotel last minute and the staff especially the manager went above and beyond to ensure we had a lovely room with great views, really good hotel"

Reviewed on Jul 13, 2025

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
$110 nightly
The price is $131 total per night from Jul 20 to Jul 21
$131 total
Jul 20 - Jul 21
Total includes taxes and fees
8/10 Very Good! (1,004 reviews)
"Friendly and helpful staff, all areas seemed pretty clean"

Reviewed on Jul 14, 2025

Holiday Inn Express Poole by IHG
See all 2,728 properties in Osmington Mills
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.

Find the Best Osmington Mills Vacation Packages

Osmington Mills Essential Information

Language
English
Currency
British pounds sterling
Top Sights
Weymouth Beach, Chesil Beach and Weymouth Pavilion

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Frequently asked questions

How much does an Osmington Mills vacation package cost?
You can pick up a vacation package to this destination from $795 on Expedia. However, how much your vacation to Osmington Mills costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Osmington Mills?
March, April and December are the best times to search for cheap Osmington Mills vacation packages. Opting to travel in quieter periods means you can generally find reduced prices on flights and accommodations.
How many days is enough for Osmington Mills?
Usually, a handful of days is enough to check out the top attractions during your Osmington Mills vacation. However, if you'd like to have some time to unwind or take day tours, think about extending your trip.
How to find the best Osmington Mills package deals?
Use Expedia's filters to find some of the best Osmington Mills 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 adventure for midweek, or look for Osmington Mills package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book an Osmington Mills vacation as a package?
You can enjoy significant savings on your next Osmington Mills break by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Osmington Mills?
If you've got your Osmington Mills travel dates locked in, book as soon as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Osmington Mills vacation packages?
Your Osmington Mills break is meant to be an escape from your busy life, not a reason for money-related stress. So to allow you a little more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.