Christmastime in the Charming Cotswolds & Chilterns

Experience the magic of the holidays in England

With sleepy villages dotted throughout rolling hills, honey-hued buildings embellished with fairy lights, roaring fires in cozy pubs and sparkling trees adorning picture-perfect towns, the Cotswolds is a magical place to spend the run-up to the holidays. Our memorable tour meanders through a stunning cluster of Cotswolds favorites to the southern tip of this Area of Outstanding Natural Beauty, the UNESCO World Heritage city of Bath, where the delightful Christmas Market and twinkling Georgian streets await. We also weave our way across the lovely landscapes of another AONB, the Chilterns, to explore the stunning Tudor mansion of Grey’s Court and château-inspired Waddesdon Manor, both sumptuously dressed for a classic country house Christmas. We enjoy plenty more seasonal delights, from the enchanting illuminations trail at Kew Gardens to a Victorian-style carol singing performance in celebration of enduring yuletide traditions.

Tour Information

Dates:


December 6 – 12, 2026

Price from:
$5,700 Per Person

To Learn More and Reserve Your Spot:

BKennedy@Royal-oak.org
212-480-2889 ext. 203
Email Us Today

Waddesdon Manor

Cotswolds village of Broadway

Blenheim Palace

Bath Christmas market

Essential Itinerary and Information

*for more details about each day, scroll down to bottom of page

December 6 – 12, 2026

Daily Schedule:

  • DAY 1 Saturday: Arrival
  • DAY 2 Sunday: Windsor Castle & Kew Gardens
  • DAY 3 Monday: Bath Assembly Rooms & Bath Christmas Market
  • DAY 4 Tuesday: Cotswolds Villages
  • DAY 5 Wednesday: Henley-on-Thames, Grey’s Court & Blenheim Palace
  • DAY 6 Thursday: Waddesdon Manor & Festive Farewell
  • DAY 7 Friday: Departure

Highlights

  • Admission to Christmas at Kew
  • Guided tour of the Roman Baths
  • Scenic drive through the Cotswolds (Broadway & Stow-on-the-Wold) with coffee & cake at the Lygon Arms
  • Afternoon tea at Hartwell House
  • Admission to Christmas at Blenheim
  • Festive lunch* at the Five Arrows, Waddesdon Estate
  • Private carol singing performance at Hartwell House

*Please inform us at the time of booking of any special dietary requirements.

Please note: the order of excursions is subject to change and guided tours are subject to restrictions.

What’s Included

  • Return airport transfers from London Heathrow*
  • 2 nights at the Castle Hotel, Windsor
  • 1 night at the Queens Hotel, Cheltenham
  • 3 nights at Hartwell House & Spa, near Aylesbury
  • Welcome drink & canapés
  • Full English/Continental breakfast each day
  • 3-course table d’hôte dinner on 3 nights at the hotels** (with after-dinner tea & coffee)
  • Services of a tour director throughout your stay
  • Travel to & from all excursions
  • All excursion costs
  • Porterage where available
  • 2 bottles of water per person per day
  • Visits to Windsor Castle, Christmas at Kew, the Roman Baths, Bath Christmas Market, Broadway, Stow-on-the-Wold, Henley-on-Thames, Greys Court, Christmas at Blenheim Palace & Waddesdon Manor

*Supplement may apply for transfers from all other airports and all other locations, including central London.

**Please note that the availability of the 3-course table d’hôte dinner may vary depending on the hotel, as some establishments offer a set menu.

