Pleasantville Vacations from $784

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The Latest Pleasantville vacation packages

Price found within the past 48 hours. Click for updated prices.
The Heights by AvantStay

The Heights by AvantStay

3 out of 5
Bordeaux
Save 100% on your flight
Price was $1,104, price is now $784 per person
$784
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
10/10 Exceptional! (1 review)
Everything was nice. Location close to downtown. Apartment was super clean and fully stocked

Reviewed on Jun 26, 2026

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $2,739, price is now $1,801 per person
$1,801
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,012 reviews)

Bode Nashville

Bode Nashville

3.5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,734, price is now $1,242 per person
$1,242
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (1,062 reviews)
We had a 2 bedroom apartment. It is in a great location. The beds were extremely comfortable. Enjoyed the extra space as a family. My only issue was it was close to the fire station and we heard sirens throughout the night

Reviewed on Jul 17, 2026

Lischey by Avantstay Modern 4bdr w/ Covered Patio Newly Built Nashville Home

Lischey by Avantstay Modern 4bdr w/ Covered Patio Newly Built Nashville Home

3 out of 5
East Nashville
Save 100% on your flight
Price was $2,099, price is now $1,550 per person
$1,550
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
No reviews

Creative Nashville Apartment + Rooftop Firepit + Gym + Easy Downtown Access Hermitage House by Avantstay

Creative Nashville Apartment + Rooftop Firepit + Gym + Easy Downtown Access Hermitage House by Avantstay

4 out of 5
South Nashville
Save 100% on your flight
Price was $1,813, price is now $1,343 per person
$1,343
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
No reviews

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What to do in Pleasantville

4 Hour Back Country Can-Am Experience

4 Hour Back Country Can-Am Experience

$299
per adult
100% of travellers recommend
4 Hour Back Country Can-Am Experience
See all activities in Pleasantville

Pleasantville Hotel Deals

Embassy Inn

Embassy Inn

2.5 out of 5
235 E Main St Hohenwald TN
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $88 total per night from Jul 18 to Jul 19
$88 total
Jul 18 - Jul 19
Total with taxes and fees
7.8/10 Good! (258 reviews)
"The fitted sheet was obviously dirty from past guest, several towels and washcloths were stained brown. Our feet were black on the bottoms from walking on the floor. Gnats and flys were in the hottub and toilet area. When the air conditioner would run it would make the room smell like cigarette smoke.toilet ..."

Reviewed on Jul 15, 2026

Embassy Inn
Holiday Inn Express Hurricane by IHG

Holiday Inn Express Hurricane by IHG

2.5 out of 5
15368 Highway 13 S Hurricane Mills TN
Fully refundable
$143 nightly
The price is $161 total per night from Aug 14 to Aug 15
$161 total
Aug 14 - Aug 15
Total with taxes and fees
Holiday Inn Express Hurricane by IHG
Days Inn by Wyndham Hurricane Mills

Days Inn by Wyndham Hurricane Mills

2 out of 5
15415 Highway 13 S Hurricane Mills TN
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $100 total per night from Jul 24 to Jul 25
$100 total
Jul 24 - Jul 25
Total with taxes and fees
7/10 Good! (489 reviews)
"Walls could use freshened up with cosmetic repairs and fresh paint. Also need to check appliances within rooms as our coffee pot was broken ."

Reviewed on Jul 6, 2026

Days Inn by Wyndham Hurricane Mills
See all 83 properties in Pleasantville
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.

Find the Best Pleasantville Vacation Packages

Pleasantville Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Pleasantville vacation package cost?
Offering excellent value package deals from $784 on Expedia, you'll be thrilled with how little a vacation to Pleasantville costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Pleasantville?
If you're looking to book a cheap Pleasantville vacation package, consider planning a trip in February, July and November. You'll usually find better rates on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Pleasantville?
Typically, a handful of days is enough to see the main attractions during your Pleasantville vacation. However, if you want to have some time to chill out or go on day trips, think about extending your itinerary.
How to find the best Pleasantville package deals?
Landing a cheap Pleasantville package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most economical Pleasantville package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Pleasantville vacation as a package?
You can enjoy significant savings on your next Pleasantville break by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Pleasantville?
Land fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Pleasantville trip.
Does Expedia offer Book Now, Pay Later Pleasantville vacation packages?
Jet off on your dream getaway to Pleasantville with our Book Now, Pay Later vacations. No need to save like crazy or wait for your next payday — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.