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4- and 5-star hotels in Helmsley

A shortlist of the 4- and 5-star hotels, inns and cottages we cover in and around Helmsley, from an Ampleforth guesthouse to a Pickering inn. It is for walkers, couples and families who want the Moors on the doorstep.

15 hotels155 guest reviews

Staying in Helmsley

Helmsley is the prettiest market town on the Moors, with a castle, an abbey and the square where the Cleveland Way begins. Friday nights bring a real buzz to the pubs around Market Place, and everything finishes by about eleven. It is not a place for a tight budget or a late night, and the bus service is real but sparse, so a car helps: the best things are three to fifteen miles out, from the Rievaulx and Sutton Bank routes to the White Horse.

The hotels here sit in three kinds of spot. Several carry a Helmsley address, among them Bridge House, 8 Pottergate Mews, Stilworth House on Church Street, Ivy Cottage, Host & Stay Willow Cottage on Bondgate, Borough Beck Cottage on High Street and Rye Court Cottage on Bridge Street. Others sit in the surrounding villages: Shallowdale House at West End Ampleforth, Ristbrow Farm at Hawnby, the three Sproxton Hall cottages, Valley View Farm at Old Byland and The Nab at Pockley near Carlton. The Black Swan is the odd one out, in Market Place in Pickering. Couples and walkers do best in the town, while families and dog owners tend to prefer the farm and cottage addresses.

The shortlist

Ranked by hotel class, then guest rating and number of reviews.

  1. Shallowdale House

    ★★★★★

    West End Ampleforth Helmsley, Helmsley, United Kingdom

    Best for: Drivers

    • Free car parking
    • Free Wifi

    Why stay hereShallowdale House is a 5-star address on West End Ampleforth in Helmsley, with a garden and terrace for quiet time outdoors and free car parking on site for guests arriving by car. Rooms are non-smoking and come with bathrobes, toiletries and a bath or shower, and free wifi keeps you connected. It suits travellers who want space and privacy rather than a busy inn, and couples or solo guests will find it an easy base for exploring the area.

    See Shallowdale House
  2. Bridge House

    ★★★★★

    Helmsley, United Kingdom

    Best for: Drivers

    • Free car parking
    • Kitchen

    Why stay hereBridge House is a 5-star property in Helmsley with a garden and a river setting, plus free car parking for those driving in. The accommodation includes a kitchen, dishwasher and washing machine, so longer stays and self-catering are straightforward, and there is a fireplace and TV for evenings in. It works well for families or small groups who want a whole house and the freedom to cook and do laundry.

    See Bridge House
  3. Ristbrow Farm

    ★★★★★

    Rist Brow_X000d_Hawnby_X000d_, United Kingdom

    Best for: Drivers · Travelling with pets

    • Free car parking
    • Pets allowed
    • Kitchen

    Why stay hereRistbrow Farm is a 5-star stay on Rist Brow in Hawnby, offering a jacuzzi, a garden and horse back riding among its facilities. Guests have free car parking and free wifi, and pets are welcome, which makes it a practical choice for animal owners. With a kitchen, dishwasher and washing machine on hand, it suits longer self-catering breaks, and the rural setting appeals to couples and families who want outdoor activities close by.

    See Ristbrow Farm
  4. The Black Swan The Inn Collection Group

    ★★★★4.3155 reviews

    Market Place, Pickering, United Kingdom

    Best for: Families · Drivers

    • Free car parking
    • Pets allowed
    • Family rooms

    Why stay hereThe Black Swan The Inn Collection Group is a 4-star inn on Market Place in Pickering, rated 4.3 out of 5 by 155 guests. It has a restaurant and bars on site, so meals and drinks are handled without leaving, and family rooms plus a garden make it workable for those travelling with children. Pets are allowed, there is free wifi and free car parking, and the location in Pickering suits guests who want a traditional inn with everything under one roof.

    See The Black Swan The Inn Collection Group
  5. 8 Pottergate Mews

    ★★★★

    8 Pottergate Mews Helmsley, Helmsley, United Kingdom

    Best for: Drivers

    • Free car parking
    • Kitchen

    Why stay here8 Pottergate Mews is a 4-star property on Pottergate Mews in Helmsley with a kitchen, dishwasher and washing machine, making self-catering simple. Golf and fishing are within reach of the facilities listed, and free car parking is available for guests arriving by car. It suits couples or small groups who prefer an apartment-style stay with their own cooking and laundry instead of hotel services.

