Tiptoe Vacations from $649
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Tiptoe Vacation Packages
- Woodlands Lodge Hotel
Sep 17 - Sep 19Woodlands Lodge Hotel + Flight
Southampton2 nights3.0 star property8.6/10 - Excellent (366 reviews)"Lovely location. Noisy from 7am onwards due to delivery vehicle bin Lorrie’s. Nice garden friendly staff. Needs a little investment to update"Reviewed August 2, 2026Roundtrip • Wroclaw (WRO) - Southampton (SOU)WRO - SOU • 1 stop SOU - WRO • 1 stop$695$649found 12 hours agoper traveler - Leonardo Hotel Southampton
Sep 17 - Sep 19Leonardo Hotel Southampton + Flight
The Polygon2 nights4.0 star property8.6/10 - Excellent (1,421 reviews)"Public areas very good, room a little tired with some staining to the carpet. Staff very friendly and helpful and the food was very good."Reviewed August 7, 2026Roundtrip • Wroclaw (WRO) - Southampton (SOU)WRO - SOU • 1 stop SOU - WRO • 1 stop$938$844found 12 hours agoper traveler - Second Nature Southampton
Sep 17 - Sep 19Second Nature Southampton + Flight
Southampton City Centre2 nights4.0 star property9.4/10 - Exceptional (1,292 reviews)"The plase was exellent my kids like the layout. The only thing that I does not like was that there is not phone in the room. The restaurant has the same menu and us very limited."Reviewed August 6, 2026Roundtrip • Wroclaw (WRO) - Southampton (SOU)WRO - SOU • 1 stop SOU - WRO • 1 stop$937$869found 12 hours agoper traveler - Best Western Chilworth Manor Hotel
Sep 17 - Sep 19Best Western Chilworth Manor Hotel + Flight
Southampton2 nights3.0 star property8.0/10 - Very Good (1,004 reviews)"Room was clean, bathroom tired and old, but functional. I stay often through work, its well located and staff always friendly. Dinner menu isn't great, but a great pub within walking distance (3 mins). Breakfast is good."Reviewed August 6, 2026Roundtrip • Wroclaw (WRO) - Southampton (SOU)WRO - SOU • 1 stop SOU - WRO • 1 stop$731$680found 12 hours agoper traveler - Orange Grove Hotel & Gardens
Sep 17 - Sep 19Orange Grove Hotel & Gardens + Flight
Southampton2 nights3.0 star property8.4/10 - Very Good (363 reviews)Roundtrip • Wroclaw (WRO) - Southampton (SOU)WRO - SOU • 1 stop SOU - WRO • 1 stop$730$687found 12 hours agoper traveler
Tiptoe Hotel Deals
"Lovely hotel away from the town. Small indoor pool, larger outdoor pool and lovely grounds. It was quite stuffy in the room, but it was very hot weather. Breakfast was excellent!"
"Great, cosy inn with plenty of space to eat. Family room had a good layout with some nice touches such as fresh milk for the tea and coffee. Staff very helpful and plenty of parking"
Forest Park Country Hotel & Inn, Brockenhurst, New Forest
Forest Park Country Hotel & Inn, Brockenhurst, New Forest"It was one of the best hotels we have ever stayed in, beautiful and very clean, stunning decor, peaceful and gorgeous food. Me and mum love the New Forest and spent many many years in Brockenhurst so finding an excellent hotel has really made it for us, we will definitely be going back there 🏆❤️"
"Great location, polite team. Unfortunately for the rate it’s a dated room with bath and hand shower head. This sits under a sloping roof and meant no stand up showing."
The Kings Arms, WorldHotels Distinctive
The Kings Arms, WorldHotels Distinctive"Fabulous stay at the hotel. Charmane and the team made us so welcome. The restaurant served wonderful food. The rooms were clean and inviting. We couldn't have asked for more"
"Beautiful place. Great breakfast, perfect cocktails!"
"Came here for a wedding. Flooring ont he ground floor meant a sewage smell Throughout the main bedrooms. Was not what was expected for money paid sadly."
Frequently Asked Questions
How much does a Tiptoe vacation package cost?
You can grab a vacation package to this destination from $649 on Expedia. But how much your vacation to Tiptoe costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Tiptoe?
March, November and December are great times to look for cheap Tiptoe vacation packages. Opting to travel in quieter months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Tiptoe?
Generally, a handful of days is enough to visit the top sights during your Tiptoe vacation. But if you prefer to have time to chill out or go on day trips, consider extending your itinerary.
How to find the best Tiptoe package deals?
Bagging a cheap Tiptoe package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Tiptoe package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Tiptoe vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations individually. Better still, you can personalize your Tiptoe escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Tiptoe?
If you're planning an impromptu Tiptoe getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Tiptoe vacation packages?
Your Tiptoe getaway should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.