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Our top choices for Winsor romantic hotels

Captains Club Hotel

Captains Club Hotel
4.0 star property
Christchurch
9.6 out of 10, Exceptional, (206)
"Great hotel and right on the river and the little water taxi to the other side just outside. Excellent food and friendly staff"
United Kingdom
Marilyn
The price is ฿6,946
฿8,336 total
includes taxes & fees
8 Jan - 9 Jan 2026
Captains Club Hotel

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

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

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

Chewton Glen Hotel & Spa - an Iconic Luxury Hotel

Chewton Glen Hotel & Spa - an Iconic Luxury Hotel
5.0 star property
New Milton
9.6 out of 10, Exceptional, (155)
"Room was clean and cosy and all staff very helpful. Property well maintained and didn’t feel busy so a very relaxing stay "
United Kingdom
Gordon
The price is ฿13,182
฿15,819 total
includes taxes & fees
22 Jan - 23 Jan 2026
Chewton Glen Hotel & Spa - an Iconic Luxury Hotel

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

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

Rhinefield House Hotel

Rhinefield House Hotel
4.0 star property
Brockenhurst
8.8 out of 10, Excellent, (669)
"Excellent location, walking distance to the Giant Tree alley. Breakfast was 5 star level - very very nice. "
United Kingdom
Radu
The price is ฿6,346
฿7,615 total
includes taxes & fees
11 Jan - 12 Jan 2026
Rhinefield House Hotel

The Grosvenor Stockbridge

The Grosvenor Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (76)
"Excellent all round "
United Kingdom
James
The price is ฿4,792
฿5,750 total
includes taxes & fees
30 Jan - 31 Jan 2026
The Grosvenor Stockbridge

The Bosun's Chair

The Bosun's Chair
4.0 star property
Lymington
9.4 out of 10, Exceptional, (81)
"Location Clean very comfortable bed and linen towels lovely staff and a fabulous breakfast Thankyou "
United Kingdom
Diane
The price is ฿4,189
฿5,027 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Bosun's Chair
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.

Top Winsor Hotel Reviews

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.