    See 8 Pottergate Mews
  6. Stilworth House

    ★★★★

    1 Church Street, Helmsley, United Kingdom

    Best for: Drivers

    • Free car parking
    • Free Wifi

    Why stay hereStilworth House is a 4-star house on Church Street in Helmsley, with a garden, free wifi and free car parking among its amenities. Guests have a refrigerator plus housekeeping and laundry service, and fishing is one of the activities nearby. It appeals to travellers who want a central Helmsley address with some practical services included, whether visiting for a short break or a longer stay.

    See Stilworth House
  7. Ivy Cottage

    ★★★★

    Ivy Cottage 5 Elmslac Road, Helmsley, United Kingdom

    Best for: Drivers

    • Parking
    • Kitchen

    Why stay hereIvy Cottage is a 4-star cottage on Elmslac Road in Helmsley with a kitchen, dishwasher and washing machine for self-catering, plus a garden and parking. A cot and high chairs are provided, and there is a DVD player and TV for quiet evenings. It suits families with young children and anyone wanting a private house rather than a room, with the freedom to cook and settle in.

    See Ivy Cottage
  8. Riccal Dale Cottage

    ★★★★

    Bransdale Cottage Sproxton Hall Cottages, Helmsley, United Kingdom

    Best for: Drivers · Travelling with pets

    • Free car parking
    • Pets allowed
    • Kitchen

    Why stay hereRiccal Dale Cottage is a 4-star cottage at Sproxton Hall Cottages near Helmsley, with a fireplace, garden and free car parking. The kitchen, dishwasher and washing machine cover self-catering needs, and high chairs are available for younger guests. Pets are allowed and wifi is free, so it fits families and dog owners who want a rural cottage base with the comforts of home.

    See Riccal Dale Cottage
  9. Bilsdale Cottage

    ★★★★

    Bransdale Cottage Sproxton Hall Cottages, Helmsley, United Kingdom

    Best for: Drivers · Travelling with pets

    • Free car parking
    • Pets allowed
    • Kitchen

    Why stay hereBilsdale Cottage is a 4-star cottage at Sproxton Hall Cottages near Helmsley, offering a fireplace, garden and free car parking. It includes a kitchen, dishwasher and washing machine, and high chairs are provided. Pets are welcome and wifi is free. The cottage arrangement suits families or groups who want to cook for themselves and stay in a quiet rural spot with the option of bringing a dog.

    See Bilsdale Cottage
  10. Kirkdale Cottage

    ★★★★

    Bransdale Cottage Sproxton Hall Cottages, Helmsley, United Kingdom

    Best for: Drivers · Travelling with pets

    • Free car parking
    • Pets allowed
    • Kitchen

    Why stay hereKirkdale Cottage is a 4-star cottage at Sproxton Hall Cottages near Helmsley with a fireplace, garden and free car parking. A kitchen, dishwasher and washing machine support self-catering, and high chairs are available. Pets are allowed and wifi is free. It is a good match for families and groups who want a rural cottage with space to spread out and the freedom to cook and do laundry.

    See Kirkdale Cottage
  11. Host & Stay Willow Cottage

    ★★★★

    34 Bondgate, Helmsley, United Kingdom

    Best for: Families · Drivers

    • Parking
    • Pets allowed
    • Family rooms

    Why stay hereHost & Stay Willow Cottage is a 4-star cottage on Bondgate in Helmsley with a garden and patio, plus parking. It has a kitchen, dishwasher and washing machine, and family rooms are available, with pets allowed. Wifi and a safe are also provided. It suits families or groups who want a central Helmsley base with outdoor space and the flexibility of self-catering.

    See Host & Stay Willow Cottage
  12. The Nab

    ★★★★

    Birch Nab Farm_X000d_High Lane_X000d_Pockley_X000d_, Carlton, United Kingdom

    Best for: Drivers · Travelling with pets

    • Free car parking
    • Pets allowed
    • Kitchen

    Why stay hereThe Nab is a 4-star property on High Lane in Pockley, near Carlton, with a jacuzzi, a garage and a garden. Free car parking and free wifi are provided, and pets are allowed. A kitchen and shower are part of the setup. It suits guests who want a rural retreat with a private outdoor soak and the convenience of parking and internet, including those travelling with a dog.

