England: The Cotswolds

If you’re looking for a private vacation in England’s famous Cotswolds region with stays in truly lovely, high-class hotels, this self-guided adventure is for you! Enjoy the flexibility to explore at your own pace—strolling expertly planned walking routes through wildflower meadows on public footpaths accompanied by only flocks of sheep, grazing horses, and the companion of your choice. Some days, you’ll walk from inn to superb inn—guided by our audio navigation smartphone app with detailed route notes to point you towards the best spot for a panoramic photo, picturesque pubs offering authentic English lager, and the perfect rose-trimmed tearoom to relax and enjoy a cream tea. Best of all, each night you’ll come home to charming English hotels dripping with history, high-end amenities, and quintessential British character.  

Highlights

  • Stroll a bucolic landscape of rolling meadows, sheep-dotted pastures, and tranquil forests straight out of a fairy tale.
  • Stay in quaint country inns and converted manors brimming with English charm and surrounded by beautiful gardens.
  • Follow some of England’s most renowned walking trails including the hilly Cotswold Way, the gentle Heart of England Way, and the historic Monarch’s Way.
  • Admire the graceful Regency architecture of Cheltenham, known at the “Western Gateway to the Coldswolds” and the cultural capital of Gloucestershire County.
  • Explore the enchanting grounds of the beautifully preserved Sudeley Castle & Gardens, resting place of Katherine Parr, the sixth wife of Henry VIII.

Positive Impact

Country Walkers is proud to support The Cotswolds Area of Outstanding Natural Beauty with a donation on behalf of each guest on this tour. The Cotswolds is the largest recognized Area of Outstanding Natural Beauty in England. These countryside areas are a family of protected natural parks and landscapes designated for conservation. The Cotswolds Area of Outstanding Natural Beauty works toward upkeeping the Cotswold Way National Trail, creating wildflower-rich Grasslands, and leading tree planting and biodiversity enhancement projects.

On all Self-Guided Adventures you can count on...
person
A local representative available 24/7
map
Detailed maps & route notes featuring turn-by-turn directions and places of interest
cutlery
Delicious meals—many are included
car
Scheduled taxi transfers to bring you to and from each day’s walks (excluding self-drive adventures)
house
Gracious accommodations that are a clean, comfortable home away from home
check-list
Experts to handle all the details, including moving your luggage between hotels while you’re out exploring
airplane
Access to a Self-Guided Flight Concierge—ask our knowledgeable team to find flights that sync with your planned trip
Itinerary

Thu, May 8 to Sat, May 17, 2025

Depart home for England. The particulars of your arrival overseas are detailed with your flight itinerary.

Upon arrival at Heathrow Airport, make your own independent travel arrangements to Cheltenham in the County of Gloucestershire. For details, refer to your Vacation Preparation Handbook. This cultural capital of the fabled Cotswolds exudes an air of refinement, adorned with neatly tended green spaces and gracious Regency architecture dressed in ironwork, balconies, and verandahs. In the 18th century, aristocrats, including Jane Austen, flocked here with the same fervor with which they retreated to Bath—to “take the waters” of its many spas.

Spend the day as you wish, perhaps warming up for your walking days with a stroll along Cheltenham’s leafy promenade or browsing the fine-art collections of The Wilson Museum & Art Gallery. You meet your local Country Walkers representative this evening at 5:00 p.m. for an Orientation Meeting at the hotel. Dinner is on your own tonight at one of Cheltenham’s many fine restaurants.

Included Meals: Breakfast

9.3 miles, moderate, 650-ft. elevation gain and loss

After breakfast, a taxi ride of about a half hour delivers you to the 10th-century Sudeley Castle & Gardens, gracefully set against the quiet dignity of the Cotswolds hills on the outskirts of the ancient Saxon capital of Winchcombe. One of England’s most enchanting old estates, this is the final resting place of Queen Katherine Parr, the sixth wife of Henry VIII. There’ll be time to visit the property and stroll among its 10 award-winning gardens (we’ve already paid your entrance fee). Perhaps stop by the Pheasantry to admire its collection of 16 rare bird species, all bred and conserved here. Later, set off on the day’s walk to your next hotel.

