Hotels in Chepstow

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Johnson Shore Inn

Johnson Shore Inn
3.0 star property
Rock Barra
9.8 out of 10, Exceptional, (243 reviews)
Wake up to ocean views at this peaceful inn offering complimentary full breakfast. Explore nearby hiking trails and kayaking adventures, then unwind in the garden or terrace. With free WiFi and parking, plus staff known for exceptional service, this seaside haven delivers authentic island charm.
The price is $163
$187 total
includes taxes & fees
Jun 24 - Jun 25
Johnson Shore Inn

The Barn at Spry Point

The Barn at Spry Point
2.0 star property
Little Pond
9.0 out of 10, Wonderful, (72 reviews)
Set along the ocean in Little Pond, this hotel offers a beautiful, accessible beach just steps away. Free WiFi and parking add convenience while nearby Sally's Beach Provincial Park creates perfect nature excursions.
The price is $84
$97 total
includes taxes & fees
Jun 28 - Jun 29
The Barn at Spry Point

Rollo Bay Inn

Rollo Bay Inn
2.5 star property
Rollo Bay
8.0 out of 10, Very Good, (15 reviews)
The price is $120
$138 total
includes taxes & fees
Jun 24 - Jun 25
Rollo Bay Inn

45 Steps - The Culinary Beachside Inn

45 Steps - The Culinary Beachside Inn
5.0 star property
Goose River
10.0 out of 10, Exceptional, (50 reviews)
Savor the daily buffet breakfast at this beachside luxury hotel with garden and terrace. Venture out to nearby hiking trails, enjoy cross-country skiing, or explore St. Peters Landing—all with free WiFi and parking.
The price is $358
$411 total
includes taxes & fees
Jul 13 - Jul 14
45 Steps - The Culinary Beachside Inn

Gateway to Greenwich Suites

Gateway to Greenwich Suites
3.0 star property
Saint Peters Bay
8.6 out of 10, Excellent, (110 reviews)
Situated on the bay in Saint Peters Bay, this hotel offers free WiFi, parking, and room service. Explore nearby hiking trails and kayaking spots, or visit St. Peters Landing and Courthouse Theatre for local charm during your coastal retreat.
The price is $235
$270 total
includes taxes & fees
Jun 24 - Jun 25
Gateway to Greenwich Suites
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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Frequently asked questions

What accommodations do travelers recommend in Chepstow?
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.