Hillsboro Vacations from $333

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The Latest Hillsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Chattanooga Heritage Inn

Chattanooga Heritage Inn

2.5 out of 5
Tyner
Price was $393, price is now $333 per person
$333
per person
Mar 6 - Mar 8
found 6 hours ago
Roundtrip non-stop flight included
Hartford (HFD) to Chattanooga (CHA)
8.6/10 Excellent! (93 reviews)
We recently traveled to Chattanooga to pick up a German Shepherd puppy. It was late when we got there and the lady at the desk was very pleasant and helpful. She explain that there was a nice restaurant next door and they were still open for dinner and she recommended stir fry veggies with chicken. It did not disappoint delicious. It was just what we needed and being dog friendly We were on our way to pick up a new puppy for our family We named her Shelby. The next morning we were running late so we were not able to check out their breakfast bar. I highly recommend this hotel if you are in that area and need good friendly service for a reasonable price.

Reviewed on Jan 6, 2026

Chanticleer Inn Bed & Breakfast

Chanticleer Inn Bed & Breakfast

3 out of 5
Save 100% on your flight
Price was $1,220, price is now $783 per person
$783
per person
Mar 19 - Mar 25
found 16 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Chattanooga (CHA)
9.6/10 Exceptional! (52 reviews)
The room was very clean and comfortable. Staff were friendly and helpful. The breakfast was delicious.

Reviewed on Jan 6, 2026

Hotel Clemons

Hotel Clemons

3 out of 5
Downtown Chattanooga
Price was $627, price is now $477 per person
$477
per person
Mar 6 - Mar 8
found 6 hours ago
Roundtrip non-stop flight included
Hartford (HFD) to Chattanooga (CHA)
9.6/10 Exceptional! (1,002 reviews)
This property was absolutely stunning. Basically it was an old warehouse and they turned it down to a hotel. Very nice highly recommend it was a two bedroom two bath studio feel highly recommend.

Reviewed on Jan 4, 2026

Staybridge Suites Chattanooga Downtown - Convention Center by IHG

Staybridge Suites Chattanooga Downtown - Convention Center by IHG

3 out of 5
Downtown Chattanooga
Price was $486, price is now $410 per person
$410
per person
Mar 6 - Mar 8
found 6 hours ago
Roundtrip non-stop flight included
Hartford (HFD) to Chattanooga (CHA)
8/10 Very Good! (1,002 reviews)
Should be cleaned well a d remodel Roach in the badthroom

Reviewed on Jan 4, 2026

The Dwell Hotel, a Member of Design Hotels

The Dwell Hotel, a Member of Design Hotels

3.5 out of 5
Downtown Chattanooga
Price was $595, price is now $505 per person
$505
per person
Mar 6 - Mar 8
found 6 hours ago
Roundtrip non-stop flight included
Hartford (HFD) to Chattanooga (CHA)
9.4/10 Exceptional! (471 reviews)
The location. The inside. The staff. Everything was awesome!

Reviewed on Jan 6, 2026

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Hillsboro Hotel Deals

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

3 out of 5
844 W Main Street Monteagle TN
Fully refundableReserve now, pay when you stay
$46 nightly
The price is $53 total per night from Jan 8 to Jan 9
$53 total
Jan 8 - Jan 9
Total with taxes and fees
8.4/10 Very Good! (1,150 reviews)
Clean room great check in

Reviewed on Jan 2, 2026

The Smokehouse Lodge and Cabins
Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester

2 out of 5
201 Expressway Dr Manchester TN
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $65 total per night from Jan 11 to Jan 12
$65 total
Jan 11 - Jan 12
Total with taxes and fees
8.6/10 Excellent! (1,017 reviews)
Nice room, very comfortable bed, decent breakfast.

Reviewed on Jan 4, 2026

Microtel Inn & Suites by Wyndham Manchester
The Sewanee Inn

The Sewanee Inn

4 out of 5
1235 University Ave Sewanee TN
$209 nightly
The price is $244 total per night from Jan 8 to Jan 9
$244 total
Jan 8 - Jan 9
Total with taxes and fees
9.6/10 Exceptional! (393 reviews)
Breakfast is tomorrow

Reviewed on Dec 19, 2025

The Sewanee Inn
See all 647 properties in Hillsboro
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 Hillsboro Vacation Packages

Hillsboro Essential Information

Language
English
Currency
U.S dollars
Population
450

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Frequently asked questions

How much does a Hillsboro vacation package cost?
Offering excellent value package deals from $333 on Expedia, you'll be surprised at how little a vacation to Hillsboro costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Hillsboro?
December, January and February are the best times to search for cheap Hillsboro vacation packages. Traveling in quieter periods means you can generally find reduced prices on flights and hotels.
How many days is enough for Hillsboro?
The ideal duration for your Hillsboro vacation depends on what you'd like to do and see. Generally, a few days to a week will give you enough time to check out all the leading attractions and explore some hidden spots along the way.
How to find the best Hillsboro package deals?
Start your search for a Hillsboro package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Hillsboro package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Hillsboro escape underway.
Is it cheaper to book a Hillsboro vacation as a package?
You can enjoy significant savings on your next Hillsboro break by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Hillsboro?
If you're considering a spontaneous Hillsboro vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Hillsboro vacation packages?
Your Hillsboro getaway is meant to be an escape from your busy life, not a source of money worries. So to give you a little more flexibility, we've joined up with online lender Affirm to offer you 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.