A mountainous landscape with a village in the valley, a prominent rock formation, and a distant tower.

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Check availability on Oswestry 5 Star Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Oswestry 5-star hotels

A staircase with wooden railings and a patterned wall.

1. The Old Orleton Inn

The Old Orleton Inn
5.0 star property
Telford
9.2 out of 10, Wonderful, (287 reviews)
"Great stay, friendly staff, nice location"
United Kingdom
Rayna
The price is SAR 323
SAR 407 total
includes taxes & fees
5 Nov - 6 Nov
The Old Orleton Inn
A cozy seating area with a sofa and chairs, a wooden coffee table, and a decorative plant arrangement.

2. Wynnstay Hotel, Oswestry, Shropshire

Wynnstay Hotel, Oswestry, Shropshire
5.0 star property
Oswestry
9.2 out of 10, Wonderful, (254 reviews)
"Amazing hotel in a perfect location"
United Kingdom
hollie
The price is SAR 352
SAR 422 total
includes taxes & fees
8 Nov - 9 Nov
Wynnstay Hotel, Oswestry, Shropshire
A view from a balcony with a black door, a heart-shaped wreath, and a red building in the background.

3. Darwin's Townhouse

Darwin's Townhouse
5.0 star property
Shrewsbury Town Centre
9.6 out of 10, Exceptional, (432 reviews)
"Great location wonderful place to stay"
United Kingdom
Kevin
The price is SAR 477
SAR 573 total
includes taxes & fees
8 Nov - 9 Nov
Darwin's Townhouse
A historic building with a prominent entrance labeled "The Chester Grosvenor."

4. The Chester Grosvenor

The Chester Grosvenor
5.0 star property
Chester
9.2 out of 10, Wonderful, (1,000 reviews)
"Beautiful hotel, nice rooms, great location."
United States
Lance
The Chester Grosvenor
An outdoor seating area with wooden tables and chairs, two large umbrellas, and a view of the countryside.

5. The Pheasant Inn

The Pheasant Inn
5.0 star property
Chester
9.8 out of 10, Exceptional, (179 reviews)
"Beautiful room the brilliant evening meal and breakfast"
United Kingdom
susan
The price is SAR 553
SAR 663 total
includes taxes & fees
16 Nov - 17 Nov
The Pheasant Inn
A large, historic building with a symmetrical facade, multiple chimneys, and a well-manicured garden with a central staircase leading to the entrance.

6. Pale Hall Hotel

Pale Hall Hotel
5.0 star property
Bala
9.8 out of 10, Exceptional, (170 reviews)
"Great place"
United Kingdom
Dean
The price is SAR 1,256
SAR 1,508 total
includes taxes & fees
3 Nov - 4 Nov
Pale Hall Hotel
A cozy interior with wooden floors, a chandelier, and a bar area with chairs and tables.

7. Plas Yn Dre

Plas Yn Dre
5.0 star property
Bala
9.6 out of 10, Exceptional, (337 reviews)
"This place is a hidden gem Rooms were beautiful and the attached restaurant served wonderful food Would 100% recommend"
United Kingdom
Natalie
The price is SAR 567
SAR 680 total
includes taxes & fees
3 Dec - 4 Dec
Plas Yn Dre
A cozy restaurant with wooden beams, hanging lights, and a view of the outdoors.

8. The Nags Head Inn

The Nags Head Inn
5.0 star property
Montgomery
9.2 out of 10, Wonderful, (229 reviews)
"This place is a real gem. Double room at rear of Inn away from main road, Bed very comfortable - lovely bedding. Bathroom very good/clean - would benefit from somewhere to put down toiletry bags etc. beautiful huge white fluffy towels provided. Shower would also benefit from somewhere to put down toiletries etc. Restaurant excellent, lovely ambiance, food plentiful and very good although chips a little too crispy. Staff really welcoming, pleasant and very helpful. Car park good. Would...
United Kingdom
Peter
The price is SAR 377
SAR 452 total
includes taxes & fees
5 Nov - 6 Nov
The Nags Head Inn
A room with a checkered floor, a sofa, a glass coffee table, a chandelier, a mirror, and a view of the outside.

9. Stone Villa

Stone Villa
5.0 star property
Chester
9.8 out of 10, Exceptional, (493 reviews)
"Highly recommended, clean, beautifully furnished, delicious breakfast, friendly and helpful staff"
United Kingdom
Emily
The price is SAR 477
SAR 573 total
includes taxes & fees
8 Nov - 9 Nov
Stone Villa
A cozy kitchen with wooden cabinets, a stainless steel oven, and a dining area with a wooden table and chairs.

10. The Hotel Chester

The Hotel Chester
5.0 star property
Chester
9.6 out of 10, Exceptional, (219 reviews)
"Great place"
United States
Ivor
The Hotel Chester
A gazebo with steps leading up to it, surrounded by greenery and a brick wall.

11. Chester House Guest House

Chester House Guest House
5.0 star property
Chester
9.2 out of 10, Wonderful, (188 reviews)
"Lovely room with jacuzzi bath clean and good amenities. Close to shops and restaurants"
United Kingdom
Gail
The price is SAR 369
SAR 442 total
includes taxes & fees
4 Nov - 5 Nov
Chester House Guest House
A building with a sloped roof, a glass conservatory with outdoor seating, and a stone chimney.

