Shepherd Trips (flight + hotel)

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Top hotels in Shepherd

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 P4,606 per night from Aug 19 to Aug 20
P4,606
P5,203 total
Aug 19 - Aug 20
includes taxes & fees
7.8/10 Good! (1,442 reviews)
Pleasant Stay
"Not bad. Convenient. Overall pleasant stay."

Reviewed on Jul 22, 2025

Super 8 by Wyndham Billings
Quality Inn

Quality Inn

2.5 out of 5
2036 Overland Ave, Billings, MT
Fully refundableReserve now, pay when you stay
The price is P6,012 per night from Aug 19 to Aug 20
P6,012
P6,722 total
Aug 19 - Aug 20
includes taxes & fees
8.2/10 Very Good! (1,016 reviews)
Very Comfor
"I have trouble sleeping in a chair, so booked a suite. It had a super comfortable chair to sleep in, and I got a very good night sleep"

Reviewed on Jul 22, 2025

Quality Inn
Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
5610 South Frontage Road, Billings, MT
Fully refundable
The price is P6,930 per night from Jul 27 to Jul 28
P6,930
P7,713 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (1,675 reviews)
"Nice place. A little difficult to get in and out."

Reviewed on Jul 20, 2025

Kelly Inn Billings Montana
See all 263 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 vacation package cost?
You can grab a vacation package to this top destination on Expedia. But how much your vacation 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 vacation 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 vacation 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 vacation package well in advance.
Is it cheaper to book a Shepherd vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can customize 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 vacation package to Shepherd?
If you've got your Shepherd vacation 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 favorite 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 personalized Shepherd vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.