Shepherd Holidays from £1,124

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Your Shepherd Holiday

The adventure-filled city of Shepherd is calling. Discover its hot spots and hidden treasures with a Shepherd holiday package that's tailored to you. Every trip to Shepherd should include some sightseeing. Town & Country Lanes and Lounge is a popular place to kick things off. A couple of quick clicks is all it takes to build your dream Shepherd holiday on Expedia.

Top Shepherd Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
Southwest Corridor
Price was £1,602, price is now £1,124 per person
£1,124
per person
1 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LON) to Billings (BIL)
8.2/10 Very good! (1,640 reviews)
Great place clean friendly staff great location

Reviewed on 10 Jul 2026

Northern Hotel

Northern Hotel

4 out of 5
Downtown Billings
Price was £1,580, price is now £1,376 per person
£1,376
per person
1 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LON) to Billings (BIL)
9.6/10 Exceptional! (1,221 reviews)
Our tv didn’t work initially and had to call a technician from housekeeping. They promptly fixed it. Our room only had a night stand on left side of the bed, which was inconvenient for my wife’s CPAP machine on her (R) side of the bed…

Reviewed on 10 Jul 2026

Hilltop Inn by Riversage

Hilltop Inn by Riversage

3 out of 5
Downtown Billings
Price was £1,278, price is now £1,246 per person
£1,246
per person
1 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LON) to Billings (BIL)
9.2/10 Wonderful! (1,226 reviews)
Everything was great except the water pressure. Our room was on the 3rd floor and I didn't wash my hair over the 2 night stay due to fear that the water pressure wouldn't be sufficient to remove shampoo/conditioner. The water pressure out of the bathroom sink was stronger.

Reviewed on 3 Jul 2026

Shepherd Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BIL)
Population
520
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Lake Elmo State Park, Town & Country Lanes and Lounge and MetraPark

Top hotels in Shepherd

Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
5610 South Frontage Road Billings MT
Fully refundableReserve now, pay when you stay
The price is £95 per night from 13 Jul to 14 Jul
£95
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (1,930 reviews)
"will stay here again, rooms were clean and comfortable"

Reviewed on 9 Jul 2026

Kelly Inn Billings Montana
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
1223 Mullowney Ln Billings MT
Fully refundableReserve now, pay when you stay
The price is £83 per night from 19 Jul to 20 Jul
£83
19 Jul - 20 Jul
includes taxes & fees
8.2/10 Very good! (1,663 reviews)
"Great place clean friendly staff great location"

Reviewed on 10 Jul 2026

Billings Hotel and Convention Center
Howard Johnson by Wyndham Billings

Howard Johnson by Wyndham Billings

2 out of 5
1345 Mullowney Ln Billings MT
Fully refundableReserve now, pay when you stay
The price is £61 per night from 27 Jul to 28 Jul
£61
27 Jul - 28 Jul
includes taxes & fees
6/10 (1,081 reviews)
"Avoid if possible"

Reviewed on 8 Jul 2026

Howard Johnson by Wyndham Billings
See all 275 properties in Shepherd
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Shepherd travel package cost?
Handcraft your Shepherd travel package from just £1,124. Choose from any combination of hotels, flights and rental cars to create the getaway you've long been dreaming about. Be sure to add on a few activities!
If I'm not able to travel, can I cancel my Shepherd travel package?
Because we know life can throw you a few curveballs, the answer is yes. To find out more, check out our Customer Service Portal. But generally speaking, if you've booked your Shepherd travel package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.
How do I get a cheap travel package to Shepherd?
If you love bargains, bundle your bookings into a Shepherd travel package. Whether you're chasing flights, hotels, rental cars or day tours, you can browse and book them all in one place. You'll have lots of choice at your fingertips too. Expedia has over 550 partner airlines and 1,000,000 properties throughout the world to select from. Fly with who you prefer, stay anywhere you like and save precious dollars — now that's the perfect escape!
Does Expedia offer Book Now, Pay Later Shepherd holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fantastic getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying just a little each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you spot an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

What are the top hotels in Shepherd?
If it's your first visit to Shepherd, reserve a room at Northern Hotel or Days Inn by Wyndham Billings. Both have good amenities and are top options with many travellers.
How far in advance should I book my Shepherd holiday?
It depends on the airline, but you can usually browse through international fares on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky customers occasionally find a cheaper flight just weeks before departure dates.
What does an Expedia Shepherd travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on some sightseeing tours and watch your savings pile up. When it comes to planning your Shepherd break, the choice is all yours!
What should I know before booking a Shepherd travel package?
You can save a tidy sum by bundling your airfares, hotels and rental cars. Once you've made your booking, you can add on things like activities or tours. Your next awesome holiday is only a couple of clicks away.
Can I choose my airline with a Shepherd Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our travel packages give you the flexibility to pick from available flight, hotel or activity options that suit you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.