Top 10 Hotels in Chaldon Herring in 2026 (from $65)

Q: What hotels do travelers recommend in Chaldon Herring?

Guests like Fairhaven Hotel , Best Western Weymouth Hotel Rembrandt and Sleeping Bear Hotel Dorchester .

A coastal landscape with cliffs, a sandy beach, and a large rock formation in the water.

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Where to stay in Chaldon Herring?

A bedroom with a bed, a nightstand, a lamp, a wardrobe, and a view of the outdoors through large windows.

1. Lulworth Cove Inn

Wareham

$82 total

includes taxes & fees

Nov 15 - Nov 16

A traditional pub with a clock, wooden beams, and outdoor seating.

2. The Smugglers Inn

Weymouth

$112 total

includes taxes & fees

Nov 15 - Nov 16

A restaurant interior with brick walls, wooden tables, and leather chairs.

3. The Countryman Inn

Dorchester

$83 total

includes taxes & fees

Nov 15 - Nov 16

A table with various bottles and glasses of drinks, including a raspberry liqueur, tonic water, pink grapefruit gin, and fever-tree tonic water, set outdoors with a green umbrella and a stone wall in the background.

4. The Frampton Arms

Dorchester

$78 total

includes taxes & fees

Nov 22 - Nov 23

A bedroom with a brick fireplace, a wooden headboard, and a bedside table with a lamp.

5. Castle Inn

Wareham

$132 total

includes taxes & fees

Nov 23 - Nov 24

A spacious dining area with multiple tables and chairs, large windows offering views of the countryside, and a skylight above.

6. Durdle Door Hotel

Wareham

$133 total

includes taxes & fees

Dec 13 - Dec 14

A dining area with a wooden table, chairs, and a blue patterned rug.

7. Barton Cottage Bed and Breakfast

Dorchester

$153 total

includes taxes & fees

Nov 23 - Nov 24

A thatched-roof building with wicker furniture and hanging flower baskets.

8. Yalbury Cottage

Dorchester

$100 total

includes taxes & fees

Nov 16 - Nov 17

A restaurant with a large copper dome, wooden tables, and potted plants.

9. The Duchess of Cornwall Inn

Dorchester

$86 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

10. The Dorset Golf Hotel

Wareham

$142 total

includes taxes & fees

Dec 14 - Dec 15

A corner building with a bay window, a black wrought iron balcony, and a brick facade.

11. The Clarence

Weymouth Town Center

$148 total

includes taxes & fees

Nov 15 - Nov 16

A building with a green door, a wooden fence, and hanging flower baskets.

12. Greyhound Inn Freehouse

Winterborne Kingston

$96 total

includes taxes & fees

Nov 16 - Nov 17

A cozy, rustic interior with wooden beams, a bar area, and seating arrangements.

13. The Red Lion

Dorchester

$79 total

includes taxes & fees

Nov 15 - Nov 16

A room with a purple sofa, a grey sofa, and a white table with a vase of flowers.

14. Sleeping Bear Hotel Dorchester

Dorchester

$85 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with two beds, a large window with curtains, and a view of a cityscape.

15. The Aqua

Portland

$168 total

includes taxes & fees

Nov 16 - Nov 17

An outdoor seating area with tables and chairs, surrounded by a gravel path and a stone wall.

16. Kingston Country Courtyard

Wareham

$119 total

includes taxes & fees

Nov 15 - Nov 16

A table with a view of a beach and the Olympic rings sculpture.

17. Heights Hotel

Portland

$145 total

includes taxes & fees

Nov 22 - Nov 23

A white door with the number 8, a black mailbox, and a stone wall with purple flowers.

18. The Heritage Bed & Breakfast

Weymouth

$124 total

includes taxes & fees

Nov 18 - Nov 19

An indoor swimming pool with a glass ceiling, clear poolside railing, and a no diving sign.

19. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

$105 total

includes taxes & fees

Nov 22 - Nov 23

A table set with a vase of flowers, salt and pepper shakers, a teapot, and cutlery, overlooking a coastal view with buildings and a red buoy.

20. The Anchorage

Weymouth Town Center

$126 total

includes taxes & fees

Dec 6 - Dec 7

View all properties

Go beyond your typical stay in Chaldon Herring

Learn more about Chaldon Herring

Chaldon Herring is well-known for its attractions such as Durdle Door Beach and Weymouth Bay.

See all hotels in Chaldon Herring

Check out reviews of Chaldon Herring hotels guests love

Lulworth Cove Inn

Wareham

10/10 Exceptional

We loved our stay at the Lulworth Cove. The parking wasn’t free and it was a bit difficult but doable. The room was very clean and the bed was comfortable. The restaurant was very good and the area was beautiful and very walkable. There are several trails along the cliffs and the coast and we felt very safe walking around. Having to lug our suitcases up 2 flights of stairs was difficult but because we prefer to stay in older, more historic buildings, not having a lift was expected. I would...

Annette

Castle Inn

Wareham

10/10 Exceptional

Marie

The Countryman Inn

Dorchester

10/10 Exceptional

Anonymous traveler

The Frampton Arms

Dorchester

10/10 Exceptional

Rachel

Durdle Door Hotel

Wareham

10/10 Exceptional

Laura

Barton Cottage Bed and Breakfast

Dorchester

10/10 Exceptional

timothy

The Red Lion

Dorchester

10/10 Exceptional

I've stayed here multiple times and it is a gem. Located close to the Bovington Tank Museum it has cozy rooms and a wonderful pub with a solid menu, including being extremely good for people with food allergies. I have celiac disease and having several gluten free options (e.g., starters, entres, deserts, beer, etc) at a small hotel is unexpected. The staff is also extremely nice and helpful and even put together a gluten free tradiitoonal breakfast to go since my train left before they...

Matthew

Yalbury Cottage

Dorchester

10/10 Exceptional

Victoria

The Clarence

Weymouth Town Center

10/10 Exceptional

Anonymous traveler

A room with a large window overlooking a beach, a table with a vase of flowers, and a chair with a floral pattern.

Beach View Guesthouse

Weymouth Town Center

10/10 Exceptional

Susan

A modern dining area with a round table set for six, large windows, and a view of the garden.

Bay Tree House

Dorchester

10/10 Exceptional

Tim

A dining area with a round wooden table, chairs, and a stained glass lamp.

The Brewers Arms

Dorchester

10/10 Exceptional

The Brewers Arms is in a quiet little village. The pub was very festive on the outside with flags still from the Jubilee celebrations. We had a lovely large comfortable clean room off the pub gardens. The bathroom was huge and handicap accessible if you needed that. We had a good selection of tea and coffee with a kettle in our room and a mini fridge with milk and water in it. We texted our breakfast selections to the owners the night before and breakfast was delivered to our room at the...

Michael

The Anchorage

Weymouth Town Center

10/10 Exceptional

Suzanne

Frequently Asked Questions

What hotels do travelers recommend in Chaldon Herring?

Guests like Fairhaven Hotel, Best Western Weymouth Hotel Rembrandt and Sleeping Bear Hotel Dorchester.

Can I book a refundable accommodation in Chaldon Herring?

If you want the flexibility to change your travel plans to Chaldon Herring, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Chaldon Herring be like during my visit?

July and August are typically the warmest months in Chaldon Herring when the average temp is 61°F. February and January are the coldest months when the average temperature is 46°F. October and November are the months with the most rain.

Why should I book my Chaldon Herring hotel with Hotels.com?

There are lots of reasons to book your Chaldon Herring trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.