12. The Cross Foxes- Bar Grill and Rooms

The Cross Foxes- Bar Grill and Rooms
5.0 star property
Dolgellau
9.2 out of 10, Wonderful, (84 reviews)
"We had an excellent experience at the hotel. It is located in a beautiful area with picturesque views of mountains and lush green fields all around."
Canada
Vidisha
The price is SAR 592
SAR 711 total
includes taxes & fees
3 Nov - 4 Nov
The Cross Foxes- Bar Grill and Rooms
A large, white, two-story house with a steeply pitched roof, surrounded by lush gardens and flowering plants.

13. The Forest Country House B&B

The Forest Country House B&B
5.0 star property
Newtown
9.4 out of 10, Exceptional, (37 reviews)
"A lovely location with lovely grounds which are being worked on to make them even better. The staff were very welcoming and friendly. Breakfast was great. Happy to recommend and would stay again."
United Kingdom
Lynn
The price is SAR 356
SAR 449 total
includes taxes & fees
3 Nov - 4 Nov
The Forest Country House B&B
A stone building with a chimney, surrounded by lush greenery and a garden with flowers and a street lamp.

14. The Old Vicarage

The Old Vicarage
5.0 star property
Machynlleth
10.0 out of 10, Exceptional, (26 reviews)
"Excellent stay, super friendly and little details made all the difference (like tiny cupcakes on arrival!) would absolutely recommend :)"
United Kingdom
Sarah
The Old Vicarage
A deck with two rocking chairs and a small table, overlooking a river and surrounded by lush greenery.

15. Cornerstones, 16th Century Luxury Self Catering House overlooking the River Dee

Cornerstones, 16th Century Luxury Self Catering House overlooking the River Dee
5.0 star property
Llangollen
9.6 out of 10, Exceptional, (29 reviews)
"Lovely house. Bedrooms were very nice. Nice and big dining room and lounges. "
United Kingdom
Sheridan
The price is SAR 1,445
SAR 1,734 total
includes taxes & fees
3 Nov - 4 Nov
Cornerstones, 16th Century Luxury Self Catering House overlooking the River Dee
A house with a stone facade, surrounded by lush greenery and a small stream.

16. Afon Rhaiadr Country House

Afon Rhaiadr Country House
5.0 star property
Dolgellau
9.8 out of 10, Exceptional, (28 reviews)
"Extensivebreakfast menu .. order the day before on what you would like for breakfast. Plenty of options to choose from. Lovely location and close to attractions."
United Kingdom
Suman
Afon Rhaiadr Country House
A bedroom with a bed, a bedside table, a window with curtains, and a patterned wallpaper.

17. Honeysuckle House

Honeysuckle House
5.0 star property
Chester
10.0 out of 10, Exceptional, (1 review)
Honeysuckle House
A spacious room with a large window, a leather sofa, a wooden coffee table, and a view of a lake.

18. Manor Wood

Manor Wood
5.0 star property
Chester
The price is SAR 3,419
SAR 4,103 total
includes taxes & fees
9 Nov - 10 Nov
Manor Wood
A traditional Tudor-style building with a symmetrical facade, multiple chimneys, and a well-maintained lawn in front.

19. Rorrington Hall Bed & Breakfast

Rorrington Hall Bed & Breakfast
5.0 star property
Montgomery
Rorrington Hall Bed & Breakfast
A stone structure with a dome, surrounded by greenery and a white building in the background.

20. Bryn Melyn Farm Cottages- 5 Luxury Cottages In A Stunning Setting with Wood Fired Hot Tub

Bryn Melyn Farm Cottages- 5 Luxury Cottages In A Stunning Setting with Wood Fired Hot Tub
5.0 star property
Bala
10.0 out of 10, Exceptional, (1 review)
Bryn Melyn Farm Cottages- 5 Luxury Cottages In A Stunning Setting with Wood Fired Hot Tub
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Oswestry.
Macdonald New Blossoms Hotel, Chester

Macdonald New Blossoms Hotel, Chester

St John Street Chester England
The price is SAR 267 per night from Nov 8 to Nov 9
SAR 267
SAR 320 total
8 Nov - 9 Nov
includes taxes & fees
7.4/10 Good! (1,003 reviews)
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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.

Learn more about Oswestry

This historic market town invites you to explore Oswestry Castle ruins and browse unique shops along Cross Street. Visit the Iron Age hillfort just outside town or catch local performances at the Qube Arts Centre.

See all hotels in Oswestry
An aerial view of a large, circular field with terraced sections, surrounded by green fields and a small building.

Top Oswestry Hotel Reviews

Wynnstay Hotel, Oswestry, Shropshire

Wynnstay Hotel, Oswestry, Shropshire

8/10 Good
"This was our third stay at this hotel; we appreciate the helpful and welcoming staff and especially the lovely breakfast. Access to a large car park is a bonus. I'd heartily recommend the Wynnstay."
Laura 1-night trip
Posted 2 weeks ago
Wynnstay Hotel, Oswestry, Shropshire

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Oswestry?
The amount you pay for a 5-star hotel in Oswestry depends on things like when you plan to travel and the length of your getaway. Our top tip for bagging the best deal? Use our pricing filters to check out all of the available options for your preferred dates.

  • Search for the lowest price per night from SAR 317

What makes a hotel 5 stars in Oswestry?
In Oswestry, a hotel is required to offer a certain amount of upscale conveniences to earn 5 stars. These may include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their guest-centric service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may even offer additional touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Oswestry?
Find an indulgent stay that includes your lodging, food, activities and entertainment in Oswestry with Expedia's filter tool. Search for properties rated 5 stars and click on the "All inclusive" filter. Make sure you check what's included in the price. That way, you can take full advantage of all the premium perks when you get there.