Winster Vacations from $827

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Your Winster Vacation

When a getaway to the city is calling, answer it with a Winster vacation package. The neighborhood of Hopton, which is good for walking, culture and history, makes a terrific base for your adventures. Make your trip to Winster even more fulfilling by including some sightseeing. Heights of Abraham, Gullivers Kingdom and The Grand Pavilion, Matlock Bath are among the leading attractions you'll want to explore. Stop dreaming and start traveling. Browse the range of options on Expedia today and put your Winster vacation plans in motion!

The Latest Winster vacation packages

Price found within the past 48 hours. Click for updated prices.
Unicorn, Gunthorpe by Marston's Inns

Unicorn, Gunthorpe by Marston's Inns

4 out of 5
Price was $869, price is now $827 per person
$827
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to East Midlands (EMA)
8.2/10 Very Good! (228 reviews)
Fun place, easy to get to, great staff

Reviewed on Jan 7, 2026

Woodcocks, Lincoln by Marston's Inns

Woodcocks, Lincoln by Marston's Inns

4 out of 5
Price was $873, price is now $843 per person
$843
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to East Midlands (EMA)
9/10 Wonderful! (902 reviews)
Clean tidy good location

Reviewed on Jan 18, 2026

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Discover the most popular places to visit in Winster

Great trip, don't take your dog!

Heights of Abraham Cable Car Station

You can take time to visit Heights of Abraham Cable Car Station during your travels to Matlock Bath. Discover the beautiful countryside and lively bars in this culturally rich area.

Heights of Abraham Cable Car Station
Restored tram at the delightful tramway village.. #History

Crich Tramway Village

You can spend an afternoon exploring the galleries in Crich Tramway Village during your trip to Crich. Discover the beautiful countryside and top-notch restaurants in this quaint area.

Crich Tramway Village

Cromford Mill

You can learn about the history of Cromford with a stop at Cromford Mill. Discover the beautiful countryside and lively bars in this relaxing area.

Cromford Mill

What to do in Winster

Small-Group Derbyshire, the Peak District & Poole's Cavern

Idyllic England: Derbyshire & the Peak District from Manchester

$74
per adult
90% of travellers recommend
Idyllic England: Derbyshire & the Peak District from Manchester
7 Hours Pub Tours in Peak District

7 Hours Pub Tours in Peak District

$168
per adult
7 Hours Pub Tours in Peak District
See all activities in Winster

Winster Hotel Deals

Ensana Buxton Crescent

Ensana Buxton Crescent

5 out of 5
The Crescent Buxton England
Fully refundableReserve now, pay when you stay
$185 nightly
The price is $223 total per night from Jan 28 to Jan 29
$223 total
Jan 28 - Jan 29
Total with taxes and fees
9/10 Wonderful! (894 reviews)
Everything

Reviewed on Jan 12, 2026

Ensana Buxton Crescent
Radisson Blu Hotel, Sheffield

Radisson Blu Hotel, Sheffield

4 out of 5
Pinstone Street, 30 Sheffield England
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $112 total per night from Feb 1 to Feb 2
$112 total
Feb 1 - Feb 2
Total with taxes and fees
9/10 Wonderful! (608 reviews)
Great hotel, centrally located, very clean and well decorated.

Reviewed on Jan 4, 2026

Radisson Blu Hotel, Sheffield
Delta Hotels by Marriott Breadsall Priory Country Club

Delta Hotels by Marriott Breadsall Priory Country Club

4 out of 5
Moor Road, Morley Derby England
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $112 total per night from Feb 15 to Feb 16
$112 total
Feb 15 - Feb 16
Total with taxes and fees
8.4/10 Very Good! (901 reviews)
Check in was perfect Alex was great, she showed us were our room was and booked a taxi for us. Room was perfectly spotless and great view of the gardens. Also had food in the restaurant again was outstanding. The faciluties are fantastic. We will be back to stay would definiyely book for a spa ...

Reviewed on Jan 11, 2026

Delta Hotels by Marriott Breadsall Priory Country Club
See all 3,722 properties in Winster
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 Winster Vacation Packages

Winster Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
East Midlands Airport (EMA)
Population
600
Max Temp Winter
45ºF
Max Temp Summer
65ºF
Top Sights
Gullivers Kingdom, Druids Caves and Heights of Abraham

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Frequently asked questions

How much does a Winster vacation package cost?
Offering great value package deals from $827 on Expedia, you'll be surprised at how little a vacation to Winster costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Winster?
June, July and December are great times to search for cheap Winster vacation packages. Choosing to travel in quieter months means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Winster?
The ideal duration for your Winster vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you enough time to hit all the main sights and explore some hidden treasures along the way.
How to find the best Winster package deals?
Use Expedia's handy filters to help you find some fabulous Winster package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Winster package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Winster vacation as a package?
You can enjoy significant savings on your Winster escape by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winster?
If you're considering a spur-of-the-moment Winster vacation, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Winster vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Winster trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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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.