Cotswolds Walking & Hiking Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 1-3

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Casual Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Cotswolds Walking & Hiking Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 1-3

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Casual Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2026: Sep-Oct

Village to Village Along Ancient Paths

Wander the Cotswolds’ quiet lanes and countryside, from Roman ruins to atmospheric pubs, soaking up England’s rustic charm with every step.

... Read more

Highlights

  • Walk historic paths past honey-colored stone cottages in Upper and Lower Slaughter, quintessential hamlets of the Cotswolds
  • Wander through the untouched beauty of Slad Valley and experience hills and woodlands evoking a world before cars and modern life
  • See the Roman mosaics of Chedworth Villa and walk past Iron Age ramparts down paths once taken by legions
  • Stay in boutique countryside retreats full of character, from a historic coaching inn to an elegant manor house
  • Savor the best of the Cotswolds’ local flavors, tasting local gin, cozy pub lunches and flavorful farm-to-table cuisine 
England map

England

StartOxford

EndBath

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Overcast Walking Across Bridge England

Days 1-2

Description

Walk through the ancient hamlets of Upper and Lower Slaughter, considered by many to be the most beautiful in England • Stroll alongside a gentle stream and pass honey-colored cottages • Pause for elegant afternoon tea • Explore the Rollright Stones, a mysterious cluster of Neolithic and Bronze Age monuments tied to Celtic legend • Walk peaceful fields and quiet lanes and stop for a delicious lunch at a celebrated Cotswolds pub • Browse the shops in the charming market town of Stow-on-the-Wold, perhaps finding some hand-thrown pottery or antique treasures to take home.

Accommodations

Nights 1-2

Sheep on Sheep Street
Stow-on-the-Wold
Casual Hotel

In the charming village of Stowe-on-the-Wold, experience a welcoming retreat with a lively atmosphere and cozy contemporary rooms, just steps from inviting shops and pubs.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Newly sheared sheep in an English pasture.

Day 3

Description

Visit the impressive Chedworth Roman Villa, one of the grandest Roman sites in Britain and home to beautifully preserved mosaics and bathhouse ruins • Hike through rolling countryside once traversed by Roman legions • Walk village to village, ending at the beautifully restored Frogmill Hotel, a former 16th-century coaching inn.

Accommodations
The Frogmill

(1 night)

Night 3

The Frogmill
Shipton Oliffe
Casual Hotel

Experience classic Cotswold character at this stylish riverside retreat, housed in beautifully preserved 16th-century architecture.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Group of people walking across a grassy valley surrounded by tall trees

Days 4-6

Description

Explore Crickley Hill, a limestone escarpment rich in archaeological history and home to far-reaching views across the Severn Vale • Walk through wildflower meadows, ancient woodlands and past Cooper’s Hill, famous for its legendary cheese rolling race • Hike through Slad Valley, a picturesque valley that has remained largely unchanged • Experience a falconry demonstration and learn more about these fascinating birds • Bid farewell to the Cotswolds with a gentle countryside walk.

Accommodations
The Painswick

(2 nights)

Nights 4-5

The Painswick
Painswick
*Deluxe Hotel

Nestled in one of the finest and best-preserved villages of the Cotswolds, this former prospect house is a renovated Palladium masterpiece offering views of the Slad Valley. (spa)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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From $4,599 /person

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Hotels

Adventure-Ready Hotels

Ideally located with ready access to trip activities, our Casual hotels are also known for their character and charm.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Nights 1-2

Sheep on Sheep Street
Stow-on-the-Wold

Casual Hotel

In the charming village of Stowe-on-the-Wold, experience a welcoming retreat with a lively atmosphere and cozy contemporary rooms, just steps from inviting shops and pubs.

Night 3

The Frogmill
Shipton Oliffe

Casual Hotel

Experience classic Cotswold character at this stylish riverside retreat, housed in beautifully preserved 16th-century architecture.

Nights 4-5

The Painswick
Painswick

*Deluxe Hotel

Nestled in one of the finest and best-preserved villages of the Cotswolds, this former prospect house is a renovated Palladium masterpiece offering views of the Slad Valley. (spa)

From $4,599 /person

View Dates
Return

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From $4,599 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Your guest & room selections

1 adult

1 room, 1 bed

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Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

Download & Share

Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

Learn more

From $4,599 /person

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