A stone church with a clock tower, a wooden gazebo, and a stone pathway.

Hotels in Chailey

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Dates

November 2026

December 2026

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Where to stay in Chailey?

An arched pathway surrounded by lush green foliage, leading to a central area with string lights and a decorative element.

1. Trading Boundaries

Uckfield

$84 total

includes taxes & fees

Nov 22 - Nov 23

A dining table set with wine glasses, a bottle, and a decorative vase.

2. The Birch Hotel

Haywards Heath

$140 total

includes taxes & fees

Nov 24 - Nov 25

A large, historic building with multiple windows and a well-maintained lawn.

3. Horsted Place

Uckfield

$242 total

includes taxes & fees

Nov 8 - Nov 9

A spacious lobby with high ceilings, large windows, and modern chandeliers.

4. East Sussex National

Uckfield

$144 total

includes taxes & fees

Nov 8 - Nov 9

A bed with white linens, a floral pillow, and two bedside tables with lamps.

5. The Blacksmiths Arms

Lewes

$155 total

includes taxes & fees

Nov 8 - Nov 9

A building with a symmetrical facade, a central entrance with a decorative arch, and two illuminated Christmas trees.

6. Buxted Park Hotel

Uckfield

$208 total

includes taxes & fees

Nov 16 - Nov 17

A traditional pub with a sign reading "The Dorset" and a clock above the door.

7. The Dorset

Lewes

$83 total

includes taxes & fees

Nov 11 - Nov 12

A garden pathway with potted plants and sculptures.

8. Beechwood B&B

Lewes

$226 total

includes taxes & fees

Nov 6 - Nov 7

A cozy room with leather sofas, a wooden table, and a staircase leading to another area.

9. The Roebuck Hotel by Greene King Inns

Forest Row

$79 total

includes taxes & fees

Nov 15 - Nov 16

A large stone building with multiple windows and a symmetrical facade, surrounded by a well-maintained lawn and trees.

10. Ashdown Park Hotel & Country Club

Forest Row

$248 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with lounge chairs and a glass railing.

11. Felbridge Gatwick Hotel & Spa

East Grinstead

$106 total

includes taxes & fees

Nov 6 - Nov 7

An outdoor dining area with multiple tables and chairs, a bar area with shelves and a television, and large windows providing views of the surroundings.

12. Holiday Inn London Gatwick - Worth by IHG

Crawley

$87 total

includes taxes & fees

Nov 6 - Nov 7

A balcony with a white metal chair, a table, and a view of a marina with boats.

13. Malmaison Brighton

Seafront

$97 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel entrance with a glass door, a reception desk, and a visible hand sanitizer station.

14. Staybridge Suites Brighton by IHG

Brighton City Centre

$90 total

includes taxes & fees

Nov 8 - Nov 9

A wooden pergola structure with a lattice design, surrounded by lush greenery and flowering plants.

15. The Wheatsheaf Inn

Haywards Heath

$97 total

includes taxes & fees

Nov 8 - Nov 9

A cozy dining area with wooden furniture, a chalkboard with poetry, and a view of the outdoors.

16. Patience - Tiger Inn

Eastbourne

$195 total

includes taxes & fees

Nov 16 - Nov 17

A vintage car parked in a modern kitchen area with geometric patterned flooring, wooden cabinets, and a counter with food items.

17. Ibis Styles London Gatwick Airport

Manor Royal

$86 total

includes taxes & fees

Nov 8 - Nov 9

A modern building with large glass windows and a green-lit interior.

18. Roffey Park Venue

Horsham

$116 total

includes taxes & fees

Nov 8 - Nov 9

A balcony with a table set for breakfast, overlooking the sea.

19. White Horses by Everly Hotels Collection

Brighton

$98 total

includes taxes & fees

Nov 22 - Nov 23

A restaurant with green upholstered chairs and tables, a large mural on the wall, and a high ceiling with skylights.

20. The Grand Brighton

Brighton City Centre

$152 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

Go beyond your typical stay in Chailey

Top landmarks in Chailey

Bluebell Railway - Sheffield Park Station

10.0/10 (4 reviews)

You might want to get your camera out and head to Bluebell Railway - Sheffield Park Station— just one of the landmarks located 2.5 mi (4 km) from central Chailey. If you have fun at Bluebell Railway - Sheffield Park Station, you'll love Heaven Farm and Freedom Leisure Uckfield, both located nearby.

See properties

Learn more about Chailey

Chailey is well-known for its attractions such as Bluebell Railway - Sheffield Park Station and High Weald.

See all hotels in Chailey

Check out reviews of Chailey hotels guests love

The Blacksmiths Arms

Lewes

10/10 Exceptional

Marina

The Birch Hotel

Haywards Heath

10/10 Exceptional

Roger

Beechwood B&B

Lewes

10/10 Exceptional

Nancy

The Wheatsheaf Inn

Haywards Heath

10/10 Exceptional

Other reviews had some negative remarks about it being noisy, old and such, therefore I had some reservations prior to our arrival, however, I was pleasantly surprised. The establishment is an older building and with this comes thin walls, outdated fixtures and other bits but overall it was a comfortable stay. The building had a wonderful charm and had a pub on one side that became lively in the evening and yes, cause some noise but being from the city, nothing that would cause me not to be able...

Samantha

The Dorset

Lewes

10/10 Exceptional

Wendy

A seaside promenade with a Ferris wheel, beach, and promenade railing.

A Room With A View

Seafront

10/10 Exceptional

julie

Ashdown Park Hotel & Country Club

Forest Row

10/10 Exceptional

Ian

The Grand Brighton

Brighton City Centre

10/10 Exceptional

We had an excellent stay at The Grand Brighton and found the room, restaurant, bar, and staff services to be exceptional. The location was fabulous offering convenient access to surrounding areas and a gorgeous view of the ocean. On the last night of our stay, the battery on our keypad failed (along with a few other rooms), and we were not able to get into our room for several hours. However, the staff handled the incident with care and did all they could to make the situation right for us. We...

Benjamin

Sea Spray

Kemptown

10/10 Exceptional

Howard

Malmaison Brighton

Seafront

10/10 Exceptional

We were stranded because of the airport shutdown and I booked the hotel without my normal thorough review… and I got very lucky. Below is my list of pros and cons… Cons first: -Late checkout is £15 per hour up to two hours. Like I get it but also… yuck. -Entrance is a bit disguised -Location is far away from Brighton Beach shopping and sights (but if you aren’t afraid of public transport, a 30 minute bus ride will get you there easily) Andddd that’s it. Pros: -Front desk personnel: Louis,...

Diana

A rooftop terrace with a view of the city skyline, outdoor seating, and a potted plant arrangement.

Q Square by Supercity Aparthotels

Brighton City Centre

10/10 Exceptional

Bridgette

Frequently Asked Questions

Can I book refundable hotels in Chailey?

If you want the flexibility to change your travel plans to Chailey, most hotels offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Chailey if I want a vacation rental instead of a traditional hotel?

If you want to find a good alternative to a hotel, review our selection of 7 vacation homes.

What will the weather in Chailey be like during my visit?

August and July are typically the warmest months in Chailey when the average temp is 61°F. January and February are the coldest months when the average temperature is 44°F. October and November are the months with the most rain.

Why should I book my Chailey hotel with Hotels.com?

There are lots of reasons to book your Chailey 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.