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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Browse Select Woolland Guest Houses

Driftwood B&B
Welcome to Driftwood Bed & Breakfast, a charming retreat with a flat roof and large windows, surrounded by lush greenery and a cozy entrance.

Driftwood B&B

3.5 star property
9.4 out of 10, Exceptional, (159)
"A very warm welcome and we are coming again in August . A relaxed atmosphere and near to the town and parking. we both had a lovely day in Weymouth . Help your self to breakfast and lovely fresh fruit . "
The price is £89
includes taxes & fees
20 Aug - 21 Aug
Driftwood B&B
Chapter 1 Hotels
Enjoy breathtaking views of the coastline from this room's expansive window.

Chapter 1 Hotels

3.5 star property
10.0 out of 10, Exceptional, (91)
"Had a lovely stay, the room was lovely and the staff was great - thank you Steve. Would highly recommend. "
The price is £135
includes taxes & fees
31 Aug - 1 Sept
Chapter 1 Hotels
Beach View Guesthouse
Enjoy meals in this cozy dining area with a set table and comfortable seating for four.

Beach View Guesthouse

3.0 star property
9.8 out of 10, Exceptional, (512)
"Great hotel, fab breakfast! Staff lovely, would definitely stay here again."
Beach View Guesthouse
Gleneagles Guest House
Historic homes with traditional facades and flags adorn the street.

Gleneagles Guest House

3.0 star property
9.0 out of 10, Wonderful, (173)
"It was,very clean and tidy comfortable room would definitely stay there again"
Gleneagles Guest House
The Angove Guest House
Relax in a serene space with a comfortable bed, large window, and elegant metal railing.

The Angove Guest House

3.5 star property
10.0 out of 10, Exceptional, (12)
"All very helpful and excellent bed and breakfast option, thank you!"
The Angove Guest House
Weymouth Sands
Enjoy the vibrant atmosphere of this bustling coastal town with its wide sandy beach and picturesque marina.

Weymouth Sands

3.0 star property
9.6 out of 10, Exceptional, (27)
"Reasonable price situated in a perfect place"
Weymouth Sands
Anchorage
Stroll through a charming historic street lined with traditional brick buildings and a prominent black and white striped pub.

Anchorage

3.0 star property
9.4 out of 10, Exceptional, (31)
"Excellent accommodation for our stay easy access to all local amenities would definitely stay here again The only downside was no parking "
The price is £117
includes taxes & fees
10 Aug - 11 Aug
Anchorage
Acqua Beach
Enjoy a meal with a view of the beach from this dining table, set with a variety of sandwiches and a bottle of wine.

Acqua Beach

3.0 star property
9.6 out of 10, Exceptional, (39)
"Very good hotel with good service."
The price is £137
includes taxes & fees
7 Aug - 8 Aug
Acqua Beach
Seascape
Enjoy a serene beach experience with access to the ocean.

Seascape

2.0 star property
9.4 out of 10, Exceptional, (92)
"The location of this property is about as good as you could get for the beach and the harbour you don't need a car or taxis everything is within walking distance the room was good and ensuite and the breakfast was good and plenty of it "
Seascape
The Ocean Guesthouse
Enjoy a serene view of the water from this room's large window, featuring a comfortable black chair and a potted plant.

The Ocean Guesthouse

3.5 star property
9.6 out of 10, Exceptional, (18)
"Lovely stay great place to stay"
The price is £133
includes taxes & fees
20 Aug - 21 Aug
The Ocean Guesthouse
South Rising Guest House
Enjoy meals in this stylish dining area with a large table and comfortable chairs, surrounded by artwork and natural light.

South Rising Guest House

3.0 star property
9.6 out of 10, Exceptional, (56)
"Was a great place to stay very happy with the stay we had "
South Rising Guest House
Westwood House
Relax in a cozy space with a comfortable armchair, flat-screen TV, and a neatly made bed.

Westwood House

4.0 star property
10.0 out of 10, Exceptional, (245)
"Absolutely loved our stay!"
The price is £144
includes taxes & fees
10 Aug - 11 Aug
Westwood House
Olivers Guest House
Enjoy a comfortable stay in this stylish room with a large window offering a view of the outside, a flat-screen TV, and a cozy seating area.

Olivers Guest House

2.5 star property
8.8 out of 10, Excellent, (247)
"Its on the main road next to the beach...but was hot, uncomfortable bed and limited breakfast options "
Olivers Guest House
The Wilton Guest House
Enjoy a comfortable stay in this well-appointed room featuring a single bed, dresser, and flat-screen TV.

The Wilton Guest House

3.0 star property
7.8 out of 10, Good, (175)
"Guest house was in walking distance of everything and parking just across the road would stay there again "
The price is £73
includes taxes & fees
31 Aug - 1 Sept
The Wilton Guest House
Harbour House
Enjoy the view from the bay window with a table for two and a dedicated workspace.

Harbour House

2.5 star property
9.8 out of 10, Exceptional, (23)
"Fantastic welcome, immaculate and clean rooms, massive bed and shower, you would have to a really miserable individual to find fault here, thank you so much. !!"
Harbour House
Jurassic Bay Holidays
Enjoy stunning ocean views from the comfort of this room, featuring a pool table, bar stools, and a cozy bench.

Jurassic Bay Holidays

2.0 star property
8.0 out of 10, Very good, (3)
"Great location. Spotless clean ten outta ten for location."
The price is £106
includes taxes & fees
4 Sept - 5 Sept
Jurassic Bay Holidays
The Esplanade
Ride the shoreline with breathtaking views of the ocean and a serene beach.

The Esplanade

4.0 star property
8.6 out of 10, Excellent, (70)
"This is right on the seafront, only 10 mins walk from the station. The room had all the comforts, and i particularly liked the view from my window to the sea. Would recommend, as quiet, good wifi, en-suite. Everything you need, and also plenty of restaurants close bye."
The Esplanade
The Seaspray
Enjoy a serene beach experience with calm seas and scenic views of the surrounding hills.

The Seaspray

3.0 star property
9.8 out of 10, Exceptional, (53)
"Excellent b&b"
The Seaspray
Philbeach Guest House
Guest house with a charming turreted structure and bay window, surrounded by lush greenery.

Philbeach Guest House

3.0 star property
9.6 out of 10, Exceptional, (28)
"Lovely place with great hostess who couldn’t do enough for us. Great breakfast, easy to find and convenient. Would definitely use again"
Philbeach Guest House
Frome Dale
Enjoy breathtaking views of the ocean from this cliffside retreat.

Frome Dale

3.0 star property
9.6 out of 10, Exceptional, (208)
"Very nice room and wonderful breakfast!"
Frome Dale
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.
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Top Woolland Hotel Reviews

Hotel du Vin & Bistro Poole

Hotel du Vin & Bistro Poole

10/10 Excellent
"Such a beautiful and grand hotel. Practically perfect in every way.Fantastic location to the quay and town.Loved everything about it "
Diane 1-night trip
Posted 4 days ago
Hotel du Vin & Bistro Poole

Frequently asked questions

What is the nightly rate for a guest house in Woolland?
Rates for Woolland guest houses vary, but travelers can find great-value prices from £73 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Woolland guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Woolland guest house and a B&B?
A guest house in Woolland is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.