Search Romantic Hotels in Winsor

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Check availability on Winsor Romantic Hotels

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Winsor romantic hotels

Front of property
Burley Manor

Burley Manor

Burley Manor
4.0 star property
Ringwood
8.6 out of 10, Excellent, (325)
"Amazing stay, thank you so much! Delicious dinner & excellent service, upgraded too as I have a bad back which was very kind of the staff, thank you again! "
United Kingdom
Erin
Burley Manor
Superior Suite, Ensuite, Sea View (Bath/Shower) | Garden
Pebble Beach

Pebble Beach

Pebble Beach
5.0 star property
New Milton
8.8 out of 10, Excellent, (478)
"Lovely place, great staff, lovely food and a gorgeous position and view!"
United Kingdom
Jeanette
The price is ฿2,442
฿2,930 total
includes taxes & fees
5 Jan - 6 Jan 2026
Pebble Beach
Lunch and dinner served, British cuisine
The Winchester Hotel & Spa

The Winchester Hotel & Spa

The Winchester Hotel & Spa
4.0 star property
Winchester
8.6 out of 10, Excellent, (1006)
"Lovely rooms and really friendly, helpful staff. "
United Kingdom
Liz
The Winchester Hotel & Spa
Lobby sitting area
The Crown Manor House Hotel

The Crown Manor House Hotel

The Crown Manor House Hotel
4.0 star property
Lyndhurst
9.2 out of 10, Wonderful, (1003)
"Lovely staff interactions throughout our stay! Rooms were clean and spacious, communal areas were so cosy too. We had a fabulous stay!"
United Kingdom
Shayla Mai
The price is ฿3,424
฿4,109 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Crown Manor House Hotel
Couples treatment room(s), sauna, hot tub, steam room, body treatments
Hilton Southampton - Utilita Bowl

Hilton Southampton - Utilita Bowl

Hilton Southampton - Utilita Bowl
4.0 star property
Southampton
8.8 out of 10, Excellent, (1004)
"Yes the room was good good view "
United Kingdom
Hazel
The price is ฿2,819
฿3,382 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Southampton - Utilita Bowl
Interior
Woodlands Lodge Hotel

Woodlands Lodge Hotel

Woodlands Lodge Hotel
3.0 star property
Southampton
8.8 out of 10, Excellent, (308)
"Very clean room and lovely staff "
United Kingdom
Jean
The price is ฿1,696
฿2,036 total
includes taxes & fees
1 Jan - 2 Jan 2026
Woodlands Lodge Hotel
Indoor wedding
Harbour Hotel Christchurch

Harbour Hotel Christchurch

Harbour Hotel Christchurch
4.0 star property
Christchurch
9.2 out of 10, Wonderful, (773)
"Lovely spacious room and complimentary gin and chocolates for my husband's birthday - thank you. Dinner at The Jetty was great! Disappointed hot breakfast was at a surcharge as previous times at other harbour hotels this wasn't the case. I ordered poached eggs and they were overdone."
United Kingdom
Lucy
The price is ฿4,887
฿5,864 total
includes taxes & fees
12 Jan - 13 Jan 2026
Harbour Hotel Christchurch
Terrace/patio
Balmer Lawn Hotel

Balmer Lawn Hotel

Balmer Lawn Hotel
4.0 star property
Brockenhurst
8.4 out of 10, Very good, (291)
"The room was very clean, bed was very comfortable. Staff were very courteous and helpful. Food was really well presented and delicious. Facilities at the hotel were excellent. We had a lovely stay, everything you need for a relaxing break away in a lovely part of the New Forest."
United Kingdom
Karen
The price is ฿5,016
฿6,020 total
includes taxes & fees
18 Jan - 19 Jan 2026
Balmer Lawn Hotel
Interior
Highfield Bed & Breakfast

Highfield Bed & Breakfast

Highfield Bed & Breakfast
3.5 star property
Lymington
10.0 out of 10, Exceptional, (105)
"Best B&B I have ever stayed in"
United Kingdom
Hazel
The price is ฿5,309
฿6,370 total
includes taxes & fees
14 Jan - 15 Jan 2026
Highfield Bed & Breakfast
Interior
Careys Manor & Senspa

Careys Manor & Senspa

Careys Manor & Senspa
4.0 star property
Brockenhurst
8.4 out of 10, Very good, (344)
"Spa and rooms were excellent! "
United Kingdom
Neil
The price is ฿6,126
฿7,351 total
includes taxes & fees
7 Jan - 8 Jan 2026
Careys Manor & Senspa
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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Top Winsor Hotel Reviews

New Place

New Place

10/10 Excellent
"Comfortable bed , quiet room , good breakfast "
Robert 2-night trip
Posted 23 hours ago
New Place
The Star Hotel

The Star Hotel

10/10 Excellent
"I didn’t have time to stay for Breakfast but it looked amazing. Staff were friendly and helpful. The building is a delightful example of a traditional coaching house and in perfect location to explore the area and attractions. My room was cosy and comfortable with everything I needed. Will definitely try and book here again next time I have an event to attend in the area."
Amanda 1-night trip
Posted 13 days ago
The Star Hotel

Frequently asked questions

Searching for romantic hotels in Winsor?
Are you in need of a romantic holiday? If you want to see some sights and attractions in the greater Winsor area, you might head to Southampton Cruise Terminal, New Forest National Park or Paultons Family Theme Park - Home of Peppa Pig World. If you're interested in staying close to a particular destination, you can sort properties by neighbourhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Winsor?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Winsor: The hottest months are usually July and August, with an average temperature of 16°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Winsor is 808 mm.
What is there to do in Winsor?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in Winsor. There's plenty to see in the greater Southampton area, so you might plan to visit Southampton Cruise Terminal, New Forest National Park or Paultons Family Theme Park - Home of Peppa Pig World.
What's the best way to get to Winsor and around town during my romantic getaway?
These transportation options in Winsor might help your romantic getaway go off without a hitch: If you're looking to fly to Winsor, the closest major airport is in Southampton (SOU), located 8.5 mi (13.7 km) from the city centre. If you'd like to explore around the area, you may want a rental car for your journey.