Woolland

Travel Guide

A grassy hillside with a fence, a distant view of rolling hills, and a cloudy sky.
Photo by Nigel Mykura (Creative Commons Attribution-Share Alike 2.0)
A solitary tree in a foggy field with rolling hills in the background.
Photo by Nigel Mykura (Creative Commons Attribution-Share Alike 2.0)
A rural landscape with rolling hills, scattered trees, and a fence line.
Photo by Nigel Mykura (Creative Commons Attribution-Share Alike 2.0)
A rural landscape with rolling hills, scattered houses, and dense greenery.
Photo by Chris Downer (Creative Commons Attribution-Share Alike 2.0)
A rural landscape with rolling hills, fields, and scattered trees.
Photo by Chris Downer (Creative Commons Attribution-Share Alike 2.0)
Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road Weymouth England
$108 nightly
The price is $130 total per night from Nov 8 to Nov 9
$130 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this spa hotel in Weymouth. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our ...
8.4/10 Very Good! (1,000 reviews)
"Great hotel , modern , great working spa facilities. If there was any comment maybe on weekends breakfast could be extended until 10.30 ? Just in spa for an hour , time you are out and changed it left no time for breakfast"

Reviewed on Oct 5, 2026

Best Western Weymouth Hotel Rembrandt
Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
$76 nightly
The price is $91 total per night from Oct 11 to Oct 12
$91 total
Oct 11 - Oct 12
Total with taxes and fees
Stay at this hotel in Weymouth. Enjoy breakfast (surcharge), daily housekeeping, and an in-room coffeemaker. Our guests praise the helpful staff and the clean ...
Fairhaven Hotel
Holiday Inn Express Poole by IHG

Holiday Inn Express Poole by IHG

3 out of 5
Walking Field Lane Poole England
$72 nightly
The price is $87 total per night from Nov 8 to Nov 9
$87 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Poole. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
Holiday Inn Express Poole by IHG
See all 2,954 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.
Luxury barn conversion sleeping 16 with hot tub and ensuite bedrooms

Luxury barn conversion sleeping 16 with hot tub and ensuite bedrooms

Woolland Blandford Forum Dorset
Book a stay at this family-friendly vacation home in Blandford Forum. Enjoy free WiFi, a sauna, and a garden. Popular attractions Sturminster Newton Mill and ...
9.6/10 Exceptional! (13 reviews)
"Property was exactly what we needed for our group. It was in a lovely setting with great resources. There were some quiet private areas and communal areas which were spacious. Everything we needed was on our doorstep. Thank you for a great stay and quick responses to questions. Loved having my morning ..."

Reviewed on Jun 2, 2026

Luxury barn conversion sleeping 16 with hot tub and ensuite bedrooms
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

Three Legged Cross England
Book a stay at this family-friendly cottage in Wimborne. Enjoy private pools, a garden, and laundry facilities. Popular attractions Go Ape at Moors Valley Ringwood ...
9.8/10 Exceptional! (201 reviews)
"Ideal house for mixed age groups with safe pool and plenty of outdoor space and games Excellent location for lots of activities in New Forest Communication and support prompt and helpful"

Reviewed on Aug 22, 2026

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
Little Norton Mill

Little Norton Mill

4 out of 5
Little Norton Stoke-sub-Hamdon England
Stay at this apartment in Stoke-sub-Hamdon. Enjoy free WiFi, free parking, and a garden. Popular attractions Ham Hill Country Park and Montacute House are located ...
10/10 Exceptional! (38 reviews)
"A beautiful location. Spotlessly clean and we wanted to stay longer. Thank you for meeting us and making us feel welcome. Carl and Jo"

Reviewed on Aug 8, 2026

Little Norton Mill
See all 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.

Things to do

Portland Jurassic Coast Guided Mini Bus Excursions

JURASSIC COAST ADVENTURE - Guided Mini Bus Excursion-Small Groups

$214
per adult
JURASSIC COAST ADVENTURE - Guided Mini Bus Excursion-Small Groups
Poole Harbour and Islands Circular Cruise

Poole Harbour and Islands Circular Cruise

$19
per adult
Poole Harbour and Islands Circular Cruise
E-Bike excursion to Old Harry Rock, Dorset

E-Bike excursion to Old Harry Rock, Dorset

$127
per adult
E-Bike excursion to Old Harry Rock, Dorset
60 Minute Archery Session in Dorset

60 Minute Archery Session in Dorset

$34
per adult
60 Minute Archery Session in Dorset
Shaftesbury: Ghost Walk with Paranormal Investigation

Shaftesbury: Ghost Walk with Paranormal Investigation

$29
per adult
Shaftesbury: Ghost Walk with Paranormal Investigation
Sherborne: Guided Ghost Walk with Paranormal Investigation

Sherborne: Guided Ghost Walk with Paranormal Investigation

$29
per adult
Sherborne: Guided Ghost Walk with Paranormal Investigation
See all activities in Woolland

Frequently asked questions

When is the best time to visit Woolland?
The best time to visit Woolland is from May through September, when the climate is most favorable. For travelers seeking fewer crowds and better value, the quieter months of December through March are a good option, offering a different experience.
Can I book a refundable hotel in Woolland?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Woolland by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Woolland with Expedia?
Expedia makes it easier to plan your Woolland trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Woolland?
The best choice depends on your travel style. Hotels in Woolland can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Woolland trip on Expedia?
Once you've booked your Woolland trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Woolland trip?
Expedia offers customer support before, during, and after your Woolland trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Woolland?
If it's your first trip to Woolland, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Woolland hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Woolland hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Woolland

An aerial view of a solar farm with rows of solar panels.

Blandford Forum

A bustling street with historic buildings, a clock tower, and various shops and cafes.

Dorchester

A historic stone church with arched windows and a tall tower.
Photo by Adrian Farwell (Creative Commons Attribution 3.0)

Milton Abbas

A rural landscape with a house surrounded by hedges and trees.
Photo by Marilyn Peddle (Creative Commons Attribution-Share Alike 2.0)

Haselbury Bryan

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