Cheltenham Romantic Vacations 2026

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Top Romantic vacation packages in Cheltenham

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

Cheltenham Chase Hotel & Spa

$1,335

per person

Nov 26 - Dec 3

found 24 hours ago

Roundtrip flight included

Chicago (ORD) to Birmingham (BHX)

8.2/10 Very Good! (1,014 reviews)

Malmaison Cheltenham

$1,830

per person

Nov 8 - Nov 14

found 4 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Birmingham (BHX)

8.6/10 Excellent! (1,003 reviews)

Great stay, great location

Reviewed on Sep 28, 2026

The Colesbourne Inn

$1,403

per person

Nov 26 - Dec 3

found 24 hours ago

Roundtrip flight included

Chicago (ORD) to Birmingham (BHX)

9.2/10 Wonderful! (921 reviews)

Wonderful wonderful stay. 5 STAR

Reviewed on Oct 3, 2026

No 38 The Park

$1,755

per person

Nov 26 - Dec 3

found 24 hours ago

Roundtrip flight included

Chicago (ORD) to Birmingham (BHX)

9.4/10 Exceptional! (521 reviews)

Lovely hotel

Reviewed on Sep 18, 2026

Queens Hotel Cheltenham

$1,911

per person

Nov 8 - Nov 14

found 4 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Birmingham (BHX)

9/10 Wonderful! (1,005 reviews)

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5* Romantic vacations in Cheltenham

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

Cotswold Grange

$1,478

per person

Nov 26 - Dec 3

found 24 hours ago

Roundtrip flight included

Chicago (ORD) to Birmingham (BHX)

9/10 Wonderful! (529 reviews)

The Slaughters Country Inn

$2,255

per person

Nov 9 - Nov 15

just found

Roundtrip flight included

San Jose (SJC) to Birmingham (BHX)

9.4/10 Exceptional! (925 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Cheltenham

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How can I find the best Cheltenham vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Cheltenham romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Cheltenham?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Cheltenham?

Put a price on love with stunning deals for duos starting at just $1,335. Prices and availability are subject to change. Additional terms may apply.

Can I book Cheltenham spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Cheltenham?

To book a loved-up break in Cheltenham, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Cheltenham with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Cheltenham romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Cheltenham Hotels

No 38 The Park

38 Evesham Road Cheltenham England

17 min walk from Cheltenham Racecourse

Onsite dining and a terrace await at this romantic bed & breakfast, which also offers a bar and a boutique feel.

9.4/10 Exceptional! (521 reviews)

"Lovely hotel"

Reviewed on Sep 18, 2026

Ellenborough Park

Southam Road Cheltenham England

12 min walk from Cheltenham Racecourse

Fall in love again at this boutique hotel. You and your special someone are sure to love the hot tub, spa, and garden. You'll also appreciate the garden-view ...

9/10 Wonderful! (595 reviews)

Couples like: full-service spa, couples spa treatments, restaurant with garden view, hot tub

Travelers say...

"What a beautiful hotel. We had an extremely comfortable well equipped room We ate lunch and dinner in the Horse Box brasserie. Both meals were excellent but the prawn starter in the evening was one of the best I’ve had. The staff were all delightful and helpful but particular praise has to go to ..."

Reviewed on Oct 4, 2026

Wyck Hill House Hotel And Spa

A424 Burford Road Cheltenham England

6 min drive from Cheltenham Racecourse

If you're in the mood for love, consider staying at this romantic hotel, featuring spa services and in-room massages. You'll also love the garden, restaurant, ...

See all 1,289 properties in Cheltenham

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.