You follow the Cotswold Way and an ancient pilgrims’ route to the eerie ruined arches of Hailes Abbey, once a sprawling complex that lured pilgrims by falsely claiming it held a vial of Holy Blood. From here, it’s a gentle climb up to the Iron Age Fortress at Beckbury Camp for superb valley views. After passing Stanway House’s magnificent gatehouse and tithe barn, perhaps enjoy a pub lunch in Stanton, and then amble through open meadows to charming Broadway, referred to as the “Jewel in the Cotswold Crown,” with its picturesque tree-lined High Street. You can seek out St. Eadburgha’s Church, hidden away on Snowshill Road. The village’s honey-colored limestone buildings and garden-lined streets were an inspiration to many artists and writers, such as J.M. Barrie and John Singer Sargent. After time to explore, you are transported about 10 minutes to your hotel for the next two nights, nestled among the hills on a country lane.

This evening, savor a relaxed dinner onsite—expect wholesome, hearty dishes like meltingly tender, slow-cooked pork belly, freshly caught fish, and locally sourced steaks with a heap of dripping chips. Throughout your Country Walkers Self-Guided Adventure, you can forget everything you’ve heard about English cuisine being bland. Far from the traditions of old, you will enjoy an exciting blend of fresh garden flavors and meats from local farms, infused with international flair, bright color, and the creativity of modern chefs.

Included Meals: Breakfast, Dinner

9.6 miles, moderate, 700-ft. elevation gain and 500-ft. elevation loss

Enjoy a hearty breakfast this morning of eggs, kippers, poached haddock, juices, and continental favorites. On your way out, retrieve your included packed lunch with a sandwich of your choice, chips, seasonal fruit, fruit juice, and cake of the day to keep you fueled. You begin the day’s invigorating walk at Hidcote Gardens, which you may visit at your own expense if you wish. Its maze of paved pathways leads to outdoor “rooms,” splendid panoramas, and endless surprises, all designed by American horticulturist Major Lawrence Johnston.

From the gardens, set off on foot below the Worcestershire Hills to Chipping Campden, a charming old market town once famous for its wool trade, making the Cotswolds an important stop for merchants from London to Florence as they sought material for their clothing, tapestries, and more. The Grevel House, home to a renowned wool merchant, is on High Street. Today, Chipping Campden remains a thriving market town, home to fine buildings of every style from the 14th to the 17th centuries, a covered market, the “wool church” of St. James, and a silversmith. Take time to drink in this handsome little village with its long, gently curving main street.

Continue along the Cotswold Way on a gentle ascent toward the hotel. A short detour leads to Broadway Tower, the 18th-century folly inspired by Capability Brown, where you’re rewarded with stunning, unspoiled views. Located 1,024 feet atop Fish Hill, the tower is the second-highest point in the Cotswolds; it is said that in good weather, 13 counties can be seen from here. The tower was built to satisfy a countess’s whim, and was later the home of William Morris, a 19th-century poet, painter, and social reformer. Return to your hotel for another unforgettable evening in luxury, sampling more restaurant fare on your own. You might use the spa facilities, included in your stay, perhaps indulging in one of its soothing treatments at your own expense.

Included Meals: Breakfast, Lunch

7.1 miles, easy to moderate, 800-ft. elevation gain and 850-ft. elevation loss

Taxi to Chipping Campden after another glorious breakfast. Then follow the farm fields and dirt tracks of the Heart of England Way, the celebrated trail that traverses the midlands of the country. Your first destination is Broad Campden, a quiet, picturesque village of thatched cottages nestled in the rolling countryside. You’re sure to pass grazing sheep and babbling streams as you approach the charming hamlet. Its cottages along High Street and its parish church are built from the lovely and distinctive golden Cotswold stone. The Quaker Meeting House is the oldest in the country, constructed in 1663.

Continue to the pretty village of Blockley, called a “best-kept secret” of the Cotswolds. This stunning little town prospered not on wool—like so many other villages in the region—but on silk. The eight mills that once produced the material are now private homes. During your visit, stroll among a rich canvas of Norman, Early English, medieval, and 17th- and 18th-century architecture. Later, descend to the town of Batsford, home of the Batsford Arboretum, a beautiful garden where spectacular coral bark maple and russet-berried mountain ash trees thrive. You may wander its inviting pathways on your own if you wish (approximately £9 per person). Then enjoy an easy stroll to the edge of the splendid Evenlode Valley and its bustling market town of Moreton-in-Marsh, which has welcomed travelers for at least 1,700 years.

