Tiptoe Holidays from £252

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Your Tiptoe Holiday

The stress-free way to experience this interesting city is with a tailor-made Tiptoe holiday package. Stay in the neighbourhood of Southbourne, which is good for dining, shopping and bars and pubs or go someplace else — our package deals are all about you. Any trip to Tiptoe needs a well-thought-out itinerary. Fill yours with attractions like Milford on Sea Beach, Hurst Beach and Lymington Sea Water Baths. Whatever your travel plans or the size of your budget, putting together a tailored Tiptoe holiday is a cinch with Expedia.

Top Tiptoe Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

3 out of 5
Price was £293, price is now £252 per person
£252
per person
18 Sept - 20 Sept
found 1 day ago
Return flight included
Belfast (BFS) to Southampton (SOU)
8/10 Very good! (1,006 reviews)
Beautiful old building, lovely grounds Would stay again

Reviewed on 29 Jul 2026

Enchanted Manor

Enchanted Manor

5 out of 5
Price was £441, price is now £371 per person
£371
per person
18 Sept - 20 Sept
found 1 day ago
Return flight included
Belfast (BFS) to Southampton (SOU)
9.6/10 Exceptional! (30 reviews)
Amazing stay at Enchanted manor, from the moment we walked in the vibes were warm and friendly. The food and drinks were delicious and the red squirrels and badger feeding in the evenings was an amazing experience. Could not recommend this place more.

Reviewed on 18 Oct 2025

No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was £498, price is now £421 per person
£421
per person
16 Oct - 18 Oct
found 8 hours ago
Return flight included
Guernsey (GCI) to Southampton (SOU)
9.6/10 Exceptional! (155 reviews)
Beautiful room

Reviewed on 5 Aug 2026

Perfect for contractors

Perfect for contractors

3.5 out of 5
Price was £450, price is now £384 per person
£384
per person
16 Oct - 18 Oct
found 8 hours ago
Return flight included
Guernsey (GCI) to Southampton (SOU)
10/10 Exceptional! (1 review)
Really nice house, table football etc for the kids, nice back garden and well-equipped kitchen. Really happy

Reviewed on 31 Aug 2025

QE2 Loft Apartments

QE2 Loft Apartments

3 out of 5
Southampton City Centre
Price was £352, price is now £310 per person
£310
per person
16 Oct - 18 Oct
found 8 hours ago
Return flight included
Guernsey (GCI) to Southampton (SOU)
6.4/10 (7 reviews)
Only criticism is the bath towels are to small

Reviewed on 25 Jul 2026

Tiptoe Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Max Temp Winter
7ºC
Max Temp Summer
18ºC
Top Sights
Hurst Castle, Hurst Beach and St Barbe Museum and Art Gallery

Top hotels in Tiptoe

Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
The price is £69 per night from 17 Aug to 18 Aug
£69
17 Aug - 18 Aug
includes taxes & fees
Leonardo Hotel Southampton
Laguna Hotel

Laguna Hotel

3 out of 5
6 Suffolk Road South Bournemouth England
The price is £47 per night from 6 Sept to 7 Sept
£47
6 Sept - 7 Sept
includes taxes & fees
Laguna Hotel
Royal Bath Hotel

Royal Bath Hotel

4 out of 5
Bath Road Bournemouth England
Fully refundableReserve now, pay when you stay
The price is £69 per night from 6 Sept to 7 Sept
£69
6 Sept - 7 Sept
includes taxes & fees
Royal Bath Hotel
See all 4,396 properties in Tiptoe
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.

The Advantages of Tiptoe Weekend Breaks

Discover a different side of the British Isles with a weekend break in Tiptoe. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Tiptoe weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Tiptoe.

Cheap Weekend Breaks to Tiptoe

There are lots of ways to take cheap weekend breaks to Tiptoe. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Tiptoe. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Tiptoe Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Tiptoe. Whisking your lover away for a romantic Tiptoe weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Tiptoe and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Tiptoe

Set some time aside to experience family weekend breaks in Tiptoe. There are plenty of excellent family-friendly hotels in Tiptoe within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Tiptoe. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Tiptoe family weekend breaks.

