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
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 bar area with a bartender, a circular bar counter, and a chandelier.
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 bar area with a wooden counter, multiple taps, and a vase of flowers.
A wooden staircase with a modern light fixture.
A bedroom with a four-poster bed, a fireplace, a desk, and a television.

2. The Old Orleton Inn

The Old Orleton Inn
Telford
United Kingdom
karen
$111 nightly
$140 total
Oct 20 - Oct 21
Total with taxes and fees
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.
A dining area with round tables, chairs, and a bar with shelves of bottles.
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
$92 nightly
$110 total
Oct 18 - Oct 19
Total with taxes and fees
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 traditional British pub with a sign for Darwin's Townhouse Boutique Bed & Breakfast.
A rustic dining area with wooden tables and chairs, a brick wall, and a leather sofa.
A room with a classic design, featuring a wooden coffee table, leather sofas, and a chandelier.

4. Darwin's Townhouse

Darwin's Townhouse
Shrewsbury Town Centre
Canada
Bill
$120 nightly
$144 total
Oct 25 - Oct 26
Total with taxes and fees
Darwin's Townhouse
A cozy restaurant with wooden beams, hanging lights, and a view of the outdoors.
A traditional brick building with the sign "The Nags Head" and a pub entrance.
A bed with a patterned bedspread and a decorative pillow.
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
$94 nightly
$113 total
Oct 15 - Oct 16
Total with taxes and fees
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 grand room with a fireplace, ornate furniture, and large windows.
A large, historic building with a prominent tower, surrounded by lush greenery and a well-maintained lawn.
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
$291 nightly
$349 total
Nov 9 - Nov 10
Total with taxes and fees
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
Jonathan
$86 nightly
$103 total
Oct 15 - Oct 16
Total with taxes and fees
Plas Yn Dre
A cozy kitchen with wooden cabinets, a stainless steel oven, and a dining area with a wooden table and chairs.
A modern interior with a tufted sofa, wooden walls, a skylight, and a kitchen area.
A bedroom with a bed, a shower, a wall-mounted TV, and a large plant.
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 rustic dining area with wooden furniture and exposed beams.
A spacious bedroom with a large bed, wooden beams, a chandelier, and a decorative wall.
A living room with a fireplace, sofa, television, and a coffee table.

9. The Pheasant Inn

The Pheasant Inn
Chester
United Kingdom
Ross
$142 nightly
$171 total
Oct 19 - Oct 20
Total with taxes and fees
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 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.
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.

10. Stone Villa

Stone Villa
Chester
United Kingdom
Emily
$129 nightly
$155 total
Oct 18 - Oct 19
Total with taxes and fees
Stone Villa
A building with a sloped roof, a glass conservatory with outdoor seating, and a stone chimney.
A room with a window, a wicker tray with a kettle and tea bags, and a chair.
A cozy interior with a stone fireplace, wooden furniture, and a bar area.
A cozy living room with stone walls, a wooden ceiling, a white sofa, a small table, and a lamp.

11. The Cross Foxes- Bar Grill and Rooms

The Cross Foxes- Bar Grill and Rooms
Dolgellau
Canada
Vidisha
$152 nightly
$182 total
Oct 20 - Oct 21
Total with taxes and fees
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 room with a fireplace, a piano, a large rug, and a chandelier.
A well-maintained garden with a lawn, a small pond, and a wooden bench.
A grand staircase with ornate woodwork and a red patterned carpet.

12. The Forest Country House B&B

The Forest Country House B&B
Newtown
United Kingdom
Lynn
$110 nightly
$139 total
Oct 16 - Oct 17
Total with taxes and fees
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 living room with leather sofas, a lamp, a violin, and a clock on the wall.
A hotel room with a bed, a TV, a desk with a coffee maker, and a view of the outside.
A hallway with a patterned floor, a wooden wardrobe, and a door leading to a bedroom.

13. Chester House Guest House

Chester House Guest House
Chester
United Kingdom
Gail
$82 nightly
$98 total
Oct 15 - Oct 16
Total with taxes and fees
Chester House Guest House
A stone building with a chimney, surrounded by lush greenery and a garden with flowers and a street lamp.
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.
A dining area with wooden tables and chairs, set for a meal.

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 stone house with a sign reading "Afton Rhaidir Country House."
A stone house with a patio area featuring outdoor furniture and a garden.
A bedroom with a large bed, a dresser, a window with curtains, and a painting on the wall.

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 black storefront with the name "Cornerstones" and a sign reading "Welcome to Cornerstones."
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
$380 nightly
$456 total
Oct 19 - Oct 20
Total with taxes and fees
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 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.
A living room with a fireplace, a television, and a sofa.

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 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.
A spacious living area with a fireplace, wooden furniture, and a television.

18. Manor Wood

Manor Wood
Chester
$909 nightly
$1,091 total
Nov 2 - Nov 3
Total with taxes and fees
Manor Wood
A bedroom with a large bed, a fireplace, a chair, and a nightstand.
A garden patio with wooden tables and black umbrellas, surrounded by gravel and flowering plants.
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.

19. Rorrington Hall Bed & Breakfast

Rorrington Hall Bed & Breakfast
Montgomery
Rorrington Hall Bed & Breakfast
Natural pool
Lobby sitting area
Room
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

City Road Chester England
$74 nightly
$89 total
Nov 1 - Nov 2
Total with taxes and fees
The Queen at Chester Hotel - Handwritten Collection
Holiday Inn Chester - South by IHG

Holiday Inn Chester - South by IHG

Wrexham Road Chester England
$66 nightly
$79 total
Nov 1 - Nov 2
Total with taxes and 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
$71 nightly
$85 total
Nov 8 - Nov 9
Total with taxes and 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
"only complaint the bed wasnt very comfortable and dovet to small for size of bed food very good"
eunice 1-night trip
Posted 3 days ago
Wynnstay Hotel, Oswestry, Shropshire

Find out more about Oswestry

Why not demand the best on your excursion to Oswestry? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Oswestry so popular in the last year. There's no reason to delay a getaway to Oswestry any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Oswestry and get ready to be pampered like never before. You deserve the great vacation you're dreaming about.

Get a Great Deal on 5-Star Hotels in Oswestry

You'll have a wonderful time at one of these 5-star hotels. Michelin-starred restaurants, excellent customer care, and rejuvenating spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. What kind of amenities will make your stay a wonderful one? A reflexology treatment that will leave you feeling outstanding? 24-hour room service, so you can order that chocolate soufflé© in the wee hours of the morning? A Swedish massage to help your cares fall away? Want to see for yourself? Explore our listings and pick the perfect accommodation for your needs.

Can't wait to get outside? You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Oswestry are the perfect place to rest up after a busy day.

Make Your Escape

Numerous visitors make Oswestry the place to vacation. Why not join their ranks? If you've been dreaming about a vacation set here, then go ahead and book it. It's time to indulge yourself -- a surge in interest means these great hotel rooms will go quickly. Pick out one of the 5-star hotels in Oswestry today and decompress in complete comfort at your convenience.

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 $79
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.

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