Winster Vacations from $1,864

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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.
Quorn Grange Hotel

Quorn Grange Hotel

3 out of 5
Price was $1,886, price is now $1,864 per person
$1,864
per person
Aug 17 - Aug 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
8.2/10 Very Good! (409 reviews)
free parking and great location for business trip working in loughborough

Reviewed on Jun 19, 2026

Burleigh Court Hotel

Burleigh Court Hotel

4 out of 5
Price was $1,888, price is now $1,868 per person
$1,868
per person
Aug 17 - Aug 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
8.6/10 Excellent! (1,000 reviews)
So much better than I expected. The bar area, restaurant and huddle areas were all so beautifully done and the food and drink lprices were very reasonable. Plenty of electric car charging available. All staff we encountered were helpful, polite and friendly. Rooms very comfortable and modern. Will definitely book again next time we stay in Loughborough.

Reviewed on May 6, 2026

The Beeley Inn

The Beeley Inn

5 out of 5
Price was $1,954, price is now $1,934 per person
$1,934
per person
Aug 17 - Aug 18
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
9/10 Wonderful! (86 reviews)
Staff were excellent. Food very good. Appreciated group of 10 having separate area for meals. Not keen on the bath in the bedroom, nowhere reachable to put soap or shampoo. No washbasin in the toilet. Would be better to make shower room with toilet. Bath not easy to get in and out.

Reviewed on Nov 28, 2025

Florence Nightingale Suites at Lea Hurst

Florence Nightingale Suites at Lea Hurst

5 out of 5
Price was $1,958, price is now $1,942 per person
$1,942
per person
Aug 17 - Aug 18
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
10/10 Exceptional! (17 reviews)
Everything was absolutely amazing! I hope to return again this summer. We loved Svitlana, the property manager. She has such a gift in hospitality.

Reviewed on Mar 31, 2026

Winstanley House

Winstanley House

4 out of 5
Price was $1,921, price is now $1,905 per person
$1,905
per person
Aug 17 - Aug 18
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
9/10 Wonderful! (345 reviews)
Booked a junior suite for my son and his girlfriend as a treat on Christmas Day as they were visiting from another city. They loved the room and the breakfast too! They sent me videos of both, and the room looked clean and fresh and the breakfast was Full English and eggs Benedict with cups of tea in cute teacups. You drive through a park to get to this hotel. If you are driving at night or low visibility, beware of the speed humps! The markings have worn away and they are brutal! Drive extra slowly.

Reviewed on Jan 4, 2026

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Discover the most popular places to visit in Winster

Heights of Abraham Cable Car Station

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 top-notch restaurants in this quaint area.

Heights of Abraham Cable Car Station
Crich Tramway Village

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 top-notch restaurants in this quaint area.

Cromford Mill

What to do in Winster

7 Hours Pub Tours in Peak District

7 Hours Pub Tours in Peak District

$188
per adult
7 Hours Pub Tours in Peak District
See all activities in Winster

Winster Hotel Deals

Radisson Blu Hotel, Sheffield

Radisson Blu Hotel, Sheffield

4 out of 5
Pinstone Street, 30 Sheffield England
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $111 total per night from Jun 28 to Jun 29
$111 total
Jun 28 - Jun 29
Total with taxes and fees
9/10 Wonderful! (760 reviews)
"Excellent room, very clean with lovely shower & a modern feel. Room fridge was handy."

Reviewed on Jun 17, 2026

Radisson Blu Hotel, Sheffield
Buxton Crescent

Buxton Crescent

5 out of 5
The Crescent Buxton England
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $202 total per night from Jun 21 to Jun 22
$202 total
Jun 21 - Jun 22
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
"Lovely helpful professional staff - stunning location"

Reviewed on Jun 18, 2026

Buxton Crescent
mour Hotel

mour Hotel

4.5 out of 5
Lake View Drive, Sherwood Park Nottingham England
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $138 total per night from Jul 9 to Jul 10
$138 total
Jul 9 - Jul 10
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
"Very good"

Reviewed on Jun 18, 2026

mour Hotel
See all 3,992 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 $1,864 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.