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Chepstow Vacations

Pack those stellar shades. We have Chepstow vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Chepstow – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Chepstow vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Chepstow

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Chepstow vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Chepstow well.

Top Hotel Deals

See all 20 Hotels in Chepstow
The Chepstow Inn

The Chepstow Inn

2 County Road-31, Chepstow
4.0 out of 5.0

Situated in Chepstow, this bed & breakfast is within 12 mi (20 km) of Walkerton Golf & Curling Club, Black Horse Golf, and Whispering Hills Golf Club. Hanover ...

Best Western Plus Walkerton Hotel & Conference Centre

Best Western Plus Walkerton Hotel & Conference Centre

10 East Ridge Road, Rural Route #2, Walkerton
3.0 out of 5.0

Situated in Walkerton, this eco-friendly hotel is 2.5 mi (4 km) from Walkerton Golf & Curling Club and 3 mi (4.8 km) from Whispering Hills Golf Club. Hanover ...

$142

$142
TownePlace Suites by Marriott Kincardine

TownePlace Suites by Marriott Kincardine

19 Millenium Way, Kincardine
3.5 out of 5.0

Situated in Kincardine, this hotel is within 2 mi (3 km) of Bluewater Summer Playhouse, Walker House, and Kincardine Lighthouse. Kincardine Golf Club and Station ...

$93

$93
Save Inn Kincardine

Save Inn Kincardine

1111 Sutton Street, Kincardine
2.0 out of 5.0

Situated in Kincardine, this motel is within 2 mi (3 km) of Kincardine Golf Club, Bluewater Summer Playhouse, and Walker House. Kincardine Lighthouse and Station ...

$51

$51
Holiday Inn Express Hotel & Suites Kincardine - Downtown

Holiday Inn Express Hotel & Suites Kincardine - Downtown

2 Millenium Way, Kincardine
3.0 out of 5.0

Located in the heart of Kincardine, this hotel is within 2 mi (3 km) of Bluewater Summer Playhouse, Walker House, and Kincardine Lighthouse. Station Beach and ...

$130

$130
Travellers Inn Hanover

Travellers Inn Hanover

244 - 7th Avenue, Hanover
2.5 out of 5.0

Situated in Hanover, this motel is 0 mi (0.1 km) from Hanover Raceway & Casino and within 3 mi (5 km) of Buck's Crossing Golf Course and Whispering Hills Golf ...

Grey Rose Suites

Grey Rose Suites

394 Tenth Street, Hanover
3.5 out of 5.0

Located in the heart of Hanover, this hotel is 0.7 mi (1.1 km) from Hanover Raceway & Casino and within 3 mi (5 km) of Buck's Crossing Golf Course and Whispering ...

Best Western Plus Governor's Inn

Best Western Plus Governor's Inn

791 Durham Street, Kincardine
3.0 out of 5.0

Situated in Kincardine, this hotel is within 1 mi (2 km) of Bluewater Summer Playhouse, Walker House, and Kincardine Lighthouse. Kincardine Golf Club and Station ...

$117

$117
Walkerton Inn Motel

Walkerton Inn Motel

1305 Yonge St, Walkerton
2.5 out of 5.0

Situated in Walkerton, this motel is 2.1 mi (3.4 km) from Walkerton Golf & Curling Club and within 9 mi (15 km) of Whispering Hills Golf Club and Hanover Raceway ...

Lighthouse Motel

Lighthouse Motel

1864 Highway 9, Walkerton
2.5 out of 5.0

Situated in Walkerton, this motel is 3 mi (4.8 km) from Walkerton Golf & Curling Club and within 9 mi (15 km) of Whispering Hills Golf Club and Hanover Raceway ...

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.