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Roscoe Vacation Packages

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Roscoe 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
Price was $436, price is now $405 per person
$405
per person
Nov 6 - Nov 8
found 6 hours ago
Roundtrip flight included
Chicago (ORD) 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
Price was $706, price is now $502 per person
$502
per person
Nov 6 - Nov 8
found 6 hours ago
Roundtrip flight included
Chicago (ORD) 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
Price was $581, price is now $515 per person
$515
per person
Nov 6 - Nov 8
found 6 hours ago
Roundtrip flight included
Chicago (ORD) 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.

Beartooth Hideaway Inn and Cabins

Beartooth Hideaway Inn and Cabins

2.5 out of 5
Price was $741, price is now $695 per person
$695
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Billings (BIL)
Stay at this hotel in Red Lodge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lake Fork Trail and Montana Candy Emporium are located nearby.
Pros: clean room, gluten free options for breakfast.great location, helpful staff. Cons: the room is dated and worn. The beds and pillows weren’t very comfortable. FYI: Break fast is pastries, juice, fruit cups, yogurt, bread, gf bagels, nutria grain bars. FYI: There are bears in the area and you will need to remove all of your food from your car.

Reviewed on Sep 25, 2026

My Place Hotel - Billings, MT

My Place Hotel - Billings, MT

2 out of 5
Price was $550, price is now $525 per person
$525
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Billings (BIL)
Book a stay at this business-friendly hotel in Billings. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions First Interstate Arena at MetraPark and Amend Park are located nearby.

Rock Creek Resort

Rock Creek Resort

4 out of 5
Price was $782, price is now $755 per person
$755
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.

avid Hotels Billings West by IHG

avid Hotels Billings West by IHG

2.5 out of 5
Price was $487, price is now $474 per person
$474
per person
Nov 6 - Nov 8
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Billings (BIL)
Book a stay at this business-friendly hotel in Billings. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Reef Indoor Water Park and Geyser Park are located nearby.
Our first visit to an Avid hotel. Great place to stay. The hotel is new and modern. Good breakfast selection too.

Reviewed on Sep 25, 2026

Hotel Expedition

Hotel Expedition

3.5 out of 5
Price was $815, price is now $795 per person
$795
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Billings (BIL)
Book a stay at this golf motel in Red Lodge. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Montana Candy Emporium and Lake Fork Trail are located nearby.
It was an okay stay. The pictures make it look so much better.

Reviewed on Sep 23, 2026

Roscoe Vacation Packages 3-4 Night Stays

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 $548, price is now $492 per person
$492
per person
Oct 29 - Nov 2
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)
Northern Hotel

Northern Hotel

4 out of 5
Downtown Billings
Price was $829, price is now $735 per person
$735
per person
Oct 29 - Nov 2
found 4 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)
Riversage Billings Inn

Riversage Billings Inn

3 out of 5
Downtown Billings
Price was $651, price is now $649 per person
$649
per person
Oct 29 - Nov 2
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)
Hilltop Inn by Riversage

Hilltop Inn by Riversage

3 out of 5
Downtown Billings
Price was $668, price is now $666 per person
$666
per person
Oct 29 - Nov 2
found 4 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)

Roscoe Vacation Packages 5-7 Night Stays

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 $458, price is now $387 per person
$387
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Billings (BIL)
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
Southwest Corridor
Price was $913, price is now $531 per person
$531
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Billings (BIL)
My Place Hotel - Billings, MT

My Place Hotel - Billings, MT

2 out of 5
Southwest Corridor
Price was $550, price is now $525 per person
$525
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Billings (BIL)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Bargain Flight
Tue, Dec 15 - Tue, Jan 5
SEA
Seattle - Tacoma Intl.
BIL
Logan Intl.
$225 Roundtrip, found 1 day ago
$225
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Dec 15 from Seattle - Tacoma Intl. to Logan Intl., returning Tue, Jan 5, priced at $225 found 1 day ago
Bargain Flight
Sat, Nov 21 - Sat, Dec 5
LAS
Harry Reid Intl.
BIL
Logan Intl.
$275 Roundtrip, found 12 hours ago
$275
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Sat, Nov 21 from Harry Reid Intl. to Logan Intl., returning Sat, Dec 5, priced at $275 found 12 hours ago
Bargain Flight
Fri, Oct 9 - Sat, Oct 24
MSP
Minneapolis - St. Paul Intl.
BIL
Logan Intl.
$292 Roundtrip, found 21 hours ago
$292
Roundtrip
found 21 hours ago
Select Bargain Flight flight, departing Fri, Oct 9 from Minneapolis - St. Paul Intl. to Logan Intl., returning Sat, Oct 24, priced at $292 found 21 hours ago
Bargain Flight
Fri, Oct 30 - Wed, Nov 4
BNA
Nashville Intl.
BIL
Logan Intl.
$298 Roundtrip, found 1 day ago
$298
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Oct 30 from Nashville Intl. to Logan Intl., returning Wed, Nov 4, priced at $298 found 1 day ago