Book Exclusive Shepherd Vacation Packages

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Shepherd flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Western Executive Inn

Western Executive Inn

2.5 out of 5
West End
Price was CA $997, price is now CA $913 per person
CA $913
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Billings (BIL)
Stay at this hotel in Billings. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Magic Diamond Casino and Onyx Casino are located nearby.
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
Southwest Corridor
Price was CA $1,456, price is now CA $1,052 per person
CA $1,052
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Billings (BIL)
Stay at this hotel in Billings. Enjoy free WiFi, free parking, and a casino. Our guests praise the pool and the helpful staff in our reviews. Popular attractions First Interstate Arena at MetraPark and Copper Creek Casino are located nearby.
Northern Hotel

Northern Hotel

4 out of 5
Downtown Billings
Price was CA $1,419, price is now CA $1,207 per person
CA $1,207
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Billings (BIL)
Book a stay at this luxury hotel in Billings. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular attractions First Interstate Arena at MetraPark and Western Heritage Center are located nearby.
Rock Creek Resort

Rock Creek Resort

4 out of 5
Price was CA $1,481, price is now CA $1,367 per person
CA $1,367
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Billings (BIL)
Stay at this lodge in Red Lodge. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Nichols Creek Trailhead and Lake Fork Trail are located nearby.

Top Shepherd hotels deals

Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
5610 South Frontage Road Billings MT
Free cancellation
Reserve now, pay when you stay
The price is CA $133 per night
CA $133
CA $150 total
Aug 23 - Aug 24
includes taxes & fees
Stay at this hotel in Billings. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions First Interstate Arena at MetraPark and Copper Creek Casino are located nearby.
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
1223 Mullowney Ln Billings MT
Free cancellation
Reserve now, pay when you stay
The price is CA $165 per night
CA $165
CA $190 total
Aug 24 - Aug 25
includes taxes & fees
Stay at this hotel in Billings. Enjoy free WiFi, free parking, and a casino. Our guests praise the pool and the helpful staff in our reviews. Popular attractions First Interstate Arena at MetraPark and Copper Creek Casino are located nearby.
Pool
Hot tub
Northern Hotel

Northern Hotel

4 out of 5
19 North Broadway Billings MT
Free cancellation
Reserve now, pay when you stay
The price is CA $207 per night
CA $207
CA $229 total
Sep 6 - Sep 7
includes taxes & fees
Book a stay at this luxury hotel in Billings. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular attractions First Interstate Arena at MetraPark and Western Heritage Center are located nearby.
Dude Rancher Lodge

Dude Rancher Lodge

3 out of 5
415 N 29th St Billings MT
Free cancellation
Reserve now, pay when you stay
The price is CA $111 per night
CA $111
CA $126 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly motel in Billings. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions First Interstate Arena at MetraPark and Alberta Bair Theater are located nearby.
Howard Johnson by Wyndham Billings

Howard Johnson by Wyndham Billings

2 out of 5
1345 Mullowney Ln Billings MT
Free cancellation
Reserve now, pay when you stay
The price is CA $98 per night
CA $98
CA $111 total
Sep 9 - Sep 10
includes taxes & fees
Book a stay at this golf hotel in Billings. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms in our reviews. Popular attractions First Interstate Arena at MetraPark and Norm Schoenthal Island are located nearby.
Western Executive Inn

Western Executive Inn

2.5 out of 5
3121 King Ave W Billings MT
Free cancellation
Reserve now, pay when you stay
The price is CA $86 per night
CA $86
CA $98 total
Aug 31 - Sep 1
includes taxes & fees
Stay at this hotel in Billings. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Magic Diamond Casino and Onyx Casino are located nearby.
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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.

Shepherd Vacations

Are you ready for your next vacation? Make sure you don't miss out on any fun in Shepherd by learning a few facts about it before you take off.

This town is located 14 miles (23 kilometers) to the northeast of Billings, and 1,650 miles (2,655 kilometers) to the west of Washington, the national capital.

This area of Montana is home to about 500 residents.

Places to visit in Shepherd

Go take a look at the events calendar at MetraPark for a variety of lively shows. Book your ticket soon to make sure you get a great seat! Want more ideas? Eager to alleviate the stress of your busy, modern life? Enjoy the fresh air as you embark on an adventure through Lake Elmo State Park. And there's still more going on in the surrounding area. With its flashing lights and bleeping machines, Town & Country Lanes and Lounge is a lively and colorful place to visit. Have a game of pinball or just enjoy watching the kids try and choose which game to play first!

Where do you fly into for Shepherd?

Slip on your headphones and enjoy the in-flight entertainment. Before you know it, you'll be touching down at Logan International Airport (BIL). It's about 14 miles (23 kilometers) from central Shepherd.

Frequently asked questions

How much are vacation packages to Shepherd?
Travelocity provides flight and hotel vacation packages starting as low as CA $913. With these kinds of bargains, you'll be saying hello to Shepherd in a flash.
Where can I get the best vacation package deals for Shepherd?
You'll discover an excellent range of Shepherd package deals on Travelocity. With 400 partner airlines and 1,000,000 worldwide properties, piecing together the perfect getaway will be a breeze.
Why should I purchase my Shepherd vacation package via Travelocity?
By booking your flights, hotel, car rental and activities altogether, you'll save time and money. All our bookings come with a dedicated team of experts available 24/7, and you'll know that you'll always score the best deal possible with our Price Match Guarantee. So, what's stopping you? Book that dream vacation today and start packing!
Will I save money on my Shepherd car rental if I book it with hotels and flights?
Sure can. And our Shepherd vacation packages are the perfect way to do it. With just a few clicks you can save money as well as time by booking everything in one place. Pick up the keys to your rental car and do your vacation your way. Searching for things to do? Throw some tours or experiences into your package and save on those too.
Which airport is best for Shepherd?
Logan Intl. Airport (BIL) is 23 kilometers southwest of downtown Shepherd.
Where should I stay when visiting Shepherd?
Many travelers hit the hay at the See the stars from this cozy guest cabin 30 minutes from Billings.. It's sure to be a great base for your Shepherd escape.

Photos of local treasures

Browse Shepherd vacation photos for more inspiration