Included Meals: Breakfast

5.4 miles, easy to moderate, 400-ft. elevation gain and 450-ft. elevation loss. Afternoon option: 2.5 miles, easy, no elevation gain or loss

After breakfast, you transfer to the tiny village of Broadwell Crossroads to begin another day of glorious walking over gently undulating landscapes. Set out through a bucolic landscape of green pastures, farms, and lovely Cotswold villages. You follow grassy and dirt paths through wheat fields and copses of hawksbeard and buttercups and descend to the antique-filled village of Stow-on-the-Wold, where you may stop for an early lunch overlooking the stocks on the village green. This pretty town was founded by Norman lords at the crossroads of several trade routes. Its market square is brimming with history: Fairs have been held here since 1330. At the height of the Cotswold wool industry, as many as 20,000 sheep were sold at one time.

Listen for woodpeckers in oak woods on the way to your next lodging in the tiny hamlet of Upper Slaughter. En route, a delightful stroll from Lower Slaughter leads to the neighboring hamlet of Bourton-on-the-Water, one of the prettiest villages in England. Its tidy streets are lined with tiny shops, Tudor houses, and gourmet restaurants.

Included Meals: Breakfast, Dinner

6.8 miles, easy to moderate, 400-ft. elevation gain and loss

After breakfast, a short drive brings you to the town of Bibury, lauded by William Morris as “the most beautiful village in England.” Today, you’ll be starting and ending in this pretty village, home to Arlington Row, a string of stone weavers’ cottages and one of England’s most photographed sites. Originally built in 1380 as a wool store, it was converted into picturesque cottages in the 17th century. In 2010, the scenic cottages of Arlington Row were featured on the inside cover of the UK passport.

Your walk begins near these cottages as you cross the Coln River. Make your way past farmhouses and old mill buildings and into a landscape of rolling meadows and scattered forest. Reaching the town of Coln St. Aldywns, stop for lunch at a local restaurant or perhaps savor a pint at a pub, taking some time to relax before the return walk to Bibury.

As you leave Coln St. Aldwyns, you’ll pass almshouses and other historical buildings as your trail turns from road to walled lane to farm track. Continue through pastures and past farm cottages until your trail turns to a grassy track. Reaching Bibury, you’ll have time to explore before you settle in at tonight’s elegant, ivy-clad accommodation.

Included Meals: Breakfast

After a sumptuous breakfast, a taxi transports you about 45 minutes to Oxford, where you are free to enjoy a final day of exploration (lunch and dinner are on your own). We provide detailed city information to help you plan the remainder of your day in this fascinating historical city.

Included Meals: Breakfast

After an included breakfast*, make your own independent travel arrangements to Heathrow Airport for your onward travels. For details, refer to your Vacation Preparation Handbook.

*For guests with early-morning departures, breakfast at the hotel may not be available. Please check with the front desk to verify the times that breakfast is served.

Included Meals: Breakfast

Sat, May 10 to Fri, May 16, 2025

Upon arrival in England, you make your way to Cheltenham in the County of Gloucestershire. This cultural capital of the fabled Cotswolds exudes an air of refinement, adorned with neatly tended green spaces and gracious Regency architecture dressed in ironwork, balconies, and verandahs. In the 18th century, aristocrats, including Jane Austen, flocked here with the same fervor with which they retreated to Bath—to “take the waters” of its many spas. You may arrive at your hotel at any time and spend the afternoon as you wish, perhaps warming up for your walking days with a stroll along the leafy promenade or browsing the fine-art collections of The Wilson Museum & Art Gallery. You meet your local Country Walkers representative this evening at 5:00 p.m. for an orientation meeting at the hotel. Dinner is on your own tonight at one of Cheltenham’s many fine restaurants.

9.3 miles, moderate, 650-ft. elevation gain and loss

After breakfast, a taxi ride of about a half hour delivers you to the 10th-century Sudeley Castle & Gardens, gracefully set against the quiet dignity of the Cotswolds hills on the outskirts of the ancient Saxon capital of Winchcombe. One of England’s most enchanting old estates, this is the final resting place of Queen Katherine Parr, the sixth wife of Henry VIII. There’ll be time to visit the property and stroll among its 10 award-winning gardens (we’ve already paid your entrance fee). Perhaps stop by the Pheasantry to admire its collection of 16 rare bird species, all bred and conserved here. Later, set off on the day’s walk to your next hotel.

