Hotels in Chepstow

City, hotel name, or address

Dates

Travelers

I'm traveling for business

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Where to stay in Chepstow?

A large wooden barn with a green roof, surrounded by dense trees and a clear sky.

A bedroom with two white beds, a ceiling fan, and windows with curtains.

A kitchen with stainless steel appliances, wooden cabinets, and a window providing natural light.

A wooden house with a green metal roof, a balcony, and a wooden deck.

1. The Barn at Spry Point

Little Pond

$84

$96 total

includes taxes & fees

Oct 5 - Oct 6

A view through a window with a vase of flowers on a table.

A bedroom with a bed, two blue armchairs, a small table with a vase of flowers, and a view of the beach through large windows.

A dining room with a round wooden table and six wooden chairs. There are two large windows with white frames, offering a view of the outdoors.

A two-story house with a front lawn, a car parked in the driveway, and a chimney on the roof.

2. Johnson Shore Inn

Rock Barra

$140

$161 total

includes taxes & fees

Oct 5 - Oct 6

A hotel room with two beds, a chair, a desk, and a painting on the wall.

A hotel room with a large bed, two armchairs, a desk, and a dresser.

A two-story house with a front entrance, a driveway, and two cars parked in the driveway.

A hotel room with two beds, a sitting area with a chair, a table, and a lamp.

3. Rollo Bay Inn

Rollo Bay

$102

$117 total

includes taxes & fees

Oct 5 - Oct 6

A beach with a wooden jetty extending into the water, a boat in the distance, and a sunset over the horizon.

A house with a white door, a red bench, and potted plants on the porch.

A porch with a potted plant, a white chair, and a wooden chair.

A modern living room with a sofa, dining table, chairs, and decorative items.

4. Gateway to Greenwich Suites

Saint Peters Bay

$201

$231 total

includes taxes & fees

Oct 5 - Oct 6

View all properties

Go beyond your typical stay in Chepstow

Frequently Asked Questions

What accommodations do travelers recommend in Chepstow?

Guests like Johnson Shore Inn and Rollo Bay Inn.

Can I book refundable accommodations in Chepstow?

If you're looking for the flexibility to change your travel plans to Chepstow, most hotels offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Chepstow be like during my trip?

August and July are typically the warmest months in Chepstow when the average temp is 63°F. February and January are the coldest months when the average temperature is 26°F. November and December are the months with the most rain.

Why should I book my Chepstow hotel through Hotels.com?

There are lots of reasons to book your Chepstow 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.