Woolland Holidays

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Top hotels in Woolland

Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 9 Aug to 10 Aug
S$152
9 Aug - 10 Aug
includes taxes & fees
8.4/10 Very good! (841 reviews)
"Nice spot for the beach"

Reviewed on 31 Jul, 2026

Fairhaven Hotel
Holiday Inn Express Poole by IHG

Holiday Inn Express Poole by IHG

3 out of 5
Walking Field Lane Poole England
Fully refundable
The price is S$208 per night from 31 Aug to 1 Sept
S$208
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"So much has changed since we stayed here 12 months ago. It has amazing air conditioning, super comfy beds. A nice TV for a change. Even a phone on the bedside table. And not sure if I understood the menu correctly but if I did then it now serves food all day and night akin to room service!"

Reviewed on 1 Aug, 2026

Holiday Inn Express Poole by IHG
The Jubilee Hotel East- with Spa Facilities

The Jubilee Hotel East- with Spa Facilities

3 out of 5
143-146 The Esplanade Weymouth England
The price is S$206 per night from 9 Aug to 10 Aug
S$206
9 Aug - 10 Aug
includes taxes & fees
7.2/10 Good! (485 reviews)
"Booked for a weekend family visits, we didn't use any of the spa or entertainment or restaurant options so cannot comment on those. Our room was clean and tidy, staff welcomed us on arrival and wished us well on checkout. The car park is super busy but that is an issue anywhere so close to the seafront. ..."

Reviewed on 26 Jul, 2026

The Jubilee Hotel East- with Spa Facilities
See all 2,861 properties in Woolland
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.

What to do in Woolland

Poole Harbour Lights Cruise

Poole Harbour Lights Cruise

S$28
per adult
Poole Harbour Lights Cruise
Poole Harbour and Islands Circular Cruise

Poole Harbour and Islands Circular Cruise

S$25
per adult
Poole Harbour and Islands Circular Cruise
Picture 5 for Activity Poole: Harbour Lights Cruise

Poole: Harbour Lights Cruise

S$28
per adult
Poole: Harbour Lights Cruise
See all activities in Woolland

Frequently asked questions

How much does a Woolland holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Woolland costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Woolland?
January, February and November are the best times to look for cheap Woolland holiday packages. Opting to travel in less busy periods means you can typically find lower prices on flights and accommodation.
How many days is enough for Woolland?
Usually, a handful of days is enough to see the main attractions during your Woolland holiday. But if you prefer to have more time to kick back or take day tours, think about extending your itinerary.
How to find the best Woolland package deals?
Begin your search for a Woolland package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Woolland package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Woolland escape off to a flying start.
Is it cheaper to book a Woolland holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking stays and flights individually. Better still, you can personalise your Woolland escape to match 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 holiday package to Woolland?
If you're considering a spur-of-the-moment Woolland adventure, check out 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 find amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Woolland?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Woolland.
  2. Budget wisely: Besides the cost of your hotel, you should factor in other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Woolland.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Woolland. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Woolland holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.