Shepherd Vacations from $590
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Your Shepherd Vacation
The adventure-filled city of Shepherd is calling. Discover its hot spots and hidden treasures with a Shepherd vacation 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 vacation on Expedia.
The Latest Shepherd vacation packages
Price found within the past 48 hours. Click for updated prices.
Northern Hotel
Downtown Billings
Price was $972, price is now $730 per person
$730
per person
Mar 19 - Mar 24
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Billings (BIL)
9.6/10 Exceptional! (1,147 reviews)
I love The Northern! Great location, service, and food. My favorite place to stay in Billings 🌟
Reviewed on Feb 4, 2026
Ledgestone Suites Hotel Billings
Price was $707, price is now $608 per person
$608
per person
Mar 19 - Mar 24
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Billings (BIL)
9.4/10 Exceptional! (1,339 reviews)
Did not have bath tub which I was looking forward to. But lady at counter the late afternoon of February 6th was a great employee! Thank u.. 😊
Reviewed on Feb 8, 2026
Shepherd Hotel Deals
Kelly Inn Billings Montana
5610 South Frontage Road Billings MT
Fully refundable
$97 nightly
The price is $109 total per night from Feb 22 to Feb 23
$109 total
Feb 22 - Feb 23
Total with taxes and fees
8.6/10 Excellent! (1,858 reviews)
Friendly staff and a clean room. Really enjoyed having an exterior door to the room.
Reviewed on Feb 2, 2026
Hyatt Place Billings
705 Henry Chapple Street Billings MT
$105 nightly
The price is $117 total per night from Feb 15 to Feb 16
$117 total
Feb 15 - Feb 16
Total with taxes and fees
9.4/10 Exceptional! (372 reviews)
Staff was amazing. Hotel Was clean and updated. Breakfast could use improvement. Items were limited and most were not warm.
Reviewed on Feb 1, 2026
Billings Hotel and Convention Center
1223 Mullowney Ln Billings MT
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Feb 23 to Feb 24
$127 total
Feb 23 - Feb 24
Total with taxes and fees
8/10 Very Good! (1,435 reviews)
Good place to be
Reviewed on Feb 2, 2026
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.
Find the Best Shepherd Vacation Packages
Shepherd Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BIL) |
Population | 520 |
Top Sights | Lake Elmo State Park, Town & Country Lanes and Lounge and MetraPark |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
