Chestnut Hill Vacations from $498
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Your Chestnut Hill Vacation
When an adventure in the city is calling, answer it with a Chestnut Hill vacation package. With all your travel arrangements taken care of before you go, all you have to do here is focus on having a blast. When it's time to get out and see the sights, be sure to include Douglas Lake and Vermont Horse Park on the itinerary for your trip to Chestnut Hill. Check out Expedia's extensive range of travel options and start organizing your dream vacation to Chestnut Hill today.
The Latest Chestnut Hill vacation packages
Price found within the past 48 hours. Click for updated prices.
Smokies Sanctuary
$1,923
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
10/10 Exceptional! (1 review)
Beautiful place. Amazing views. I would stay here every time. The property owners were very nice and answered any questions I had. They made sure I was taken care of. If you are in pigeon forge or gatlinburg, stay here.
Reviewed on Jul 17, 2026
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See all available trips from Columbus to Chestnut Hill
View all tripsStay near popular Chestnut Hill attractions
Chestnut Hill Park
10.0/10 (1 review)
Chestnut Hill Park is just one of the places to see in Chestnut Hill, so why not enjoy the other things to explore during your travels?
What to do in Chestnut Hill
Sevierville VIP Wine, Shine, Bourbon & Lunch Experience
$70
per adult
Sevierville: Extreme Mountain Zip Lining Adventure
$109
per adult
Sevierville: Smoky Mountains Zipline Near Pigeon Forge
$100
per adult
100% of travellers recommend
Chestnut Hill Hotel Deals
Econo Lodge Pigeon Forge Riverside
2440 Parkway Pigeon Forge TN
Fully refundable
$84 nightly
$94 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (3,464 reviews)
"Rooms are clean, staff excellent!!"
Reviewed on Oct 21, 2026
Best Western Plaza Inn
3755 Parkway Pigeon Forge TN
Fully refundableReserve now, pay when you stay
$90 nightly
$101 total
Oct 25 - Oct 26
Total with taxes and fees
9/10 Wonderful! (2,876 reviews)
"Facilities were clean, staff was friendly and accommodations were great."
Reviewed on Oct 20, 2026
Edgewater Hotel - Gatlinburg
402 River Rd Gatlinburg TN
Fully refundableReserve now, pay when you stay
$143 nightly
$161 total
Nov 16 - Nov 17
Total with taxes and fees
8.6/10 Excellent! (3,287 reviews)
"Good stay right near downtown!"
Reviewed on Oct 21, 2026
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 Chestnut Hill Vacation Packages
Chestnut Hill Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Dandridge Golf & Country Club and Vermont Horse Park |
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Frequently asked questions
How much does a Chestnut Hill vacation package cost?
Offering excellent value package deals from $498 on Expedia, you'll be thrilled with how little a vacation to Chestnut Hill costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chestnut Hill?
If you're looking to score a cheap Chestnut Hill vacation package, consider traveling in January, February and March. You'll typically find better prices on airfares and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Chestnut Hill?
With a well-organized schedule, you can easily hit the main Chestnut Hill sights in a handful of days. But if you'd like to discover lesser-known spots or go on day trips, think about booking your Chestnut Hill vacation for longer.
How to find the best Chestnut Hill package deals?
Begin your search for a Chestnut Hill package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Chestnut Hill package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chestnut Hill adventure underway.
Is it cheaper to book a Chestnut Hill vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Chestnut Hill vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Chestnut Hill?
If you have your Chestnut Hill vacation dates confirmed, book early to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Chestnut Hill vacation packages?
Jet off on your perfect trip to Chestnut Hill with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next paycheck — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up travel 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.