You follow the Cotswold Way and an ancient pilgrims’ route to the eerie ruined arches of Hailes Abbey, once a sprawling complex that lured pilgrims by falsely claiming it held a vial of Holy Blood. From here, it’s a gentle climb up to the Iron Age Fortress at Beckbury Camp for superb valley views. After passing Stanway House’s magnificent gatehouse and tithe barn, perhaps enjoy a pub lunch in Stanton, and then amble through open meadows to charming Broadway, referred to as the “Jewel in the Cotswold Crown,” with its picturesque tree-lined High Street. You can seek out St. Eadburgha’s Church, hidden away on Snowshill Road. The village’s honey-colored limestone buildings and garden-lined streets were an inspiration to many artists and writers, such as J.M. Barrie and John Singer Sargent. After time to explore, you are transported about 10 minutes to your hotel for the next two nights, nestled among the hills on a country lane.

This evening, savor a relaxed dinner onsite—expect wholesome, hearty dishes like meltingly tender, slow-cooked pork belly, freshly caught fish, and locally sourced steaks with a heap of dripping chips. Throughout your Country Walkers Self-Guided Adventure, you can forget everything you’ve heard about English cuisine being bland. Far from the traditions of old, you will enjoy an exciting blend of fresh garden flavors and meats from local farms, infused with international flair, bright color, and the creativity of modern chefs.

Included Meals: Breakfast, Dinner

9.6 miles, moderate, 700-ft. elevation gain and 500-ft. elevation loss

Enjoy a hearty breakfast this morning of eggs, kippers, poached haddock, juices, and continental favorites. On your way out, retrieve your included packed lunch with a sandwich of your choice, chips, seasonal fruit, fruit juice, and cake of the day to keep you fueled. You begin the day’s invigorating walk at Hidcote Gardens, which you may visit at your own expense if you wish. Its maze of paved pathways leads to outdoor “rooms,” splendid panoramas, and endless surprises, all designed by American horticulturist Major Lawrence Johnston.

From the gardens, set off on foot below the Worcestershire Hills to Chipping Campden, a charming old market town once famous for its wool trade, making the Cotswolds an important stop for merchants from London to Florence as they sought material for their clothing, tapestries, and more. The Grevel House, home to a renowned wool merchant, is on High Street. Today, Chipping Campden remains a thriving market town, home to fine buildings of every style from the 14th to the 17th centuries, a covered market, the “wool church” of St. James, and a silversmith. Take time to drink in this handsome little village with its long, gently curving main street.

Continue along the Cotswold Way on a gentle ascent toward the hotel. A short detour leads to Broadway Tower, the 18th-century folly inspired by Capability Brown, where you’re rewarded with stunning, unspoiled views. Located 1,024 feet atop Fish Hill, the tower is the second-highest point in the Cotswolds; it is said that in good weather, 13 counties can be seen from here. The tower was built to satisfy a countess’s whim, and was later the home of William Morris, a 19th-century poet, painter, and social reformer. Return to your hotel for another unforgettable evening in luxury, sampling more restaurant fare on your own. You might use the spa facilities, included in your stay, perhaps indulging in one of its soothing treatments at your own expense.

Included Meals: Breakfast, Lunch

7.1 miles, easy to moderate, 800-ft. elevation gain and 850-ft. elevation loss

Taxi to Chipping Campden after another glorious breakfast. Then follow the farm fields and dirt tracks of the Heart of England Way, the celebrated trail that traverses the midlands of the country. Your first destination is Broad Campden, a quiet, picturesque village of thatched cottages nestled in the rolling countryside. You’re sure to pass grazing sheep and babbling streams as you approach the charming hamlet. Its cottages along High Street and its parish church are built from the lovely and distinctive golden Cotswold stone. The Quaker Meeting House is the oldest in the country, constructed in 1663.

Continue to the pretty village of Blockley, called a “best-kept secret” of the Cotswolds. This stunning little town prospered not on wool—like so many other villages in the region—but on silk. The eight mills that once produced the material are now private homes. During your visit, stroll among a rich canvas of Norman, Early English, medieval, and 17th- and 18th-century architecture. Later, descend to the town of Batsford, home of the Batsford Arboretum, a beautiful garden where spectacular coral bark maple and russet-berried mountain ash trees thrive. You may wander its inviting pathways on your own if you wish (approximately £9 per person). Then enjoy an easy stroll to the edge of the splendid Evenlode Valley and its bustling market town of Moreton-in-Marsh, which has welcomed travelers for at least 1,700 years.

