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Our top choices for Checkendon luxury hotels

The Bat and Ball Cuddesdon

The Bat and Ball Cuddesdon
4.0 star property
Oxford
9.2 out of 10, Wonderful, (15 reviews)
The price is £115
includes taxes & fees
21 Jun - 22 Jun
The Bat and Ball Cuddesdon

The Greyhound Inn

The Greyhound Inn
4.0 star property
Wantage
9.8 out of 10, Exceptional, (100 reviews)
  • cleanliness
    Rural elegance awaits at this Georgian inn with terrace garden, acclaimed restaurant, and designer rooms.
The price is £135
includes taxes & fees
1 Jul - 2 Jul
The Greyhound Inn

Bear and Ragged Staff

Bear and Ragged Staff
4.0 star property
Oxford
9.6 out of 10, Exceptional, (354 reviews)
The price is £138
includes taxes & fees
21 Jun - 22 Jun
Bear and Ragged Staff

Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (1 review)
The price is £178
includes taxes & fees
21 Jun - 22 Jun
Copper Castle & Petting Farm near Legoland

Crazy Bear Hotel-Beaconsfield

Crazy Bear Hotel-Beaconsfield
5.0 star property
Beaconsfield
8.0 out of 10, Very good, (712 reviews)
  • cleanliness
    Opulent escape with Thai spa services and three restaurants offers tranquil luxury near Chiltern Hills.
The price is £103
includes taxes & fees
21 Jul - 22 Jul
Crazy Bear Hotel-Beaconsfield

Cliveden House

Cliveden House
5.0 star property
Maidenhead
9.4 out of 10, Exceptional, (258 reviews)
  • cleanliness
    Opulent riverside estate offers indulgent spa treatments, dual hot tubs, and champagne service near Windsor Castle and Thames River.
The price is £582
includes taxes & fees
21 Jul - 22 Jul
Cliveden House

Crazy Bear Hotel-Stadhampton

Crazy Bear Hotel-Stadhampton
5.0 star property
Oxford
8.2 out of 10, Very good, (73 reviews)
  • cleanliness
    Escape to a historical district haven with sumptuous dining and Thai massage services.
The price is £120
includes taxes & fees
21 Jun - 22 Jun
Crazy Bear Hotel-Stadhampton

Oakley Court

Oakley Court
4.0 star property
Water Oakley
9.4 out of 10, Exceptional, (142 reviews)
The price is £281
includes taxes & fees
21 Jun - 22 Jun
Oakley Court

Ye Olde Red Lion

Ye Olde Red Lion
4.0 star property
Newbury
9.4 out of 10, Exceptional, (213 reviews)
The price is £102
includes taxes & fees
28 Jun - 29 Jun
Ye Olde Red Lion

Castle Hotel Windsor

Castle Hotel Windsor
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Timeless elegance near Windsor Castle awaits with 24-hour room service, luxurious dining, and historic charm in this city centre retreat.
The price is £148
includes taxes & fees
12 Jul - 13 Jul
Castle Hotel Windsor
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.

Top Checkendon Hotel Reviews

Frequently asked questions

Which area of Checkendon is best to stay in for luxury hotels?
For luxury hotels in Checkendon, the best area to stay in is generally the outskirts of the village, often within large, private estates.

These hotels are typically set back from the main village roads, offering a peaceful and private setting. You'll find them located among the rolling hills and woodlands that characterise the Chilterns Area of Outstanding Natural Beauty. This allows for spacious grounds, often with gardens, and a sense of seclusion while still being a short drive from Checkendon's amenities.

Couples looking for a relaxing escape will find these locations ideal. The focus is on comfort and high-end service, with amenities like fine dining restaurants, spas, and rooms with views of the countryside.
How much does a luxury hotel in Checkendon cost?
Luxury hotel prices in Checkendon vary, but you can find a great deal from £77 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
What luxury activities and experiences are there in Checkendon?
The best luxury activities and experiences in Checkendon often revolve around the serene countryside and high-end leisure pursuits available locally.

For those seeking relaxation and fine dining, the area offers exclusive country house hotels that provide a full luxury experience. These establishments often feature gourmet restaurants with menus showcasing local produce, extensive wine lists, and refined service. Many also include spa facilities, offering a range of treatments from massages to facials, and boast heated indoor swimming pools, saunas, and steam rooms, alongside well-equipped fitness centres with high-end fitness equipment. Couples often find these hotels ideal for a romantic getaway, enjoying walks through private estates and indulging in afternoon tea.

Outdoor enthusiasts looking for a refined experience can explore the nearby Chiltern Hills. While not directly in Checkendon, the village is an excellent base for accessing this Area of Outstanding Natural Beauty. Private guided tours focusing on local wildlife spotting or historical sites can be arranged, often culminating in a picnic hamper filled with local delicacies. For those who enjoy equestrian pursuits, there are opportunities for private riding lessons or guided hacks through the scenic bridleways.
How can I save on a luxury hotel in Checkendon with Expedia?
There are plenty of ways to save on a luxury hotel in Checkendon. Join One Key™, our free travel rewards programme, to unlock Member Prices across a range of hotels. Typically, booking in advance will help you save on hotel bookings. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a luxury Checkendon hotel and flights as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Checkendon for you.

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