Cooleys Rift Vacations from $386

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Your Cooleys Rift Vacation

Take the fuss out of organizing your next break with a Cooleys Rift vacation package. Immerse yourself in the sights and sounds of this wonderful neighborhood and enjoy everything it has to offer. Wondering what to see during your trip to Cooleys Rift? University of the South and Sewanee Golf and Tennis Club are just a couple of nearby attractions to add to your list. Don't just imagine it — turn it into a reality! Book your ideal Cooleys Rift vacation with Expedia and get to where you're going your way.

The Latest Cooleys Rift Vacation Packages

Price found within the past 48 hours. Click for updated prices.
WoodSpring Suites Cleveland North

WoodSpring Suites Cleveland North

2.5 out of 5
Save 100% on your flight
Price was $564, price is now $386 per person
$386
per person
Jun 30 - Jul 6
found 9 hours ago
Roundtrip flight included
New York (NYC) to Chattanooga (CHA)
8/10 Very Good! (27 reviews)
Clean, friendly staff!

Reviewed on May 1, 2026

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,142, price is now $765 per person
$765
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,003 reviews)
Very nice 1 Hotel with lots of amenities and green areas.

Reviewed on May 3, 2026

Sleeps 24 12 Suites in Walkable Sobro Near Downtown by Avantstay

Sleeps 24 12 Suites in Walkable Sobro Near Downtown by Avantstay

3 out of 5
Downtown Nashville
Save 100% on your flight
Price was $9,952, price is now $7,088 per person
$7,088
per person
Jul 26 - Aug 1
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
No reviews
GLō Best Western Nashville Airport

GLō Best Western Nashville Airport

3 out of 5
Price was $949, price is now $684 per person
$684
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
8.8/10 Excellent! (1,896 reviews)
Breakfast was very good and convenient

Reviewed on May 9, 2026

The Harpeth Franklin Downtown, Curio Collection by Hilton

The Harpeth Franklin Downtown, Curio Collection by Hilton

4 out of 5
Historic Downtown Franklin
Price was $1,131, price is now $829 per person
$829
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.6/10 Exceptional! (529 reviews)
They tell you there are 2 options for parking. A $50/day parking garage attached to the hotel, or a valet parking that is $50/day. They did tell us there is a parking park age near by that is free, but a walk. The parking garage was free and about a 1 minute walk. So much more convenient and free.

Reviewed on May 6, 2026

Cooleys Rift 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
$52 nightly
The price is $59 total per night from May 13 to May 14
$59 total
May 13 - May 14
Total with taxes and fees
8.6/10 Excellent! (1,187 reviews)
We weren’t told about WiFi then called and got password and it was so low on power it wouldn’t work but clean and felt safe.

Reviewed on May 9, 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
$63 nightly
The price is $74 total per night from May 12 to May 13
$74 total
May 12 - May 13
Total with taxes and fees
8.8/10 Excellent! (1,106 reviews)
Was welcoming and friendly

Reviewed on May 9, 2026

Microtel Inn & Suites by Wyndham Manchester
The Sewanee Inn

The Sewanee Inn

4 out of 5
1235 University Ave Sewanee TN
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $242 total per night from May 12 to May 13
$242 total
May 12 - May 13
Total with taxes and fees
9.8/10 Exceptional! (417 reviews)
The Inn was clean, the staff was polite, the room was larger than expected, the beds were very comfortable and it was SO quite. Got a great nights sleep!

Reviewed on May 8, 2026

The Sewanee Inn
See all 532 properties in Cooleys Rift
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Cooleys Rift

A popular swimming hole surrounded by rock cliffs and lush green foliage is below Greeter Falls in South Cumberland State Park, Tennessee.

South Cumberland State Park

You can take time to visit South Cumberland State Park during your travels to Monteagle. Discover the mountain views and restaurants in this family-friendly area.

South Cumberland State Park

Monteagle Sunday School Assembly

Find out about the history of Monteagle when you take a trip to Monteagle Sunday School Assembly. Discover the area's mountain views and restaurants.

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