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

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Oswestry 5-star hotels

A historic building with a prominent entrance labeled "The Chester Grosvenor."
A spacious lobby with a marble floor, a reception desk, and a staircase with patterned carpet.
A restaurant with a high ceiling and a skylight, featuring dark blue upholstered booths and tables set for dining.
A historic building with a Tudor-style facade, large windows, and a prominent clock tower.

1. The Chester Grosvenor

The Chester Grosvenor
Chester
United States
Lance
The Chester Grosvenor
A staircase with wooden railings and a patterned wall.
A bedroom with a four-poster bed, a fireplace, a desk, and a television.
A bar area with a wooden counter, multiple taps, and a vase of flowers.
A wooden staircase with a modern light fixture.

2. The Old Orleton Inn

The Old Orleton Inn
Telford
United Kingdom
Rayna
£120
includes taxes & fees
17 Nov - 18 Nov
The Old Orleton Inn
A restaurant with red leather chairs and tables, large windows, and a patterned floor.
A well-appointed hotel room with a large bed, a desk with a chair, a window with curtains, and a nightstand with a lamp.
Outdoor dining tables with chairs, a brick building, and a lawn in the background.
A bar area with a wooden table, red upholstered chairs, and a variety of bottles on shelves.

3. Wynnstay Hotel, Oswestry, Shropshire

Wynnstay Hotel, Oswestry, Shropshire
Oswestry
United Kingdom
hollie
£71
includes taxes & fees
18 Oct - 19 Oct
Wynnstay Hotel, Oswestry, Shropshire
A view from a balcony with a black door, a heart-shaped wreath, and a red building in the background.
A room with a classic design, featuring a wooden coffee table, leather sofas, and a chandelier.
A rustic dining area with wooden tables and chairs, a brick wall, and a leather sofa.
A sign for Darwin's Townhouse, indicating it is a boutique bed and breakfast.

4. Darwin's Townhouse

Darwin's Townhouse
Shrewsbury Town Centre
United Kingdom
Tim
£115
includes taxes & fees
25 Oct - 26 Oct
Darwin's Townhouse
A cozy restaurant with wooden beams, hanging lights, and a view of the outdoors.
A bed with a patterned bedspread and a decorative pillow.
A traditional brick building with the sign "The Nags Head" and a pub entrance.
A cozy room with a brick fireplace, wooden furniture, and a bookshelf.

5. The Nags Head Inn

The Nags Head Inn
Montgomery
United Kingdom
Peter
£93
includes taxes & fees
21 Oct - 22 Oct
The Nags Head Inn
A large, historic building with a symmetrical facade, multiple chimneys, and a well-manicured garden with a central staircase leading to the entrance.
A large, historic building with a prominent tower, surrounded by lush greenery and a well-maintained lawn.
A grand room with a fireplace, ornate furniture, and large windows.
A spacious living area with a wooden ceiling, large windows, and a glass dining table.

6. Pale Hall Hotel

Pale Hall Hotel
Bala
United Kingdom
Andrew
£270
includes taxes & fees
18 Oct - 19 Oct
Pale Hall Hotel
A cozy interior with wooden floors, a chandelier, and a bar area with chairs and tables.
A traditional building with a sign reading "PLAS YN DRE" and a small outdoor seating area.
A cozy living room with a fireplace, a bookshelf, and comfortable seating.
A cozy living room with a fireplace, leather armchairs, a coffee table, and a bookshelf filled with books.

7. Plas Yn Dre

Plas Yn Dre
Bala
United Kingdom
Gareth
£128
includes taxes & fees
15 Nov - 16 Nov
Plas Yn Dre
A cozy kitchen with wooden cabinets, a stainless steel oven, and a dining area with a wooden table and chairs.
A bedroom with a bed, a shower, a wall-mounted TV, and a large plant.
A modern interior with a tufted sofa, wooden walls, a skylight, and a kitchen area.
A modern kitchen with wooden paneling, a dining area with a table and chairs, and a large mirror reflecting the room.

8. The Hotel Chester

The Hotel Chester
Chester
United States
Ivor
The Hotel Chester
An outdoor café with stone tables and chairs, surrounded by lush greenery and a stone building.
A spacious bedroom with a large bed, wooden beams, a chandelier, and a decorative wall.
A rustic dining area with wooden furniture and exposed beams.
A stone house with a brick chimney, white shutters, and a stone wall.

9. The Pheasant Inn

The Pheasant Inn
Chester
United Kingdom
David
£129
includes taxes & fees
21 Oct - 22 Oct
The Pheasant Inn
A room with a checkered floor, a sofa, a glass coffee table, a chandelier, a mirror, and a view of the outside.
A room with a large ornate mirror, a white upholstered chair, and a small table with a potted orchid plant.
A reception area with a checkered floor, a desk, a chair, a large mirror, and a staircase.
A dining area with a checkered floor, a table set for two, and two chairs. There are framed artworks on the wall and a chandelier above the table.

10. Stone Villa

Stone Villa
Chester
United Kingdom
Emily
£105
includes taxes & fees
18 Oct - 19 Oct
Stone Villa
A building with a sloped roof, a glass conservatory with outdoor seating, and a stone chimney.
A cozy room with stone walls, a fireplace, and a large window with a view of trees. There are two sofas and a wooden table.
A cozy living room with stone walls, a wooden ceiling, a white sofa, a small table, and a lamp.
A room with a window, a wicker tray with a kettle and tea bags, and a chair.