All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Tiptoe

Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

£22
per adult
100% of travellers recommend
Isle of Wight: Osborne Admission Ticket
Southampton Cruise Port Transfer to London with Tour

Southampton Cruise Port Transfer to London with Tour

£79
per adult
Southampton Cruise Port Transfer to London with Tour
Southampton: Guided Ghost Walk

The Southampton Ghost Walk

£15
per adult
100% of travellers recommend
The Southampton Ghost Walk
See all activities in Tiptoe

Frequently asked questions

Why should I book my Tiptoe holiday with Expedia?
Choose Expedia to plan your next big escape simply and all in one convenient place. Our insider tip for bagging a terrific deal on a Tiptoe getaway? Bundle your hotel, flights and/or hire car into a package holiday. Then throw in a couple of awesome tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to worry if you have to switch up your travel agenda. Round-the-clock help with making tweaks to your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Tiptoe?
If you love the buzz of peak season, visit Tiptoe in April, June and September. If you prefer a more relaxed vibe, March, November and December are better times to visit. To get an idea of what type of weather you can experience, the average temperature during the day in January, the coolest time of year in Tiptoe, is 6ºC. The warmest period here is July, when temperatures are around 17ºC.
What is the top hotel for my holiday in Tiptoe?
Create unforgettable memories in Tiptoe by choosing Macdonald Elmers Court Hotel as your home-away-from-home and gateway to adventure and exploration.
How do I get a cheap holiday to Tiptoe?
If you love getting an amazing deal, bundle your bookings into a Tiptoe holiday. Whether you're searching for hotels, flights, activities or hire cars, you can book them all in one place. You'll have loads of choice at your fingertips too. Expedia has more than 400 airlines and 321,000 hotels around the world to choose from. Fly with who you want, stay anywhere you like and save a tidy sum — now that's the perfect holiday! Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Tiptoe holiday?
Offering popular attractions like Milford on Sea Beach and Hurst Castle, a holiday in Tiptoe is filled with fun things to see and do. Lymington Sea Water Baths and Hurst Beach are two other sights also worth exploring.
Do I need a visa for my Tiptoe holiday?
Official government websites have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and reason for your visit, whether it be for work or holidays, will determine if you'll need a visa for Tiptoe. Also double-check that your passport is up to date and has at least six months validity remaining after the date of your intended return. Finalise all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Tiptoe holiday?
Though everyone's style differs, it can be helpful to have some guidelines for what kind of clothes to wear on your holiday in Tiptoe. We recommend searching style blogs before you leave so you can blend in like a local. Daytime temperatures during January, Tiptoe's coolest month, average 6ºC. July marks this city's warmest month when the average reaches 17ºC. Our tip? Take the guesswork out of packing and check the weather forecast.
What does an Expedia Tiptoe holiday include?
Hotels, flights and a cool car for all your road trip adventures. Simply choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and activities and watch your savings pile up. When it comes to crafting your Tiptoe holiday, you're in charge! Discover a large selection of property types and pick one that matches your travel needs. The most in-demand holiday rentals here are private holiday homes and cottages. With Expedia, it's easy to customise your Tiptoe escape any way you want.
Does Expedia offer Book Now, Pay Later Tiptoe holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply pick the payment plan that works for you during the checkout process and take the stress out of budgeting for your trip. Be sure to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying across multiple transactions sounds right for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams possible.
  • No-deposit holidays: If no upfront fee for your getaway makes clicking that "book now" button more stress-free, choose a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Tiptoe Expedia holiday?
With a holiday package, you're in charge. Whether you'd prefer to fly to Tiptoe in coach or first class, simply select from the available airline options. Expedia has access to more than 400 partner airlines around the world.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.