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Roberts Vacation Packages

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Roberts 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 17 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 17 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 17 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.

Baymont by Wyndham Billings

Baymont by Wyndham Billings

2.5 out of 5
Price was $557, price is now $519 per person
$519
per person
Oct 29 - Nov 2
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)
Book a stay at this business-friendly hotel in Billings. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions First Interstate Arena at MetraPark and Lucky Lil's Casino are located nearby.
The hotel was under renovations. The first room we went in there had been someone’s used gas in there. There was a used to go cup of coffee left and something dirty had been previously set on the bed. The second room had garbage on the floor in the room and right outside the room in the hallway. The toilet seat was broken and the drain in the shower was plugged. There was soap scum left in the tub as well.

Reviewed on Sep 25, 2026

Locomotive Inn

Locomotive Inn

2.5 out of 5
Price was $612, price is now $572 per person
$572
per person
Oct 29 - Nov 2
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)
Stay at this motel in Laurel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Black Chip Casino and Montana Lil's Casino are located nearby.
Clean room, location, friendly staff.

Reviewed on Sep 25, 2026

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.

Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
Price was $637, price is now $598 per person
$598
per person
Oct 29 - Nov 2
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)
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.
This place was great, the staff was super nice and quick and the beds were extremely comfortable!

Reviewed on Sep 26, 2026

Quality Inn

Quality Inn

2.5 out of 5
Price was $601, price is now $576 per person
$576
per person
Oct 29 - Nov 2
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)
Book a stay at this business-friendly hotel in Billings. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions First Interstate Arena at MetraPark and Lucky Lil's Casino are located nearby.

Roberts 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 13 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
Southwest Corridor
Price was $915, price is now $611 per person
$611
per person
Oct 29 - Nov 2
found 9 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 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)
Baymont by Wyndham Billings

Baymont by Wyndham Billings

2.5 out of 5
West End
Price was $557, price is now $519 per person
$519
per person
Oct 29 - Nov 2
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)

Roberts 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)
Locomotive Inn

Locomotive Inn

2.5 out of 5
Price was $559, price is now $505 per person
$505
per person
Nov 10 - Nov 15
found 2 hours ago
Roundtrip 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 22 hours ago
$275
Roundtrip
found 22 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 22 hours ago
Bargain Flight
Fri, Oct 9 - Sat, Oct 24
MSP
Minneapolis - St. Paul Intl.
BIL
Logan Intl.
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day 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 1 day ago
Bargain Flight
Fri, Oct 30 - Wed, Nov 4
BNA
Nashville Intl.
BIL
Logan Intl.
$298 Roundtrip, found 2 days ago
$298
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Fri, Oct 30 from Nashville Intl. to Logan Intl., returning Wed, Nov 4, priced at $298 found 2 days ago