Shepherd Holidays

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    Better together

    Save up to NZ$616 when you book a flight and hotel together*
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    Plan, book, and manage your trip all in one place

Shepherd Holiday

Our pick of the best Shepherd Hotel Deals

Quality Inn

Quality Inn

2.5 out of 5
2036 Overland Ave, Billings, MT
Fully refundableReserve now, pay when you stay
The price is NZ$199 per night from 14 Aug to 15 Aug
NZ$199
14 Aug - 15 Aug
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"The pool and especially the hot tub are large. The made to order breakfast was really nice! The room itself was basic but nice. The only reason I didn’t give it 5 stars is that there were two tiny spots of poop on the toilet and it wasn’t ours."

Reviewed on 1 Aug. 2025

Quality Inn
Woodspring Suites Billings

Woodspring Suites Billings

2.5 out of 5
4750 King Ave East, Billings, MT
Fully refundableReserve now, pay when you stay
The price is NZ$169 per night from 10 Aug to 11 Aug
NZ$169
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (219 reviews)
"Loved the full size refrigerator with freezer, sink, microwave and 2 burner stove. Made eating a lot cheaper. Bring your own shampoo, conditioner and hairdryer. Very clean and quiet."

Reviewed on 2 Aug. 2025

Woodspring Suites Billings
Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
5610 South Frontage Road, Billings, MT
Fully refundable
The price is NZ$229 per night from 1 Sept to 2 Sept
NZ$229
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,693 reviews)
"Simply a great room with 2 kings and the continental breakfast was top notch"

Reviewed on 4 Aug. 2025

Kelly Inn Billings Montana
See all 250 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.