Don’t Miss Out on this Incredible Trip

Christmastime in the Charming Cotswolds & Chilterns with Royal Oak in 2026

To Learn More and Reserve Your Spot:

BKennedy@Royal-oak.org
212-480-2889 ext. 203

Email Us Today

Hotel Information

    • Nights One & Two – Castle Hotel, Windsor
      The Castle Hotel is the most historic hotel in the town of Windsor and has been delighting guests for centuries, particularly thanks to its wonderful views of the daily Changing of the Guard procession. The en-suite bedrooms blend historic features with modern amenities, while there is also a classic restaurant to enjoy.
    • Night Three – Queens Hotel, Cheltenham
      The Queens Hotel is steeped in history and boasts a lavish Palladian-style exterior, coupled with Greek and Roman influences. Sitting pretty on one of the most picturesque Regency streets in Cheltenham and overlooking a nearby manicured square, the hotel boasts a bar, restaurant and secret garden. The classically elegant bedrooms provide a relaxing oasis at this Cotswold retreat and feature a flat-screen TV, complimentary organic toiletries, hairdryer, minifridge, tea and coffee-making facilities, bathrobes and free Wi-Fi.
    • Nights four to six – Hartwell House & Spa, near Aylesbury
      This Grade I listed, National Trust-owned property is one of England’s finest stately homes and makes for a wonderful hotel and spa. Sitting within an Area of Natural Beauty; just on the edge of the Chilterns, it boasts almost 100 acres of gardens and parkland, landscaped by the famous ‘Capability’ Brown. Inside, the hotel offers individually designed bedrooms, complete with fine paintings, antiques and a superb ‘country house’ style of interiors. There is also a wonderful restaurant and relaxing spa (treatments are available at an extra cost).

Don’t Miss Out on this Incredible Trip

Christmastime in the Charming Cotswolds & Chilterns with Royal Oak in 2026

To Learn More and Reserve Your Spot:

BKennedy@Royal-oak.org
212-480-2889 ext. 203

Email Us Today

Castle Hotel, Windsor

Queens Hotel, Cheltenham

Hartwell House & Spa, near Aylesbury

Detailed Itinerary

DAY 1

Monday: Saturday: Arrival

On arrival at Heathrow Airport, a private transfer will take you to the Castle Hotel in Windsor, where we stay for the next two nights. In the evening, join the group for a welcome drink and canapés, followed by dinner.

Meals: Dinner

DAY 2

Sunday: Windsor Castle & Kew Gardens

We start our day with a visit to Windsor Castle, the oldest and largest inhabited castle in the world and the final resting place of Elizabeth II. Established in the 11th century by William the Conqueror, it has been remodeled by successive kings and queens and is regularly used for ceremonial and state occasions. The magnificent State Apartments are furnished with some of the finest works of art for you to admire, beautifully decorated at this time of year. We find out more of the castle’s history on our audio-guided tour.

Later, a festive treat awaits us at the world-famous Kew Gardens, where the iconic architecture and tree canopies are brought to life, enriched with Christmas color and sparkling with seasonal decorations. Discover an enchanting festive trail of lights that winds its way through the botanic gardens, before enjoying some tasty treats from one of the many enticing stalls.

Meals: Breakfast,

DAY 3

Monday: Bath Assembly Rooms & Bath Christmas Market

After checking out of the hotel we head to Bath, an elegant Regency city graced with wonderfully well-preserved Georgian architecture. The Roman Baths are a must-see here, offering a fascinating glimpse into the city’s ancient past. This historic site consists of the remains of one of the greatest religious spas of the ancient world, where natural hot springs still flow with steaming water. We enjoy a guided tour of the magnificent Great Bath, the Sacred Spring and the Roman Temple, all while learning about the daily life and rituals of the Romans through interactive exhibits and artifacts.

We then explore the enchanting Bath Christmas Market, bursting with traditional chalet-style stalls selling a variety of handmade items. Whether you’d like to start your Christmas shopping early, treat yourself to a tempting seasonal offering or simply browse the high-quality Christmas gifts, homewares, jewelry and more, there’s plenty to get you into the festive spirit.

Later we check into the Queens Hotel in Cheltenham, where we stay overnight.

Meals: Breakfast

DAY 4

Tuesday: Cotswolds Villages

Leaving Regency Cheltenham, we take a scenic drive through the Cotswolds, an Area of Outstanding Natural Beauty where quintessentially English villages are peppered throughout rolling hills.