11. The Cross Foxes- Bar Grill and Rooms

The Cross Foxes- Bar Grill and Rooms
Dolgellau
Canada
Vidisha
£140
includes taxes & fees
20 Oct - 21 Oct
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.
A well-maintained garden with a lawn, a small pond, and a wooden bench.
A room with a fireplace, a piano, a large rug, and a chandelier.
A large white building with a garden, a pond, and a wooden sign.

12. The Forest Country House B&B

The Forest Country House B&B
Newtown
United Kingdom
Lynn
£105
includes taxes & fees
18 Oct - 19 Oct
The Forest Country House B&B
A traditional brick house with a well-lit entrance, a covered porch, and a driveway leading to the front door.
A hallway with a patterned floor, a wooden wardrobe, and a door leading to a bedroom.
An outdoor patio with brick walls, two ornate street lamps, and red umbrellas.
A living room with leather sofas, a lamp, a violin, and a clock on the wall.

13. Chester House Guest House

Chester House Guest House
Chester
United Kingdom
Gail
£77
includes taxes & fees
18 Oct - 19 Oct
Chester House Guest House
A stone building with a chimney, surrounded by lush greenery and a garden with flowers and a street lamp.
A dining area with wooden tables and chairs, set for a meal.
A large, stone building with a symmetrical facade, a central entrance, and a well-maintained garden.
A dark room with a wooden chair, a small table with a vase, and a framed painting on the wall.

14. The Old Vicarage

The Old Vicarage
Machynlleth
United Kingdom
Sarah
The Old Vicarage
A house with a stone facade, surrounded by lush greenery and a small stream.
A bedroom with a large bed, a dresser, a window with curtains, and a painting on the wall.
A conservatory with a wooden cabinet, wicker chairs, a dining table with tea set, and a view of trees through large windows.
A stone house with a patio area featuring outdoor furniture and a garden.

15. Afon Rhaiadr Country House

Afon Rhaiadr Country House
Dolgellau
United Kingdom
Suman
Afon Rhaiadr Country House
A deck with two rocking chairs and a small table, overlooking a river and surrounded by lush greenery.
A living room with a fireplace, a sofa, a chair, a wooden dresser, and a window with curtains.
A dining area with a wooden table, chairs, a stone wall, and a fireplace.
A room with stone walls, a wooden ceiling, a bed, a bathroom with a mirror and sink, and a leather chair.

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

Cornerstones, 16th Century Luxury Self Catering House overlooking the River Dee
Llangollen
United Kingdom
Sheridan
£345
includes taxes & fees
19 Oct - 20 Oct
Cornerstones, 16th Century Luxury Self Catering House overlooking the River Dee
A bedroom with a bed, a bedside table, a window with curtains, and a patterned wallpaper.
A living room with a fireplace, a television, and a sofa.
A dining table set with black bowls, plates, and a bottle of champagne.
A patio with a table and chairs, a green umbrella, and a white wall.

17. Honeysuckle House

Honeysuckle House
Chester
Honeysuckle House
A spacious room with a large window, a leather sofa, a wooden coffee table, and a view of a lake.
A spacious living area with a fireplace, wooden furniture, and a television.
A bedroom with a bed, bedside tables, a chandelier, and a view through a glass door.
A house with a conservatory, a lawn, and a brick exterior.

18. Manor Wood

Manor Wood
Chester
£826
includes taxes & fees
2 Nov - 3 Nov
Manor Wood
A bedroom with a large bed, a fireplace, a chair, and a nightstand.
A formal dining room with a long table set for a meal, surrounded by upholstered chairs.
A traditional Tudor-style building with a symmetrical facade, multiple chimneys, and a well-maintained lawn in front.
A garden patio with wooden tables and black umbrellas, surrounded by gravel and flowering plants.

19. Rorrington Hall Bed & Breakfast

Rorrington Hall Bed & Breakfast
Montgomery
Rorrington Hall Bed & Breakfast
Natural pool
Room
Front of property
Breakfast area

20. Ternhill Farm House

Ternhill Farm House
Market Drayton
United Kingdom
jeffrey
Ternhill Farm House
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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.
The Queen at Chester Hotel - Handwritten Collection

The Queen at Chester Hotel - Handwritten Collection

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£67
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
The Queen at Chester Hotel - Handwritten Collection
Holiday Inn Chester - South by IHG

Holiday Inn Chester - South by IHG

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£60
1 Nov - 2 Nov
includes taxes & fees
Holiday Inn Chester - South by IHG
Village Hotel St David's, Nr Chester

Village Hotel St David's, Nr Chester

St David's Park Deeside Wales
£65
8 Nov - 9 Nov
includes taxes & fees
8/10 Very good! (1,001 reviews)
Village Hotel St David's, Nr Chester
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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 1 day ago
Wynnstay Hotel, Oswestry, Shropshire

Find out more about Oswestry

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Oswestry?
There are various pricing options for 5-star hotels in Oswestry on Expedia. How much you'll pay will depend on when you plan to travel, length of your trip and other factors. Compare available properties for your preferred dates and use our pricing and other filters to discover the perfect upscale stay.
  • Search for the lowest price per night from £60
What makes a hotel 5 stars in Oswestry?
In Oswestry, a hotel must offer a specific level of upscale conveniences to earn a 5-star rating. These can include gourmet restaurants, on-site gyms, saunas and spas, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their guest-centric service. You'll enjoy things like nightly turn-down services, in-room massages and concierge services. Some may even offer extra touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Oswestry?
Find an upscale getaway that includes your lodging, meals, bar and entertainment in Oswestry with the help of Expedia's filter tool. Search for resorts rated 5 stars and select the "All inclusive" filter. Make sure you check what's included in the purchase price. That way, you can take full advantage of all the premium perks as soon as you arrive.

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