Included Meals: Breakfast

5.4 miles, easy to moderate, 400-ft. elevation gain and 450-ft. elevation loss. Afternoon option: 2.5 miles, easy, no elevation gain or loss

After breakfast, you transfer to the tiny village of Broadwell Crossroads to begin another day of glorious walking over gently undulating landscapes. Set out through a bucolic landscape of green pastures, farms, and lovely Cotswold villages. You follow grassy and dirt paths through wheat fields and copses of hawksbeard and buttercups and descend to the antique-filled village of Stow-on-the-Wold, where you may stop for an early lunch overlooking the stocks on the village green. This pretty town was founded by Norman lords at the crossroads of several trade routes. Its market square is brimming with history: Fairs have been held here since 1330. At the height of the Cotswold wool industry, as many as 20,000 sheep were sold at one time.

Listen for woodpeckers in oak woods on the way to your next lodging in the tiny hamlet of Upper Slaughter. En route, a delightful stroll from Lower Slaughter leads to the neighboring hamlet of Bourton-on-the-Water, one of the prettiest villages in England. Its tidy streets are lined with tiny shops, Tudor houses, and gourmet restaurants.

Included Meals: Breakfast, Dinner

6.8 miles, easy to moderate, 400-ft. elevation gain and loss

After breakfast, a short drive brings you to the town of Bibury, lauded by William Morris as “the most beautiful village in England.” Today, you’ll be starting and ending in this pretty village, home to Arlington Row, a string of stone weavers’ cottages and one of England’s most photographed sites. Originally built in 1380 as a wool store, it was converted into picturesque cottages in the 17th century. In 2010, the scenic cottages of Arlington Row were featured on the inside cover of the UK passport.

Your walk begins near these cottages as you cross the Coln River. Make your way past farmhouses and old mill buildings and into a landscape of rolling meadows and scattered forest. Reaching the town of Coln St. Aldywns, stop for lunch at a local restaurant or perhaps savor a pint at a pub, taking some time to relax before the return walk to Bibury.

As you leave Coln St. Aldwyns, you’ll pass almshouses and other historical buildings as your trail turns from road to walled lane to farm track. Continue through pastures and past farm cottages until your trail turns to a grassy track. Reaching Bibury, you’ll have time to explore before you settle in at tonight’s elegant, ivy-clad accommodation.

Included Meals: Breakfast

After a sumptuous breakfast, a taxi transports you about an hour to Oxford, where your tour concludes.

Included Meals: Breakfast

Accommodations

What's Included

Tour Only Air Package
Boutique accommodations Included Included
9 on-tour meals: 6 breakfasts, 1 lunch, and 2 dinners Included Included
Ride with GPS (custom downloadable GPS route notes and turn-by-turn voice navigation; smartphone required) Included Included
Orientation meeting with a Country Walkers representative Included Included
Local representative available 24/7 Included Included
Entrance fees and special events as noted in the itinerary: Entrance to Sudeley Castle & Gardens Included Included
Scheduled on-tour taxi and luggage transportations (Please note: If unable to walk, it is possible to travel with your luggage from one accommodation to the next at no additional charge.) Included Included
Roundtrip international airfare Not Included Included
Business-class upgrades available Not Included Included
One extra night in Cheltenham and one extra night in Oxford Not Included Included
Pre- and post-trip breakfasts Not Included Included
Detailed information for your independent travel to/from arrival and departure airports Not Included Included
A passport on top of a paper map with pins stuck in it.

Dates & Prices

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For more information, call: 800-245-3868

Reviews
2 out of 2 (100%)
5 out of 5 stars.
Read More Reviews

The experience of being outside everyday, walking in this beautiful part of England, and retiring to super comfy and well-located accommodation each evening, made this a Top 3 trip for me. I especially valued waking-up each morning knowing that the day's schedule was mine. Country Walkers had great recommendations for eating and visiting. The customized guidebook had all the information that I needed in one place. All details were taken care of. Thanks for making it so easy. A truly remarkable vacation, in a charming and welcoming part of the world.

CW Fan, Middlebury, Vermont

England: The Cotswolds

In the company of my sister, who believed I could accomplish the walk, we embarked on what turned out to be a beautiful experience. We did it all. We had lovely landscapes, villages, walks, wonderful places to stay, food and most of all the English people. I want to do another trip very soon. June 2022

Kay M, Los Angeles, California

England: The Cotswolds

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