Woodlands Vacation Packages

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Your Woodlands Vacation

The hassle-free way to experience this unique city is with a tailor-made Woodlands vacation package. Base yourself in the neighborhood of Southampton City Centre, which is great for dining, cafes and bars and pubs or choose someplace else — our package deals are all about you. If sightseeing is on the to-do list during your trip to Woodlands, stop by big attractions like Mayflower Theatre, New Forest Wildlife Park and Mayflower Park. Your perfect Woodlands vacation is just a few clicks away. Search hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

Top Woodlands Vacation Deals

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

High Street

2 out of 5
Southampton City Centre
Price was CA $2,160, price is now CA $2,006 per person
CA $2,006
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Southampton (SOU)
No reviews

Serene Riverside 6BR Luxury Retreat in Curdridge

Serene Riverside 6BR Luxury Retreat in Curdridge

3 out of 5
Price was CA $6,929, price is now CA $6,271 per person
CA $6,271
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Southampton (SOU)
No reviews

Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

3 out of 5
Price was CA $2,377, price is now CA $2,171 per person
CA $2,171
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Southampton (SOU)
8/10 Very good! (1,002 reviews)
July 2026 - Beautiful building set in lovely grounds. Room was clean and bed comfy though it didn’t have air conditioning which we could have done with in the heatwave. Food in the restaurant was good and buffet breakfast was very good with plenty of choice

Reviewed on Jul 12, 2026

Four Seasons Hotel Hampshire

Four Seasons Hotel Hampshire

5 out of 5
Price was CA $8,820, price is now CA $8,166 per person
CA $8,166
per person
Oct 4 - Oct 9
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
9.4/10 Exceptional! (250 reviews)
Lovely property with helpful staff. Sundays are busy with the Sunday supper - lots of families - but otherwise a quiet, restful stay!

Reviewed on Jun 26, 2026

Chewton Glen Hotel & Spa

Chewton Glen Hotel & Spa

5 out of 5
Price was CA $8,832, price is now CA $8,207 per person
CA $8,207
per person
Oct 4 - Oct 9
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
9.6/10 Exceptional! (191 reviews)
Superb

Reviewed on Jun 29, 2026

Ready to book your vacation to Woodlands?

 

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Woodlands Hotel Deals

Woodlands Lodge Hotel

Woodlands Lodge Hotel

3 out of 5
Bartley Road Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Jul 19 to Jul 20
CA $154
CA $185 total
Jul 19 - Jul 20
includes taxes & fees
8.8/10 Excellent! (356 reviews)
"This was easily the worst experience I have ever had at a hotel. It was 35 degrees outside and the hotel didn’t have any air con, a small fan was left in our room (turned off) and we were at the very top. It was unbearable, we asked for another fan and they told us they didn’t have anymore. We went ..."

Reviewed on Jul 15, 2026

Woodlands Lodge Hotel
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 CA $116 per night from Jul 19 to Jul 20
CA $116
CA $139 total
Jul 19 - Jul 20
includes taxes & fees
Leonardo Hotel Southampton
Laguna Hotel

Laguna Hotel

3 out of 5
6 Suffolk Road South Bournemouth England
Fully refundableReserve now, pay when you stay
The price is CA $80 per night from Jul 19 to Jul 20
CA $80
CA $97 total
Jul 19 - Jul 20
includes taxes & fees
Laguna Hotel
See all 3,700 properties in Woodlands
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Woodlands

Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

CA $42
per adult
100% of travellers recommend
Isle of Wight: Osborne Admission Ticket
From Portsmouth: Isle of Wight Day Tour by Bus and Ferry

From Portsmouth: Isle of Wight Day Tour by Bus and Ferry

CA $147
per adult
From Portsmouth: Isle of Wight Day Tour by Bus and Ferry
Portsmouth: Ghost Walk Tour with a Guide

The Portsmouth Ghost Walk

CA $28
per adult
The Portsmouth Ghost Walk
See all activities in Woodlands

Frequently asked questions

How much does a Woodlands vacation package cost?
Offering excellent value package deals from CA $2,006 on Expedia, you'll be thrilled with how little a vacation to Woodlands costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Woodlands?
To score cheap Woodlands vacation packages, organize your getaway outside of peak times like public holidays and major festivals. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Woodlands?
Allow around 2 days for your Woodlands vacation if you're hoping to enjoy everything that makes this place unique. Wander around popular areas, including Shirley and Eling. Then tick off major sights like Grosvenor Casino and Romsey Golf Club. With a well-organized itinerary, you'll be kept busy with room for some me-time too. Want to travel outside of Woodlands? Consider fitting in an excursion or two.
How to find the best Woodlands package deals?
Landing a cheap Woodlands package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Woodlands package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Woodlands vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Woodlands vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Woodlands?
If you've got your Woodlands travel dates confirmed, book as soon as you can to grab some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Woodlands?

  1. Choose when to go: Check your diary and get packing. Your favourite time of year and the activities available will also help you decide when to visit Woodlands.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and flights. Your accommodations will likely be the biggest expense during your trip to Woodlands.
  3. Decide how long to go for: Now that you know more about Woodlands, you can figure out the perfect length of your vacation. Create a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Woodlands vacation package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.