Oswestry Vacation Packages 2026 from $1,497

Oswestry flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hotel du Vin & Bistro Cheltenham

$1,497

per person

May 24 - May 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Birmingham (BHX)

A restaurant and a bar/lounge are featured at this hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. Self parking, a terrace, and a garden are also offered.

Ellenborough Park

$2,035

per person

May 24 - May 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Birmingham (BHX)

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free valet parking. Enjoy the gym and perks like free self parking.

Cheltenham Chase Hotel & Spa

$1,511

per person

May 24 - May 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Birmingham (BHX)

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.

Stratton House Hotel & Spa

$1,562

per person

May 24 - May 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Birmingham (BHX)

A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Enjoy the sauna and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and wedding services are also provided.

The George

$1,574

per person

May 24 - May 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Birmingham (BHX)

Free WiFi in public areas, a snack bar/deli, and luggage storage are available at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A safe deposit box is provided and the front desk is staffed around-the-clock.

Top Oswestry hotels deals

Lion Quays Hotel & Spa

Moreton Oswestry England

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$143 total

Apr 6 - Apr 7

Total with taxes and fees

This hotel features 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and perks like free self parking.

Pool

Spa

Wynnstay Hotel, Oswestry, Shropshire

Church Street Oswestry England

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$114 total

Apr 6 - Apr 7

Total with taxes and fees

This smoke-free hotel features 2 restaurants and 2 bars/lounges. WiFi in public areas is free. Self parking, a business center, and a garden are also offered.

Pet friendly

Free WiFi

Lake Vyrnwy Hotel & Spa

Lake Vyrnwy Oswestry Wales

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$179 total

Apr 7 - Apr 8

Total with taxes and fees

A full-service spa, 2 restaurants, and a gym are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Spa

Pet friendly

The Mill Hotel & Spa

Milton Street Chester England

Free Cancellation

Reserve now, pay when you stay

$65 nightly

$77 total

Apr 20 - Apr 21

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Unwind with a drink at one of the 2 bars/lounges and enjoy the free full breakfast each morning.

The Chester Grosvenor

Eastgate Street Chester England

Free Cancellation

Reserve now, pay when you stay

$137 nightly

$165 total

Apr 20 - Apr 21

Total with taxes and fees

A full-service spa, 2 restaurants, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Enjoy the sauna and free continental breakfast each morning.

Breakfast included

Spa

The Queen at Chester Hotel, BW Premier Collection

City Rd Chester England

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$82 total

Apr 26 - Apr 27

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a terrace, and a garden are also offered.

Pet friendly

Free WiFi

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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.

Popular places to visit

Lake Vyrnwy

4.5/5(3 reviews)

Commune with nature and explore the great outdoors at Lake Vyrnwy during your travels in Llanwddyn. While in this quaint area, you can savor the top-notch restaurants.

Pistyll Rhaeadr

3/5(1 review)

Commune with nature and explore the great outdoors at Pistyll Rhaeadr during your travels in Llanrhaeadr-ym-Mochnant. Check out the lively bars or top-notch restaurants in this relaxing area.

Lion Quays Spa

You can take time to visit Lion Quays Spa during your travels to Selattyn and Gobowen. Check out the spas and top-notch restaurants in this relaxing area.

Frequently asked questions

How much are vacation packages to Oswestry?

Travelocity has great package deals to Oswestry, including hotels and flights, from an impressive $1,497. With the cash you save, you could purchase some cool tours or possibly add on a few extra days to your getaway.

How long should my Oswestry vacation be?

Typically, 2 nights is what many travelers book for their Oswestry vacation. That's a handy guide, but there's plenty more to uncover if you allow yourself a couple of extra days.

Where can I get the best vacation package deals for Oswestry?

There are awesome Oswestry package deals to be scored with Travelocity. Did you know we partner with 400 airlines and 1,000,000 worldwide properties? Keep that in mind when you're ready to cross another place off your list.

Why should I purchase my Oswestry vacation bundle with Travelocity?

We make traveling the world easy. Whether you're after a new destination to wander around or want to make sure you get the best deal around, we've got your back. Our 24/7 customer care, high-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.

Will I save money on my Oswestry car rental if I bundle it with hotels and flights?

Combining your hotel, car and flight into an Oswestry vacation package is the best way to score an incredible deal. Plus, having your own car rental gives you freedom to make your way to all those big sights you're itching to see. Situated 55 mi from Oswestry, Old Trafford is one attraction that should be on your agenda. Buckle up and make a day trip of it.

Which airport is best for Oswestry?

Many people arrive at Manchester Airport (MAN). After you've landed and collected your luggage, make tracks 50 mi southwest to reach central Oswestry. John Lennon Airport (LPL) is another option, 35 mi from the center of the city.

What is there to do in Oswestry?

Oswestry is brimming with sights to explore, including Lake Vyrnwy and Pistyll Rhaeadr. These two impressive attractions are on most people's travel itineraries.

Where should I stay when visiting Oswestry?

Many visitors choose to spend their nights at the Pentre Hall. It's a great base for your Oswestry getaway.