Glenwood Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Glenwood Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Orange Beach - Gulf Shores by IHG
Price was $697, price is now $602 per person
$602
per person
Dec 14 - Dec 20
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Orange Beach. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
Landing Furnished Apartments - Orange Beach
Price was $1,139, price is now $885 per person
$885
per person
Dec 14 - Dec 20
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Pensacola (PNS)
Stay at this apartment in Orange Beach. Enjoy free parking, a beach locale, and a 24-hour fitness center. Popular attractions Orange Beach Beaches and The Wharf are located nearby.
The apartment was very clean, convenient, and inviting. I will definitely stay here again.
Reviewed on Sep 14, 2026
Seaside Beach 5417- Two Bedrooms Waterfront Condo With Pool Sauna Amazing Ocean View Balcony
Price was $1,000, price is now $883 per person
$883
per person
Dec 14 - Dec 20
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Pensacola (PNS)
Stay at this apartment in Orange Beach. Enjoy a beach locale and a garden. Popular attractions Gulf Shores Beach and Orange Beach Beaches are located nearby.
The Original Romar House B&B Inn
Price was $1,072, price is now $951 per person
$951
per person
Dec 14 - Dec 20
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Pensacola (PNS)
Book a stay at this beach B&B in Orange Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gulf Shores Beach and Orange Beach Beaches are located nearby.
Lilia is amazing. The food was so delicious. Beach is super convenient- great location. Really enjoyed our stay!
Reviewed on Aug 24, 2026
Cotton Bayou Condo Boat Slip Water Views 2 Beddrooms
Price was $995, price is now $883 per person
$883
per person
Dec 14 - Dec 20
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Pensacola (PNS)
Stay at this apartment in Orange Beach. Enjoy free parking, a beach locale, and a garden. Popular attractions Orange Beach Beaches and The Wharf are located nearby.
We love the pool so much, and the fact that we could talk our boat
Reviewed on Aug 20, 2026
The Breakers 61
Price was $1,324, price is now $1,181 per person
$1,181
per person
Dec 14 - Dec 20
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Pensacola (PNS)
Stay at this condo in Orange Beach. Enjoy a beach locale, a fitness center, and balconies. Popular attractions Orange Beach Beaches and The Wharf are located nearby.
Top Hotel Deals
The Palm & Tide Beachfront Hotel
12001 Front Beach Rd Panama City Beach FL
17.51 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Pier Park and Panama City Beaches ...
Radisson Beachfront Hotel - Panama City Beach
15325 Front Beach Road Panama City Beach FL
21.57 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Chateau Beachfront Hotel, A By The Sea Resort
12525 Front Beach Rd Panama City Beach FL
18.3 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
Bikini Beach Resort
11001 Front Beach Rd Panama City Beach FL
16.3 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, a beach locale, and parking (surcharge). Our guests praise the pool and the helpful staff ...
Palmetto Beachfront Hotel, a By the Sea Resort
17255 Front Beach Road Panama City Beach FL
24.6 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
Seahaven Beach Hotel
15285 Front Beach Rd Panama City Beach FL
21.51 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Hampton Inn & Suites Panama City Beach-Beachfront
15505 Front Beach Road Panama City Beach FL
21.87 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the pool in our ...
Hyatt Place Panama City Beach
15727 FRONT BEACH ROAD Panama City Beach FL
22.21 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the pool in our ...
Boardwalk Beach Hotel
9600 S Thomas Dr Panama City Beach FL
14.87 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free parking, 2 outdoor pools, and 2 restaurants. Our guests praise the clean rooms in our reviews. ...
Holiday Inn Resort Panama City Beach by IHG
11127 Front Beach Road Panama City Beach FL
16.5 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
SpringHill Suites by Marriott Panama City Beach Beachfront
12513 Front Beach Road Panama City Beach FL
18.18 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the pool in our ...
Beachcomber Beachfront Hotel, a By The Sea Resort
17101 Front Beach Rd Panama City Beach FL
24.06 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
The Reef at Seahaven Beach Resorts
15285 Front Beach Road Panama City Beach FL
21.45 km from Glenwood
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a private beach. Our guests praise the overall value in our reviews. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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.
Sat, Feb 6 - Thu, Feb 18
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$229 Roundtrip, found 3 days ago
$229
Roundtrip
found 3 days ago
Mon, Dec 14 - Tue, Dec 29
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$317 Roundtrip, found 3 days ago
$317
Roundtrip
found 3 days ago
Tue, Jan 12 - Thu, Jan 21
ORD
O'Hare Intl.
VPS
Northwest Florida Regional
$343 Roundtrip, found 4 days ago
$343
Roundtrip
found 4 days ago
Sat, Jan 16 - Tue, Mar 2
MSP
Minneapolis - St. Paul Intl.
ECP
Northwest Florida Beaches Intl.
$369 Roundtrip, found 6 days ago
$369
Roundtrip
found 6 days ago
Tue, Dec 8 - Fri, Dec 11
BWI
Baltimore Washington Intl. Thurgood Marshall
VPS
Northwest Florida Regional
$371 Roundtrip, found 17 hours ago
$371
Roundtrip
found 17 hours ago