    See The Nab
  13. Borough Beck Cottage

    ★★★★

    9 High Street_X000d_Helmsley_X000d_, Helmsley, United Kingdom

    Best for: Drivers · Travelling with pets

    • Parking
    • Pets allowed
    • Kitchen

    Why stay hereBorough Beck Cottage is a 4-star cottage on High Street in Helmsley, with a garden, free wifi and parking. A kitchen, dishwasher and washing machine make self-catering practical, and a cot is available for babies. Pets are allowed. It suits families and dog owners who want to be in the centre of Helmsley with their own cooking and laundry facilities.

    See Borough Beck Cottage
  14. Valley View Farm Holiday Cottages

    ★★★★

    Valley View Farm Old Byland, Helmsley, United Kingdom

    Best for: Drivers · Travelling with pets

    • Free car parking
    • Pets allowed
    • Kitchen

    Why stay hereValley View Farm Holiday Cottages is a 4-star farm property at Old Byland near Helmsley, with a garden, terrace and patio plus picnic area. Cottages include a kitchen or kitchenette with dishwasher, and laundry service and free car parking are available. Pets are allowed and there is wheelchair accessible provision. It fits families and groups who want outdoor space, self-catering and a rural farm setting with several cottages to choose from.

    See Valley View Farm Holiday Cottages
  15. Rye Court Cottage Stunning cottage in central Helmsley with parking

    ★★★★

    23 Bridge Street, Helmsley, United Kingdom

    Best for: Families · Drivers

    • Free car parking
    • Pets allowed
    • Family rooms

    Why stay hereRye Court Cottage is a 4-star cottage on Bridge Street in central Helmsley with parking, a garden, terrace and patio. It includes a kitchen, dishwasher and washing machine, plus a sofa bed and family rooms. Pets are allowed, wifi is free and there is wheelchair accessible provision. It suits families or groups wanting a central Helmsley cottage with outdoor space and the ease of parking on site.

    See Rye Court Cottage Stunning cottage in central Helmsley with parking

The shortlist side by side

HotelClassParkingPets
Shallowdale House★★★★★Yes–
Bridge House★★★★★Yes–
Ristbrow Farm★★★★★YesYes
The Black Swan The Inn Collection Group★★★★YesYes
8 Pottergate Mews★★★★Yes–
Stilworth House★★★★Yes–
Ivy Cottage★★★★Yes–
Riccal Dale Cottage★★★★YesYes
Bilsdale Cottage★★★★YesYes
Kirkdale Cottage★★★★YesYes
Host & Stay Willow Cottage★★★★YesYes
The Nab★★★★YesYes
Borough Beck Cottage★★★★YesYes
Valley View Farm Holiday Cottages★★★★YesYes
Rye Court Cottage Stunning cottage in central Helmsley with parking★★★★YesYes

From each hotel's own listing on this site; a dash means it is not listed.

How to choose

For families

Cottages with cots and the space to spread out: Bridge House, Ivy Cottage, Riccal Dale Cottage, Bilsdale Cottage and Kirkdale Cottage all provide cots, and the Sproxton Hall group adds high chairs and a garden. Rye Court Cottage has family rooms, a cot and a sofa bed, and its Bridge Street address keeps you in the middle of Helmsley.

Bridge House · Ivy Cottage · Riccal Dale Cottage · Bilsdale Cottage · Kirkdale Cottage · Rye Court Cottage Stunning cottage in central Helmsley with parking

With a dog

Ristbrow Farm and The Nab add horse back riding or a Jacuzzi, and the three Sproxton Hall cottages have gardens and fireplaces. In town, Host & Stay Willow Cottage on Bondgate, Borough Beck Cottage on High Street and Rye Court Cottage are all pet-friendly, as is The Black Swan in Pickering.

Ristbrow Farm · The Black Swan The Inn Collection Group · Riccal Dale Cottage · Bilsdale Cottage · Kirkdale Cottage · Host & Stay Willow Cottage

Best rated

The Black Swan The Inn Collection Group is the only property here with a guest rating: 4.3 out of 5 from 155 reviews, which makes it the pick if you want a known score rather than a self-contained cottage. It is in Market Place in Pickering, so it suits a stay based outside Helmsley itself.

The Black Swan The Inn Collection Group

With parking

That matters here, where the bus service is sparse and the best things are three to fifteen miles out.

