Name: New Place
Price range: $87 total
Rating: 8.4

Your City of Winchester Vacation

With a City of Winchester vacation package, you can forget about planning stresses and put all your energy into experiencing what this lively destination has to offer. You can expect to have a must-visit list as long as your arm during your trip to City of Winchester. One top city you'll want to explore is Winchester. If you're ready to stop dreaming and start packing, Expedia will help turn your City of Winchester vacation into a reality.

Top destinations in City of Winchester

A large stone castle with multiple towers and battlements.

The Latest City of Winchester Vacation Packages

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

Holiday Inn Basingstoke by IHG

$1,410

per person

Sep 14 - Sep 18

found 4 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Southampton (SOU)

8/10 Very Good! (599 reviews)

Room only, good value on a Saturday night. Room was clean

Reviewed on Jul 6, 2026

Holiday Inn Farnborough by IHG

Rushmoor District

$1,513

per person

Sep 14 - Sep 18

found 4 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Southampton (SOU)

8.4/10 Very Good! (670 reviews)

The staffs of hotel are kind. Especially Rachel of Reception is very kind. And the hotel is very cozy and clean.

Reviewed on Jun 28, 2026

Holiday Inn Southampton-Eastleigh M3, jct13 by IHG

$1,445

per person

Sep 19 - Sep 24

found 6 hours ago

Roundtrip flight included

Milwaukee (MKE) to Southampton (SOU)

8.8/10 Excellent! (390 reviews)

Very helpful staff. Had dinner at the hotel and food was delicious.

Reviewed on Jul 4, 2026

voco Fareham - Solent by IHG

$1,721

per person

Sep 19 - Sep 24

found 6 hours ago

Roundtrip flight included

Milwaukee (MKE) to Southampton (SOU)

8.6/10 Excellent! (876 reviews)

A good hotel with helpful staff. Breakfast buffet good. Crazy practice of charging hotel guests to park but that seems to be a growing trend. Be honest and include the charge in the hotel costs instead of hiding additional costs.

Reviewed on Jun 30, 2026

Best Western Chilworth Manor Hotel

$1,483

per person

Sep 19 - Sep 24

found 6 hours ago

Roundtrip flight included

Milwaukee (MKE) to Southampton (SOU)

8/10 Very Good! (1,002 reviews)

Room needed a proper clean, can see animal fur in rooms, mould and dirt in bathrooms. Put one set of towels in the bathroom and then you have to hunt for the other set in the wardrobe. Pool times for children are slap bang at children’s dinner time so they can’t use the facilities. The room where the party was was nice and cool.

Reviewed on Jul 5, 2026

Find the Best City of Winchester Vacation Packages

City of Winchester Essential Information

Language	English
Currency	British pounds sterling
Closest Airport	Southampton Airport (SOU)
Population	46,100
Top Sights	Marwell Zoo, Hill Head Beach and Winnall Moors Nature Reserve

City of Winchester Hotel Deals

The Winchester Hotel & Spa

Worthy Lane Winchester England

$109 nightly

$131 total

Aug 2 - Aug 3

Total with taxes and fees

8.6/10 Excellent! (1,008 reviews)

"Breakfast could be more options."

Reviewed on Jul 7, 2026

Meon Valley Hotel, Spa & Golf

Sandy Lane Southampton England

Fully refundableReserve now, pay when you stay

$72 nightly

$87 total

Jul 12 - Jul 13

Total with taxes and fees

7/10 Good! (1,004 reviews)

"Very disappointing. Let down by poor and indifferent service* and by very disappointing food** *Some service was ok (the lady on check-in was friendly, if clueless about where food was being served!) but most was indifferent and the chap on checkout didn’t even break away from his computer screen ..."

Reviewed on Jul 6, 2026

New Place

Shirrell Heath Southampton England

Fully refundableReserve now, pay when you stay

$72 nightly

$87 total

Aug 6 - Aug 7

Total with taxes and fees

8.4/10 Very Good! (1,007 reviews)

"The rooms are not in the main building, they are what I can only describe as motel type rooms in a couple of blocks. We had a 1st floor room the window only opened an inch and there was no A/C, didn't get a lot of sleep at the weather therefore the room was baking hot. Lovely grounds to walk round ..."

Reviewed on Jul 7, 2026

See all 6,139 properties in City of Winchester

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.