We stop in Broadway, where you can expect a lovely mix of honey-hued buildings, cozy traditional pubs and independent boutiques. Coffee and cake awaits at the Lygon Arms, one of the town’s most iconic buildings and an atmospheric 13th-century hotel with warming fireplaces and original features.

Next, we visit Stow-on-the-Wold, a quintessential Cotswold market town known for its vibrant history and charming atmosphere. The town square, a bustling hub of activity, is surrounded by beautiful historic buildings, each with its unique character. Don’t miss the chance to visit St Edward’s Church, famous for its enchanting north door flanked by ancient yew trees, often said to be the inspiration for J.R.R. Tolkien’s Doors of Durin in The Lord of the Rings.

We end the day with a festive afternoon tea at Hartwell House, one of the National Trust’s Historic House Hotels, where we also stay for the next three nights.

Meals: Breakfast, Afternoon Tea

DAY 5

Wednesday: Henley-on-Thames, Grey’s Court & Blenheim Palace

This morning we make a brief stop in Henley-on-Thames, one of the most picturesque towns in the country and set on the River Thames against the idyllic backdrop of the Chiltern Hills. It’s a lovely spot for a riverside stroll, and there are also plenty of historic buildings to admire.

We continue to Greys Court, a filming location of the hugely popular Downton Abbey TV series and movies. Set in the rolling hills of the Chilterns, this picturesque Tudor mansion has a rich patchwork of styles, including 18th-century additions and 20th-century interiors. The house is still furnished as an intimate family home, having been occupied until 2003, and is beautifully decorated during the countdown to Christmas.

Our last visit today is Blenheim Palace, set in over 2,000 acres of beautiful parkland landscaped by Capability Brown. As the seat of the Dukes of Marlborough, the palace is synonymous with the Churchill family and is the birthplace of Sir Winston Churchill. A permanent exhibition commemorates the life of this famous wartime Prime Minister, whilst the magnificent State Rooms are sumptuously dressed for Christmas and reveal a superb collection of tapestries, paintings, porcelain and furniture. In the courtyard outside, there are plenty of tempting goodies on offer at the enchanting Christmas Market.

Meals: Breakfast, Dinner

DAY 6

Thursday: Waddesdon Manor & Festive Farewell

We travel to the Five Arrows Hotel, a Grade II listed building located at the gates of Waddesdon Manor. Adorned with beautiful period features and festive decorations, the hotel provides a warm and inviting atmosphere for a sumptuous lunch, featuring seasonal dishes prepared with the finest local ingredients.

Afterward, we visit Waddesdon Manor itself. Built in the Neo-Renaissance style of a French château between 1874 and 1889 for Baron Ferdinand de Rothschild, Waddesdon Manor is an architectural masterpiece. Inside, the manor houses an impressive collection of art, including works by Gainsborough and Reynolds, as well as exquisite 18th-century French furniture and decorative arts. We have time to explore these beautiful interiors, given an extra sparkle around Christmas with lavish decorations.

This evening, we toast the festive season with a farewell dinner and drink in a private room at Hartwell House. We also enjoy a Victorian-style carol singing performance, highlighting some of the traditions and customs during this special time of year.

Meals: Breakfast, Lunch, Dinner

DAY 7

Friday: Departure

A private transfer will take you back to Heathrow Airport for your return flight home.

Meals: Breakfast

Please note: the order of excursions is subject to change and guided tours are subject to restrictions.

Email us today to reserve at BKennedy@Royal-oak.org or call 212-480-2889 ext. 203

Don’t Miss Out on this Incredible Trip

Christmastime in the Charming Cotswolds & Chilterns with Royal Oak in 2026

To Learn More and Reserve Your Spot:

BKennedy@Royal-oak.org
212-480-2889 ext. 203

Email Us Today

Waddesdon Manor

Cotswolds village of Broadway

Blenheim Palace

Bath Christmas market