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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 $444, price is now $416 per person
$416
per person
Nov 6 - Nov 8
found 23 hours ago
Roundtrip non-stop 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 $715, price is now $526 per person
$526
per person
Nov 6 - Nov 8
found 23 hours ago
Roundtrip non-stop 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 $829, price is now $735 per person
$735
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop 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.
Great fitness room, amazing staff and loved the breakfast at Bernie’s. The elk sausage was outstanding!! Next time we are in Billings we will stay at Northern!

Reviewed on Sep 27, 2026

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 1 day 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.
Hotel, parking lot, and room were filthy. Hot tub was cold and dirty, pool needs repaired. My “suite” - huge holes in the dirty carpet, no way to plug the drain in the tub to take a bath, no shampoo or soap(just conditioner bottle mounted on the wall), mini fridge door won’t shut.

Reviewed on Sep 27, 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 1 day 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.
Good location for travel stop.

Reviewed on Sep 27, 2026

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 1 day 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.
Good eveything

Reviewed on Sep 27, 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 1 day 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.

Ledgestone Suites Hotel Billings

Ledgestone Suites Hotel Billings

2.5 out of 5
Price was $619, price is now $596 per person
$596
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Billings (BIL)
Book a stay at this business-friendly hotel in Billings. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions First Interstate Arena at MetraPark and Amend Park are located nearby.
Clean room, pleasant staff. Easy freeway access.

Reviewed on Sep 27, 2026

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 1 day 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 1 day 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 1 day 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 1 day 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 $479, price is now $406 per person
$406
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip 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 $935, price is now $550 per person
$550
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip 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 1 day ago
Roundtrip flight included
Seattle (SEA) to Billings (BIL)
avid Hotels Billings West by IHG

avid Hotels Billings West by IHG

2.5 out of 5
Shiloh
Price was $553, price is now $539 per person
$539
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip 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 6 hours ago
$275
Roundtrip
found 6 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 6 hours ago
Bargain Flight
Fri, Oct 9 - Sat, Oct 24
MSP
Minneapolis - St. Paul Intl.
BIL
Logan Intl.
$292 Roundtrip, found 2 days ago
$292
Roundtrip
found 2 days 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 2 days ago
Bargain Flight
Fri, Oct 30 - Wed, Nov 4
BNA
Nashville Intl.
BIL
Logan Intl.
$298 Roundtrip, found 17 hours ago
$298
Roundtrip
found 17 hours ago
Select Bargain Flight flight, departing Fri, Oct 30 from Nashville Intl. to Logan Intl., returning Wed, Nov 4, priced at $298 found 17 hours ago