Top Hotels on Windsor High Street

We checked thousands of reviews on and to find the best hotels for your stay
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Carolyn Osborne

Updated: 29 January 2024 · 5 min

Welcome to the charming town of Windsor, nestled on the banks of the River Thames in the beautiful United Kingdom. Known for its rich history, stunning architecture, and vibrant culture, Windsor is a top destination for travelers seeking a unique experience. And when it comes to accommodations, look no further than the vibrant heart of the town - Windsor High Street. This bustling area is not only lined with quaint shops, boutiques, and delightful cafes but also offers a fantastic array of hotels that cater to every traveler's needs.

Whether you're seeking luxury or cozy comfort, hotels in Windsor High Street have something for everyone. Step into elegance and sophistication as you explore the exquisite boutique hotels that exude charm, offering personalized service and a touch of exclusivity. Or perhaps you prefer the convenience of a modern hotel, equipped with all the amenities you desire to ensure a comfortable stay. From stunning views of the Windsor Castle to easy access to iconic landmarks, these hotels place you right at the heart of all the action.

Not only do hotels in Windsor High Street provide a perfect base for exploring the town, but they also offer a wonderful opportunity to immerse yourself in the local culture. Stroll along the historic streets, marvel at the beautiful architecture, and enjoy the vibrant atmosphere that surrounds you. Indulge in delectable cuisine at the numerous restaurants and pubs dotted along the high street, and engage in lively conversations with the friendly locals. With a wide range of hotels to choose from, you can find one that perfectly fits your preferences and allows you to make the most of your Windsor experience.

Intriguingly blending history, culture, and hospitality, hotels in Windsor High Street provide a delightful backdrop for an unforgettable stay in this enchanting town.
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Our Top 9

(Sorted by rating & number of reviews)

1. Crown Hotel
2. The Crown And Cushion Hotel
3. Oakley Court Hotel
4. The Royal Adelaide Hotel
5. The Crown And Cushion Hotel
6. Oakley Court Hotel
7. Macdonald Windsor Hotel
8. Crown Hotel
9. Macdonald Windsor Hotel

Luxury Hotels in Windsor High Street

Check Availability

Windsor
Mar 12, 2026 - Mar 13, 2026

Crown Hotel

7.9

Good

(1086 Reviews)

+ 77 photos
Nestled on Windsor High Street, The Crown captures the essence of English charm. This family-run hotel offers comfortable and individually decorated rooms, a cozy bar serving local ales, and a warm and friendly ambiance. Immerse yourself in the historic surroundings and soak up the atmosphere of this charming hotel.
Address: 7 London St
Rating: Good 7.9 (1086 Reviews)
Rooms: 49
Price: From 153$

The Crown And Cushion Hotel

+ 0 photos
Boasting a perfect blend of contemporary design and traditional charm, The Crown and Cushion Hotel is a true gem in the lively heart of Windsor. This boutique hotel offers stylish rooms, a welcoming bar, and a delightful restaurant serving delectable cuisine. Immerse yourself in the local culture as you explore the shops, cafes, and attractions of Windsor High Street, all just a stone's throw away from this delightful establishment.
Address: 84 Hight Street
Rooms: 8
Price: From 172$

Boutique Hotels in Windsor High Street

Experience the charm and intimacy of boutique hotels nestled in Windsor High Street. Each hotel in this section offers a unique character, personalized service, and a cozy ambiance that will make you feel right at home. Discover these hidden gems that add a touch of individuality to your Windsor experience.

Oakley Court Hotel

8.9

Good

(1166 Reviews)

+ 138 photos
Perfect for families, The Oakley Court offers a range of family-friendly accommodations surrounded by beautiful gardens and the River Thames. This magnificent hotel provides activities for children, including a playground and extensive grounds to explore. Enjoy comfortable and spacious rooms, a delightful restaurant, and easy access to Windsor High Street's family-friendly attractions.
Address: Windsor Rd, Water Oakley
Rating: Good 8.9 (1166 Reviews)
Rooms: 118
Price: From 281$

The Royal Adelaide Hotel

8.6

Good

(2236 Reviews)

+ 92 photos
Find solace in the picturesque Royal Adelaide Hotel, located on a quiet corner of Windsor High Street. This elegant hotel boasts a charming exterior, beautifully appointed rooms, and a delightful restaurant serving classic British dishes. Enjoy the tranquility of the hotel's garden terrace or venture out onto the high street to explore the local shops and attractions.
Address: 46 Kings Road, Cnr Adelaide Square
Rating: Good 8.6 (2236 Reviews)
Rooms: 26
Price: From 204$

Modern Hotels in Windsor High Street

For those seeking contemporary comforts and modern amenities, this section showcases the best modern hotels in Windsor High Street. These hotels offer sleek design, state-of-the-art facilities, and a prime location for exploring the vibrant streets of Windsor.

