Shepherd Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Shepherd

Quality Inn
Quality Inn
2.5 out of 5
2036 Overland Ave, Billings, MT
Fully refundableReserve now, pay when you stay
The price is S$142 per night from 6 Jul to 7 Jul
S$142
6 Jul - 7 Jul
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Nice pool and cook to order breakfast"

Reviewed on 20 Jun, 2025

Quality Inn
Super 8 by Wyndham Billings
Super 8 by Wyndham Billings
2 out of 5
5400 Southgate Dr, Billings, MT
Fully refundableReserve now, pay when you stay
The price is S$110 per night from 13 Jul to 14 Jul
S$110
13 Jul - 14 Jul
includes taxes & fees
7.6/10 Good! (1,410 reviews)
"Staff was super helpful and kind."

Reviewed on 18 Jun, 2025

Super 8 by Wyndham Billings
Northern Hotel
Northern Hotel
4 out of 5
19 North Broadway, Billings, MT
9.4/10 Exceptional! (1,031 reviews)
"Too aggressive about 11:00am checkout time. Service in their diner is atrocious."

Reviewed on 19 Jun, 2025

Get rates
Northern Hotel
See all 266 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.

Frequently asked questions

How much does a Shepherd holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Shepherd costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Shepherd?
If you're looking to score a cheap Shepherd holiday package, consider planning a trip in January, October and December. You'll typically find better prices on hotels and flights during these months --- ideal for a budget-friendly break.
How many days is enough for Shepherd?
With a well-planned itinerary, you can easily hit the main Shepherd attractions in a few days. But if you'd like to discover hidden spots or go on day tours, consider booking your Shepherd holiday for longer.
How to find the best Shepherd package deals?
Use Expedia's filters to find some of the best Shepherd package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Shepherd package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Shepherd holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can customise your Shepherd getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Shepherd?
If you've got your Shepherd holiday dates finalized, book early to grab some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Shepherd?

  1. Choose your dates: What you plan to do in Shepherd and your favourite season can help you decide when to travel.
  2. Set a budget: Consider costs like transportation, flights and meals when working out how much to save for your trip to Shepherd. Then, choose a property that matches your budget, whether that's a wallet-friendly stay or a more upscale getaway.
  3. Set the duration of your trip: Start by listing all the sights and activities you want to experience in Shepherd. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Shepherd holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.