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Cheltenham Vacation Packages

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Cheltenham Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Crown Hotel

The Crown Hotel

3 out of 5
Price was $1,092, price is now $946 per person
$946
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
Stay at this hotel in Moreton-in-Marsh. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Batsford Arboretum and Bourton House Garden are located nearby.
Lovely location. Bed a bit firm, but the room cleaner gave us an extra duvet which helped. In need of a bit of a refurbishment.

Reviewed on Sep 8, 2026

Hyll Hotel

Hyll Hotel

3.5 out of 5
Price was $1,653, price is now $1,404 per person
$1,404
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
Book a stay at this business-friendly hotel in Chipping Campden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hidcote Manor Garden and Kiftsgate Court Gardens are located nearby.
Lovely hotel Very nice rooms very clean Beautiful views Breakfast was amazing

Reviewed on Sep 19, 2026

2 Pound cottage

2 Pound cottage

4 out of 5
Price was $1,439, price is now $1,260 per person
$1,260
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
Stay at this cottage in Gloucester. Enjoy free WiFi, free parking, and a garden. Popular attractions Prinknash Abbey and Barnwood Arboretum & Park are located nearby.

The Swan Inn

The Swan Inn

3.5 out of 5
Price was $1,082, price is now $951 per person
$951
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
Book a stay at this business-friendly inn in Moreton-in-Marsh. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Wellington Aviation Museum and Cotswold Falconry Centre are located nearby.

Cowley Manor Experimental

Cowley Manor Experimental

4 out of 5
Price was $1,799, price is now $1,614 per person
$1,614
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
Book a stay at this spa hotel in Cheltenham. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Cheltenham Racecourse and Crickley Hill Country Park are located nearby.
Beautiful property and stunning grounds. We really enjoyed our stay.

Reviewed on Sep 11, 2026

Elliot Oliver - Stunning 6 Bedroom Regency House With Parking

Elliot Oliver - Stunning 6 Bedroom Regency House With Parking

4 out of 5
Price was $1,905, price is now $1,709 per person
$1,709
per person
Nov 28 - Nov 30
found 9 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
Stay at this apartment in Cheltenham. Enjoy free WiFi, free parking, and a garden. Popular attractions Cheltenham Racecourse and Statue of Edward Wilson are located nearby.

House of George W. Davies

House of George W. Davies

5 out of 5
Price was $1,456, price is now $1,315 per person
$1,315
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
Book a stay at this luxury hotel in Broadway. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Priory Gallery and Broadway Museum and Art Gallery are located nearby.

The Catherine Wheel

The Catherine Wheel

3 out of 5
Price was $1,138, price is now $1,028 per person
$1,028
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
Stay at this B&B in Cirencester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Arlington Row and Cotswold Countryside Collection are located nearby.
Really friendly staff,excellent full English breakfast

Reviewed on Aug 22, 2026

Cheltenham Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Crown Hotel

The Crown Hotel

3 out of 5
Price was $1,092, price is now $946 per person
$946
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
Hyll Hotel

Hyll Hotel

3.5 out of 5
Price was $1,653, price is now $1,404 per person
$1,404
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
2 Pound cottage

2 Pound cottage

4 out of 5
Price was $1,439, price is now $1,260 per person
$1,260
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
The Swan Inn

The Swan Inn

3.5 out of 5
Price was $1,082, price is now $951 per person
$951
per person
Oct 24 - Oct 27
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)

Cheltenham Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Swan Inn

The Swan Inn

3.5 out of 5
Price was $1,136, price is now $979 per person
$979
per person
Nov 27 - Dec 1
found 6 hours ago
Roundtrip flight included
New York (NYC) to Birmingham (BHX)
Hyll Hotel

Hyll Hotel

3.5 out of 5
Price was $1,570, price is now $1,313 per person
$1,313
per person
Nov 27 - Dec 1
found 6 hours ago
Roundtrip flight included
New York (NYC) to Birmingham (BHX)
2 Pound cottage

2 Pound cottage

4 out of 5
Price was $1,534, price is now $1,333 per person
$1,333
per person
Nov 27 - Dec 1
found 6 hours ago
Roundtrip flight included
New York (NYC) to Birmingham (BHX)
New Hall Hotel & Spa

New Hall Hotel & Spa

4 out of 5
Price was $1,736, price is now $1,513 per person
$1,513
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Birmingham (BHX)