Shepherd Vacations from $557
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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.
Candlewood Suites Billings West by IHG
Price was $882, price is now $827 per person
$827
per person
Dec 30 - Jan 4
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Billings (BIL)
9.8/10 Exceptional! (16 reviews)
The building is relatively new. The roof was very comfortable and have a small kitchenette, which was perfect for me. Definitely have to check out their other building when I get to Omaha or St. Louis.
Reviewed on Oct 28, 2025
Holiday Inn Express & Suites Billings by IHG
Price was $855, price is now $804 per person
$804
per person
Dec 30 - Jan 4
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Billings (BIL)
9.2/10 Wonderful! (513 reviews)
The room was clean and the staff was very pleasant!
Reviewed on Nov 8, 2025
Shepherd Hotel Deals
Kelly Inn Billings Montana
5610 South Frontage Road, Billings, MT
Fully refundable
$102 nightly
The price is $114 total per night from Nov 23 to Nov 24
$114 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (1,783 reviews)
The room was really nice. The bed was really comfortable. Check in was quick but professional. The property itself could use some updating, but overall a nice place.
Reviewed on Nov 4, 2025
Woodspring Suites Billings
4750 King Ave East, Billings, MT
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $73 total per night from Dec 7 to Dec 8
$73 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (402 reviews)
The room was awesome. Very nice and clean
Reviewed on Nov 5, 2025
Hyatt Place Billings
705 Henry Chapple Street, Billings, MT
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $131 total per night from Dec 4 to Dec 5
$131 total
Dec 4 - Dec 5
Total with taxes and fees
9.6/10 Exceptional! (290 reviews)
Wonderfully clean and the pool and hot tub area is fantastic!
Reviewed on Nov 4, 2025
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.