Shallowdale House · Bridge House · Ristbrow Farm · The Black Swan The Inn Collection Group · 8 Pottergate Mews · Stilworth House

Where to stay in Helmsley

Ampleforth

West End Ampleforth, a few miles from Helmsley and home to the Benedictine community whose abbey church, orchard and cider shop are described in the local guides. Shallowdale House is the 5-star address here, with a garden, a terrace and free car parking, so you get a quiet village base with the town a short drive away.

Our picks here: Shallowdale House

Sproxton

The three Sproxton Hall Cottages share one address at Bransdale Cottage, Sproxton Hall Cottages: Riccal Dale, Bilsdale and Kirkdale. Each has a kitchen, a fireplace, a garden and free car parking, and all three allow pets, so this suits a group or a family that wants a self-contained base in the countryside rather than a town room.

Our picks here: Riccal Dale Cottage · Bilsdale Cottage · Kirkdale Cottage

Pickering

Market Place, Pickering, where The Black Swan The Inn Collection Group stands. It is the one 4-star inn here with a guest rating, 4.3 out of 5 from 155 reviews, and it carries the widest set of facilities: restaurant, bars, family rooms, luggage storage, laundry service, special diets and pet-friendly rooms, all with free car parking.

Our picks here: The Black Swan The Inn Collection Group

Plan your stay

Getting there and around

The site's own guidance is blunt: skip Helmsley if you have no car, because the bus service is real but sparse and the last bus to York left hours ago. Sutton Bank is fifteen minutes west on the A170, at the top of a one-in-four bank that caravans are banned from, and the National Park visitor centre there has parking, bike hire and a café. Rievaulx is five miles south-west through Oswaldkirk. The Cleveland Way starts at the square: the route to Rievaulx runs about 5.5 km each way from Market Place, through woods and down into the Rye valley by the abbey, allowing around 80 minutes one way.

When to go

Go for the walking, the abbey, a good dinner and a Friday market that still sells vegetables rather than candles. Two nights is the right length, three if you intend to walk the Rievaulx and Sutton Bank routes properly. Book ahead for Friday and Saturday evenings all year, since the town has more beds than covers and walk-ins get turned away regularly. On winter weekdays a couple of places close entirely on Mondays and Tuesdays, and most kitchens take last orders between 8.30pm and 9pm.

Things to do near Helmsley

Questions, answered

Is there parking at these properties?

It matters in a town where the bus service is sparse.

Do any of the properties allow pets?

The three Sproxton Hall cottages add gardens and fireplaces, and Ristbrow Farm sits at Hawnby.

Which is the best-rated property on this shortlist?

Only The Black Swan The Inn Collection Group carries a guest rating: 4.3 out of 5 from 155 reviews. It is a 4-star inn in Market Place, Pickering, with a restaurant, bars, family rooms and free car parking.

Can I cook for myself?

Most of the properties are self-catering. Kitchens are listed at Bridge House, Ristbrow Farm, 8 Pottergate Mews, Ivy Cottage, the three Sproxton Hall cottages, Host & Stay Willow Cottage, The Nab, Borough Beck Cottage, Valley View Farm and Rye Court Cottage, and several add a dishwasher, oven and washing machine.

Is any property good for families?

Bridge House, Ivy Cottage, Riccal Dale Cottage, Bilsdale Cottage and Kirkdale Cottage all provide cots, and the Sproxton Hall group adds high chairs. Rye Court Cottage has family rooms, a cot and a sofa bed. The Black Swan has family rooms too, plus a restaurant.

Do any of these have a pool or a spa?

None of the properties on this list lists a pool or a spa. The closest things in the data are the Jacuzzi at Ristbrow Farm and at The Nab, and the bath, bathrobe and toiletries at Shallowdale House.

Are there properties in Helmsley itself?

Yes. Bridge House, 8 Pottergate Mews, Stilworth House, Ivy Cottage, the three Sproxton Hall cottages, Host & Stay Willow Cottage, Borough Beck Cottage, Valley View Farm and Rye Court Cottage all carry a Helmsley address, several within a few streets of Market Place.

Where is the nearest place to stay to the centre?

Rye Court Cottage on Bridge Street, Borough Beck Cottage on High Street, Stilworth House on Church Street and 8 Pottergate Mews are all central Helmsley addresses, with the square, the abbey and the start of the Cleveland Way within walking distance.

More ways to stay in Helmsley