Lenox Vacations from $428
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The Latest Lenox Vacation Packages
- Bay Club of Sandestin
Jan 20 - Jan 23Bay Club of Sandestin + Flight
Miramar Beach3 nights3.5 star property9.0/10 - Wonderful (187 reviews)Roundtrip • Minneapolis (MSP) - Fort Walton Beach (VPS)MSP - VPS • 1 stop VPS - MSP • 1 stop$583$428found 13 hours agoper traveler - Hotel Margot
Jan 22 - Jan 27Hotel Margot + Flight
Downtown Pensacola5 nights4.0 star property9.4/10 - Exceptional (20 reviews)Roundtrip • Boston (BOS) - Pensacola (PNS)BOS - PNS • 1 stop PNS - BOS • 1 stop$1,091$781found 18 hours agoper traveler - The Pensacola Beach Resort
Dec 10 - Dec 14The Pensacola Beach Resort + Flight
Villa Sabine4 nights4.0 star property9.6/10 - Exceptional (3,704 reviews)"The hotel was nice overall, but there are a couple of things that could be improved. The air conditioning unit was quite loud, which made it difficult to sleep comfortably. Also, I would strongly recommend using proper duvet covers instead of extra sheets wrapped around the comforter. The sheets tend to move around and get tangled during the night, making it uncomfortable. These small improvements would make a big difference in the overall guest experience."Reviewed November 7, 2026Roundtrip • Boston (BOS) - Pensacola (PNS)BOS - PNS • 1 stop PNS - BOS • 1 stop$869$642found 1 day agoper traveler - Matarangi by Avantstay Gulf-front Grayton Beach Retreat Pool + Golf Cart Near Gulf Place
Feb 1 - Feb 5Matarangi by Avantstay Gulf-front Grayton Beach Retreat Pool + Golf Cart Near Gulf Place + Flight
Grayton Beach4 nights3.0 star propertyRoundtrip • Chicago (ORD) - Fort Walton Beach (VPS)ORD - VPS • 1 stop VPS - ORD • 1 stop$3,554$2,668found 11 hours agoper traveler - Landing Furnished Apartments - Orange Beach
Jan 31 - Feb 5Landing Furnished Apartments - Orange Beach + Flight
Orange Beach5 nights3.0 star property8.8/10 - Excellent (19 reviews)"The apartment was very clean, convenient, and inviting. I will definitely stay here again."Reviewed September 14, 2026Roundtrip • Denver (DEN) - Pensacola (PNS)DEN - PNS • Nonstop PNS - DEN • Nonstop$1,134$878found 17 hours agoper traveler
Where to stay near Lenox
Repton
For family-oriented travelers seeking a blend of nature and budget-friendly options, Repton is the perfect base to enjoy Alabama’s charm. Just a quick trip away from Lenox, this village offers lovely outdoor experiences, including nearby beaches and urban parks, ideal for creating lasting memories. Visitors can also explore attractions like the Alabama Southern Community College - Monroeville Campus and the Vanity Fair Golf and Tennis Club. Repton is an excellent choice for a comfortable stay that enhances your vacation experience.
Evergreen
Plan your stay in Evergreen, a top-rated choice for family and nature travelers looking for a convenient mix of outdoor adventure and local attractions. Explore nearby highlights like the scenic Morgans Pond and the vibrant Reid State Technical College, or unwind at the beautiful national state park. Located about 15 miles from Lenox, Evergreen offers easy access to a variety of activities, making it a smart choice for your next vacation destination.
Castleberry
Make the most of your visit by staying in Castleberry, a haven for family travelers and nature enthusiasts thanks to its beautiful recreational areas and scenic lakes. With attractions like the Evergreen City Hall and the Country Club of Brewton nearby, you can enjoy a variety of outdoor activities. Castleberry, located about 10 miles from Lenox, offers a budget-friendly escape perfect for those looking to unwind by the beach or explore local theaters. It's a smart choice for your stay!
Frisco City
Ideally situated for families and nature enthusiasts, Frisco City offers a charming escape just 14 miles from Lenox, Alabama. Visitors can enjoy a round of golf at the Vanity Fair Golf and Tennis Club, explore the scenic Whitey Lee Lake, or learn something new at the Alabama Southern Community College - Monroeville Campus. With a variety of outdoor and city experiences available year-round, Frisco City is a smart choice for your next vacation stay.
Goodway
Travelers seeking a budget-friendly escape will find Goodway to be the ideal base for their vacation, featuring a charming village atmosphere and easy access to beautiful beaches. Families and nature lovers can explore the nearby Alabama Southern Community College - Monroeville Campus, enjoy the serene surroundings at Veterans Park, or play a round at the Vanity Fair Golf and Tennis Club. Located about 14 miles from Lenox, Goodway offers a smart choice for a memorable stay.
Lenox Hotel Deals
"It’s always clean and well kept"
"Clean room, friendly staff."
Quality Inn & Suites Monroeville South
Quality Inn & Suites Monroeville South
Sleep Inn & Suites Evergreen I-65
Sleep Inn & Suites Evergreen I-65
Econo Lodge Inn & Suites Evergreen
Econo Lodge Inn & Suites Evergreen
Frequently Asked Questions
How much does a Lenox vacation package cost?
Offering great value package deals from $428 on Expedia, you'll be surprised at how little a vacation to Lenox costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Lenox?
You're likely to find lower rates and greater availability in October, November and December. Explore our cheap Lenox vacation packages and you could land some great off-season discounts.
How many days is enough for Lenox?
Generally, a handful of days is enough to go to the major attractions during your Lenox vacation. However, if you'd like to have time to rest or take day trips, consider extending your trip.
How to find the best Lenox package deals?
Use Expedia's filters to help you find some fabulous Lenox package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Lenox package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Lenox vacation as a package?
You can enjoy significant savings on your Lenox retreat by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Lenox?
If you're considering a spontaneous Lenox trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Lenox vacation packages?
Your Lenox getaway should be a relaxing escape from your daily routine, not a reason for money worries. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.