The Crown And Cushion Hotel

+ 0 photos
Step into a bygone era at The Crown and Cushion Hotel, a historic establishment steeped in Windsor's heritage. Dating back to the 18th century, this charming hotel offers a blend of traditional elegance and contemporary comforts. Located on Windsor High Street, guests can explore the town's historic sites and immerse themselves in its fascinating history.
Address: 84 Hight Street
Rooms: 8
Price: From 172$

Oakley Court Hotel

8.9

Good

(1166 Reviews)

+ 138 photos
Offering a blend of English country elegance and contemporary comforts, The Oakley Court is a true haven of luxury. Set on a picturesque estate beside the River Thames, this stunning hotel features beautifully designed rooms, a world-class restaurant, and extensive leisure facilities. Immerse yourself in the tranquility of the surrounding gardens, enjoy a rejuvenating spa treatment, and experience the epitome of lavishness.
Address: Windsor Rd, Water Oakley
Rating: Good 8.9 (1166 Reviews)
Rooms: 118
Price: From 281$

Quaint and Charming Hotels in Windsor High Street

For those seeking a touch of traditional charm and a cozy atmosphere, this section celebrates the quaint and charming hotels that dot Windsor High Street. Experience true hospitality and immerse yourself in the idyllic surroundings of these delightful establishments.

Macdonald Windsor Hotel

8.4

Good

(4244 Reviews)

+ 169 photos
Discover contemporary elegance at the Macdonald Windsor Hotel, perfectly placed on Windsor High Street. With its sleek design, luxurious rooms, and exceptional service, this modern hotel provides a haven of relaxation. Enjoy proximity to the town's vibrant shops and restaurants, ensuring you make the most of your time exploring Windsor.
Address: 23 High Street
Rating: Good 8.4 (4244 Reviews)
Rooms: 120
Price: From 307$

Crown Hotel

7.9

Good

(1086 Reviews)

+ 77 photos
Encompassing both charm and affordability, The Crown is a budget-friendly hotel located in the center of Windsor High Street. The hotel offers comfortable rooms with all the necessary amenities for a pleasant stay. With its convenient location, guests can explore the vibrant high street and discover the town's attractions while enjoying wallet-friendly rates.
Address: 7 London St
Rating: Good 7.9 (1086 Reviews)
Rooms: 49
Price: From 153$

Historic Hotels in Windsor High Street

Delve into Windsor's rich history with a stay at one of the historic hotels in Windsor High Street. These hotels not only offer comfortable accommodations but also provide a glimpse into the town's storied past. Immerse yourself in the charm and elegance of these captivating establishments.

Macdonald Windsor Hotel

8.4

Good

(4244 Reviews)

+ 169 photos
Situated in the lively heart of Windsor High Street, the Macdonald Windsor Hotel welcomes families with its comfortable and well-appointed rooms. The hotel offers additional amenities tailored for children, including babysitting services and a children's menu at the restaurant. Families can easily access Windsor's family-friendly attractions and enjoy a memorable stay in this centrally located hotel.
Address: 23 High Street
Rating: Good 8.4 (4244 Reviews)
Rooms: 120
Price: From 307$

Family-Friendly Hotels in Windsor High Street

Planning a family vacation? Look no further than the family-friendly hotels in Windsor High Street. These hotels not only cater to the needs of your loved ones but also provide a prime location for exploring Windsor's attractions. From spacious rooms to thoughtful amenities, they ensure a memorable stay for guests of all ages.

Budget-Friendly Hotels in Windsor High Street

Discover the best budget-friendly accommodations in Windsor High Street without compromising on comfort or convenience. These hotels offer affordable rates while still providing a prime location for exploring the town's attractions. Enjoy a wallet-friendly stay without missing out on the authentic Windsor experience.