Greycliff Vacations

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Greycliff Flight + Hotel packages

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

Western Executive Inn

West End
$588
per person
Sep 22 - Sep 29
found 18 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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.
Clean room friendly staff

Reviewed on Aug 9, 2026

Billings Hotel and Convention Center

Billings Hotel and Convention Center

Southwest Corridor
Save 100% on your flight
$777
per person
Sep 22 - Sep 29
found 18 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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.
Jess down at the bar is the only reason its not one star across the board. She was the only good thing about that hotel. Idk If id go back but if I did it would be just because of her.

Reviewed on Aug 9, 2026

Northern Hotel

Northern Hotel

Downtown Billings
$958
per person
Sep 22 - Sep 29
found 18 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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.
Park in garage on 2nd level and walk across on West side to hotel without going down to street level. Room needs a microwave and fridge. Then pay $5 for each bottle of water.

Reviewed on Aug 8, 2026

My Place Hotel - Billings, MT

My Place Hotel - Billings, MT

Southwest Corridor
$791
per person
Sep 22 - Sep 29
found 18 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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.
A/C was working quite well, even when you turned up the temp bit it was great. Very clean and well maintained room. Full size fridge and s.all 2 burner stove we a plus if you were staying a longer period. We would definitely stay again!

Reviewed on Aug 8, 2026

Quality Inn

Quality Inn

West End
$742
per person
Sep 22 - Sep 29
found 18 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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.
Super 8 by Wyndham Billings

Super 8 by Wyndham Billings

Southwest Corridor
$758
per person
Sep 22 - Sep 29
found 18 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Billings (BIL)
Book a stay at this business-friendly motel 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 Amend Park are located nearby.
Good room at a good price. Decent breakfast.

Reviewed on Aug 9, 2026

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Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Oct 7 - Tue, Oct 13
SEA
Seattle - Tacoma Intl.
BZN
Bozeman Yellowstone Intl.
$217
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Oct 7 from Seattle - Tacoma Intl. to Bozeman Yellowstone Intl., returning Tue, Oct 13, priced at $217 found 14 hours ago
Alaska Airlines
United
Wed, Oct 7 - Tue, Oct 13
SEA
Seattle - Tacoma Intl.
BZN
Bozeman Yellowstone Intl.
$293
Roundtrip
found 14 hours ago
Select United flight, departing Wed, Oct 7 from Seattle - Tacoma Intl. to Bozeman Yellowstone Intl., returning Tue, Oct 13, priced at $293 found 14 hours ago
Southwest Airlines
American Airlines