Cleveland Way Tours and Activities

Plan a trip to see Cleveland Way

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

New Holgate

4 out of 5
Holgate
Price was CA $2,583, price is now CA $2,154 per person
CA $2,154
per person
Jun 7 - Jun 13
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
9.2/10 Wonderful! (158 reviews)
Lovely room and welcoming staff that are very helpful

Reviewed on Mar 31, 2026

Riverbank View

Riverbank View

4 out of 5
The Groves
Price was CA $2,691, price is now CA $2,220 per person
CA $2,220
per person
Jun 8 - Jun 13
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
10/10 Exceptional! (25 reviews)
Judges Court

Judges Court

5 out of 5
City Centre
Price was CA $2,539, price is now CA $2,195 per person
CA $2,195
per person
Jun 7 - Jun 13
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
8.6/10 Excellent! (1,002 reviews)
Unique rooms. We had a lovely stay. Be aware there are lots of stairs and narrow staircase,which we didn't mind. Also there was no fridge in the room. Again not the end of the world but I know some people need a fridge for medicine etc We thought we had ordered breakfast but hadn't so I can't comment on the breakfast. Would I stay again. Yes.

Reviewed on Apr 16, 2026

Popular places to visit

Helmsley Castle

Helmsley Castle

You can find out about the history of Helmsley with a visit to Helmsley Castle. Check out the lively bars or top-notch restaurants in this relaxing area.

Helmsley Castle
Rievaulx Abbey

Rievaulx Abbey

You can find out about the history of Rievaulx with a visit to Rievaulx Abbey. Check out the top-notch restaurants or lively bars in this quaint area.

Rievaulx Abbey
Byland Abbey

Byland Abbey

You can find out about the history of Byland with Wass with a trip to Byland Abbey. Check out the top-notch restaurants or lively bars in this quaint area.

Byland Abbey
Howardian Hills

Howardian Hills

Explore the great outdoors at Howardian Hills, a lovely green space in York. Make time to visit the area's shops, or simply enjoy its lively bars.

Howardian Hills
Sutton Bank National Park Centre

Sutton Bank National Park Centre

Explore the great outdoors at Sutton Bank National Park Centre, a lovely green space in Cold Kirby. Check out the top-notch restaurants or lively bars in this relaxing area.

Sutton Bank National Park Centre

Hemsley Walled Garden

Explore the great outdoors at Hemsley Walled Garden, a lovely green space in Helmsley. Check out the lively bars or top-notch restaurants in this relaxing area.

Hemsley Walled Garden

Best Lodging Options Near Cleveland Way

Feversham Arms Hotel & Verbena Spa

Feversham Arms Hotel & Verbena Spa

4 out of 5
High Street York England
Feversham Arms Hotel & Verbena Spa
The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

4 out of 5
Market Place York England
The Black Swan - The Inn Collection Group
The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire

4 out of 5
Market Place York England
The Feathers Hotel, Helmsley, North Yorkshire
The Royal Oak Hotel

The Royal Oak Hotel

3 out of 5
15 Market Place York England
The Royal Oak Hotel
Stilworth House

Stilworth House

3 out of 5
1 Church Street York England
Stilworth House
Borough Beck Cottage

Borough Beck Cottage

Helmsley
Borough Beck Cottage
Wisteria Cottage sleeping 8

Wisteria Cottage sleeping 8

Helmsley North Yorkshire
Wisteria Cottage sleeping 8
2 bedroom accommodation in Helmsley

2 bedroom accommodation in Helmsley

Helmsley
2 bedroom accommodation in Helmsley
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

Helmsley ENG
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
See all 901 properties in Cleveland Way
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.