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Roundup Vacation Packages

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Roundup Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Vegas Hotel

The Vegas Hotel

2.5 out of 5
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Billings (BIL)
Book a stay at this family-friendly hotel in Billings. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Western Heritage Center and Toucan Gallery are located nearby.
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Billings (BIL)
Stay at this 3-star 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 Copper Creek Casino and Lucky Lil's Casino are located nearby.
Northern Hotel

Northern Hotel

4 out of 5
per person
Jun 27 - Jun 30
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Billings (BIL)
Book a stay at this business-friendly hotel in Billings. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular attractions Skypoint and Western Heritage Center are located nearby.
Country Inn & Suites by Radisson, Billings, MT

Country Inn & Suites by Radisson, Billings, MT

3 out of 5
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Billings (BIL)
Stay at this 3-star business-friendly hotel in Billings. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Lucky 7's Casino and Lucky Lil's Casino are located nearby.
Comfort Suites Billings

Comfort Suites Billings

2.5 out of 5
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 Amend Park and Riverfront Park are located nearby.
Big Horn Resort, Ascend Hotel Collection

Big Horn Resort, Ascend Hotel Collection

2.5 out of 5
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 in our reviews. Popular attractions Reef Indoor Water Park and Geyser Park are located nearby.
Quality Inn

Quality Inn

2.5 out of 5
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Billings (BIL)
Book a stay at this spa 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 Lucky Lil's Casino and Copper Creek Casino are located nearby.
Sleep Inn Billings

Sleep Inn Billings

2.5 out of 5
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 in our reviews. Popular attractions Amend Park and Riverfront Park are located nearby.

Roundup Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Northern Hotel

Northern Hotel

4 out of 5
per person
Jun 27 - Jun 30
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Billings (BIL)
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Billings (BIL)
Country Inn & Suites by Radisson, Billings, MT

Country Inn & Suites by Radisson, Billings, MT

3 out of 5
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Billings (BIL)
Comfort Suites Billings

Comfort Suites Billings

2.5 out of 5
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Billings (BIL)

Top Flight Deals

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

United
Tue, Jun 3 - Tue, Jun 10
DEN
Denver Intl.
BIL
Logan Intl.
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jun 3 from Denver Intl. to Logan Intl., returning Tue, Jun 10, priced at $193 found 1 day ago
Bargain Flight
Sat, Aug 16 - Sat, Aug 30
SLC
Salt Lake City Intl.
BIL
Logan Intl.
$228 Roundtrip, found 2 hours ago
$228
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Sat, Aug 16 from Salt Lake City Intl. to Logan Intl., returning Sat, Aug 30, priced at $228 found 2 hours ago
Bargain Flight
Fri, May 30 - Sun, Jun 1
LAS
Harry Reid Intl.
BIL
Logan Intl.
$254 Roundtrip, found 2 days ago
$254
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Fri, May 30 from Harry Reid Intl. to Logan Intl., returning Sun, Jun 1, priced at $254 found 2 days ago
Bargain Flight
Fri, May 9 - Tue, May 13
SEA
Seattle - Tacoma Intl.
BIL
Logan Intl.
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, May 9 from Seattle - Tacoma Intl. to Logan Intl., returning Tue, May 13, priced at $289 found 1 day ago