Five nights at a resort. Under $300 total. That's less than $60 a night. I know what you're thinking — there has to be some massive catch beyond the timeshare presentation. There isn't. The catch IS the timeshare presentation, and it's the same 90-120 minute commitment whether you're paying $300 total or $600 total. The difference is where you go and when you go. Let me show you the deals that crack the $300 barrier for five full nights. Start with our complete deals listing.
Five-Night Deals Under $300
| Resort | Location | Price/Night | 5-Night Total | Provider |
|---|---|---|---|---|
| Westgate Las Vegas | Las Vegas, NV | $49 | $245 | Westgate Direct |
| Cancun Resort Las Vegas | Las Vegas, NV | $55 | $275 | BookVIP |
| Westgate Smoky Mountain | Gatlinburg, TN | $59 | $295 | BookVIP (off-peak) |
| Westgate Branson Woods | Branson, MO | $55 | $275 | Westgate Direct (off-peak) |
| Wyndham Branson | Branson, MO | $59 | $295 | Wyndham Direct |
Las Vegas: The $245 Five-Night Vacation
If you want the absolute cheapest five-night vacation at a legitimate resort, Las Vegas wins by a mile. Westgate Las Vegas Resort at $49/night for 5 nights totals just $245. That's less than a single night at many Strip hotels.
What you get: a suite with a separate living area, full kitchen or kitchenette, access to pools and spa, free parking (a $35/night value on the Strip), and free Wi-Fi. The resort has on-site restaurants, a fitness center, and is connected to the Las Vegas Convention Center by monorail. The Strip's major casinos and shows are a short ride or walk away.
Gatlinburg: Mountains for Under $300
Westgate Smoky Mountain Resort in Gatlinburg drops to $59/night during January-February and mid-September, putting a 5-night stay at $295. You get cabin-style suites with fireplaces, mountain views, and access to Wild Bear Falls indoor water park. The Great Smoky Mountains National Park — the most visited national park in America — is free to enter and right at your doorstep.
Branson: The Underrated Budget King
Branson, Missouri doesn't have the name recognition of Orlando or Vegas, but it punches way above its weight for budget travelers. Westgate Branson Woods offers cabin-style suites at $55/night ($275 for 5 nights) with pools, a game room, and proximity to Branson's entertainment district. Silver Dollar City, the Titanic Museum, and dozens of live shows are all within a short drive.
Why Five-Night Stays Are the Sweet Spot
Three nights feels rushed. Seven nights can strain a budget even at deal prices. Five nights is the Goldilocks zone:
One day for the presentation. Get it out of the way on day one or two.
Three days for exploring. Plenty of time for attractions, activities, and experiences.
One day for relaxation. Use the resort pool, water park, or just sleep in. You're on vacation.
At under $300 total for lodging, a 5-night trip is also psychologically easier to justify. "We spent less than $300 on a five-night resort vacation" is a sentence that makes everyone at the office jealous.
Stretching Your $300 Budget Even Further
Food Strategy
Your suite has a full kitchen. Stock it on day one with groceries ($50-75 for the week), cook breakfast and lunch daily, and eat out for dinner twice ($80-120 total). Five-day food cost: $130-195 for a family of two, or $200-300 for a family of four.
Free Activities
Every under-$300 destination has plenty of free entertainment:
Las Vegas: Casino floor walking, Bellagio fountains, Fremont Street Experience, free Strip shows and concerts.
Gatlinburg: Great Smoky Mountains hiking, Gatlinburg SkyLift Park viewing (free from below), downtown walking, scenic drives.
Branson: Table Rock Lake beaches, free downtown concerts, nature trails, scenic overlooks.
Transportation Savings
For Vegas: the monorail, bus system, and walking cover most needs for $10-20/day. For Gatlinburg: you'll want a car, but the town is tiny and gas costs are minimal. For Branson: a car is necessary but distances are short.
The Full-Trip Budget Under $600
Here's how a complete 5-night vacation pencils out at under $600 total (excluding flights):
| Category | Budget (2 People) | Budget (Family of 4) |
|---|---|---|
| Lodging (5 nights) | $245-295 | $245-295 |
| Food (5 days, kitchen-heavy) | $130-195 | $200-300 |
| Activities | $50-100 | $100-200 |
| Transportation | $50-100 | $50-150 |
| TOTAL | $475-690 | $595-945 |
Bottom Line
Five nights under $300 is absolutely achievable at resorts in Las Vegas ($245), Branson ($275), and Gatlinburg ($295). These are full suites with kitchens and resort amenities — not roadside motels. Combined with kitchen cooking and free local attractions, you can do a complete 5-night vacation for under $600 per couple or under $950 per family. Check our deals under $100 page for current availability at these price points.