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Cleveland Vacation Packages

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Cleveland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Chattanooga - Lookout Mtn

La Quinta Inn & Suites by Wyndham Chattanooga - Lookout Mtn

3 out of 5
Price was $550, price is now $487 per person
$487
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Chattanooga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ruby Falls and Lookout Mountain Incline Railway are located nearby.

Chanticleer Inn Bed & Breakfast

Chanticleer Inn Bed & Breakfast

3.5 out of 5
Price was $912, price is now $751 per person
$751
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Stay at this B&B in Lookout Mountain. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ruby Falls and Rock City are located nearby.
We only stayed for 1 night but really enjoyed our stay. The location was great. We enjoyed sitting outside by the fire pit, as well as our breakfast the following morning. The staff was very pleasant.

Reviewed on Oct 14, 2026

The Hotel Chalet at The Choo Choo

The Hotel Chalet at The Choo Choo

4 out of 5
Price was $773, price is now $641 per person
$641
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Stay at this hotel in Chattanooga. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ruby Falls and Chattanooga Choo Choo Historic District are located nearby.

Glamping Collective Chattanooga

Glamping Collective Chattanooga

2 out of 5
Price was $1,571, price is now $1,314 per person
$1,314
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Stay at this hotel in Trenton. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Dogwood Hills Golf Resort & Gardens and Cloudland Canyon State Park are located nearby.

Hotel Indigo Chattanooga - Downtown by IHG

Hotel Indigo Chattanooga - Downtown by IHG

3.5 out of 5
Price was $649, price is now $551 per person
$551
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Chattanooga. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ruby Falls and Tennessee Aquarium are located nearby.

The Read House Hotel

The Read House Hotel

4 out of 5
Price was $819, price is now $710 per person
$710
per person
Dec 18 - Dec 21
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Chattanooga. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ruby Falls and Tennessee Aquarium are located nearby.
Wonderful hotel!

Reviewed on Oct 17, 2026

Hotel Clemons

Hotel Clemons

3 out of 5
Price was $614, price is now $538 per person
$538
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Stay at this hotel in Chattanooga. Enjoy a business center, concierge services, and a pool table. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ruby Falls and Tennessee Aquarium are located nearby.
it was a great space and so fun to stay in

Reviewed on Oct 16, 2026

Country Aire Bed & Breakfast

Country Aire Bed & Breakfast

3 out of 5
Price was $599, price is now $528 per person
$528
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Stay at this B&B in Rock Spring. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Helicopter Park and Walker County Regional Heritage Museum are located nearby.
Fabulous place to have a country American stay, lovely cottage, great comfy clean beds, would recommend to friends and family

Reviewed on Oct 14, 2026

Cleveland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Chattanooga - Downtown by IHG

Hotel Indigo Chattanooga - Downtown by IHG

3.5 out of 5
Downtown Chattanooga
Price was $649, price is now $551 per person
$551
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Chanticleer Inn Bed & Breakfast

Chanticleer Inn Bed & Breakfast

3.5 out of 5
Price was $912, price is now $751 per person
$751
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
The Hotel Chalet at The Choo Choo

The Hotel Chalet at The Choo Choo

4 out of 5
Downtown Chattanooga
Price was $773, price is now $641 per person
$641
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Glamping Collective Chattanooga

Glamping Collective Chattanooga

2 out of 5
Price was $1,571, price is now $1,314 per person
$1,314
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)

Cleveland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Chattanooga - Downtown by IHG

Hotel Indigo Chattanooga - Downtown by IHG

3.5 out of 5
Downtown Chattanooga
Price was $794, price is now $635 per person
$635
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
The Hotel Chalet at The Choo Choo

The Hotel Chalet at The Choo Choo

4 out of 5
Downtown Chattanooga
Price was $959, price is now $764 per person
$764
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Hotel Clemons

Hotel Clemons

3 out of 5
Downtown Chattanooga
Price was $798, price is now $639 per person
$639
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Chanticleer Inn Bed & Breakfast

Chanticleer Inn Bed & Breakfast

3.5 out of 5
Price was $1,211, price is now $974 per person
$974
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Bargain Flight
Fri, Jan 15 - Sat, Jan 16
BOS
Logan Intl.
CHA
Chattanooga Metropolitan
$263 Roundtrip, found 4 hours ago
$263
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Fri, Jan 15 from Logan Intl. to Chattanooga Metropolitan, returning Sat, Jan 16, priced at $263 found 4 hours ago
Allegiant Air
Tue, Nov 24 - Sat, Nov 28
PIE
St. Petersburg-Clearwater Intl.
CHA
Chattanooga Metropolitan
$267 Roundtrip, found 19 hours ago
$267
Roundtrip
found 19 hours ago
Select Allegiant Air flight, departing Tue, Nov 24 from St. Petersburg-Clearwater Intl. to Chattanooga Metropolitan, returning Sat, Nov 28, priced at $267 found 19 hours ago
Bargain Flight
Wed, Oct 21 - Tue, Oct 27
MSP
Minneapolis - St. Paul Intl.
CHA
Chattanooga Metropolitan
$292 Roundtrip, found 5 hours ago
$292
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Wed, Oct 21 from Minneapolis - St. Paul Intl. to Chattanooga Metropolitan, returning Tue, Oct 27, priced at $292 found 5 hours ago
United
Thu, Dec 24 - Sun, Dec 27
ORD
O'Hare Intl.
CHA
Chattanooga Metropolitan
$343 Roundtrip, found 6 days ago
$343
Roundtrip
found 6 days ago
Select United flight, departing Thu, Dec 24 from O'Hare Intl. to Chattanooga Metropolitan, returning Sun, Dec 27, priced at $343 found 6 days ago