Two Weeks Exploring England: Northampton, Wimbledon, Gloucester & Keswick Itinerary

Day 1: Explore Northampton

Northampton, England on October 8, 2025

9:00am

Breakfast at The Troubadour Café

Enjoy a hearty English breakfast with great coffee to start your day in Northampton. They offer fresh baked goods and classic breakfast options.
GBP10, 1h

10:30am

Visit Northampton Museum and Art Gallery

Discover Northampton’s rich history including its shoemaking heritage and art collections. The museum is free and open from 10am to 5pm.
Free, 2h

1:00pm

Lunch at The Phipps Northampton

Dine at this friendly pub serving locally sourced British dishes and craft ales, located centrally near the market square.
GBP15, 1h

2:30pm

Visit Delapré Abbey Park

Take a peaceful afternoon stroll around the historic Delapré Abbey grounds and enjoy the gardens and woodlands. The park closes at 7pm.
Free, 2h

6:30pm

Dinner at Little Sisters Café Bar & Kitchen

Enjoy contemporary British cuisine in a cozy atmosphere with a well-curated wine list.
GBP25, 1.5h
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Day 2: Culture and History Northampton

Northampton, England on October 9, 2025

8:30am

Breakfast at Brew and Brownie

Start with artisan coffee and freshly baked pastries in this popular café.
GBP8, 1h

9:30am

Visit Northampton Guildhall

Explore the stunning Gothic Revival architecture of the Guildhall and learn about local government history. Open 9am–5pm.
Free, 1.5h

11:30am

Tour St Peter’s Church

Visit this notable church with beautiful stained glass windows and historical significance.
Free, 1h

1:00pm

Lunch at The Old Mill

Traditional English food in a welcoming riverside setting, perfect for a relaxed midday meal.
GBP18, 1h

2:30pm

Shopping and exploring Northampton Market

Browse the vibrant local market with antiques, crafts, and food stalls, ideal for souvenirs.
Variable, 2h

6:30pm

Dinner at O’Neill’s Bar & Grill

Enjoy pub classics and international dishes in a lively atmosphere before preparing for travel to Wimbledon.
GBP22, 1.5h
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Day 3: Wimbledon Arrival and Park

Wimbledon, England on October 10, 2025

8:00am

Breakfast at Gails Bakery Wimbledon

Start your day with freshly baked croissants and excellent coffee at this renowned bakery.
GBP7, 1h

9:30am

Travel from Northampton to Wimbledon

Take a train from Northampton to Wimbledon (approximately 1 hour 45 minutes).
GBP20, 2h

11:30am

Check-in to accommodation

Settle into your Wimbledon hotel and refresh before afternoon activities.
Variable, 1h

12:30pm

Lunch at The Greenhouse Bar & Grill

A charming gastropub serving seasonal British dishes with a relaxed environment near Wimbledon Common.
GBP18, 1h

2:00pm

Explore Wimbledon Common

Enjoy a scenic walk and the peaceful atmosphere of Wimbledon Common, a large open space with woodlands and ponds open all day.
Free, 2h

4:30pm

Visit Wimbledon Lawn Tennis Museum

Explore the history of the world-famous tennis championships with interactive displays. Open 10am–5pm.
GBP20, 1.5h

7:00pm

Dinner at The Alexandra

Enjoy classic British dishes in a warm atmosphere close to Wimbledon Village.
GBP25, 1.5h
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Day 4: Wimbledon and Surrounds

Wimbledon, England on October 11, 2025

8:30am

Breakfast at The Original Maids of Honour

Taste traditional British pastries including the famous Maids of Honour tarts, perfect for a historic local experience.
GBP8, 1h

9:30am

Visit Polesden Lacey

Drive or take a short trip to Polesden Lacey, a magnificent Edwardian mansion with beautiful gardens. It opens at 10am.
GBP13, 3h

1:00pm

Lunch at Polesden Lacey café

Enjoy light bites and tea in the charming café within the estate grounds.
GBP12, 1h

2:30pm

Relax at Wimbledon Village

Explore boutique shops, galleries and cosy cafes in Wimbledon Village, a quaint area perfect for strolling.
Free, 2h

5:00pm

Early Dinner at Hudsons London

Enjoy a modern European menu with great cocktails, a perfect end to your Wimbledon stay.
GBP30, 1.5h
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Day 5: Travel to Gloucester

Gloucester, England on October 12, 2025

7:30am

Breakfast at accommodation

Start your day early with a light breakfast at your hotel before your journey.
Included, 0.5h

8:00am

Travel from Wimbledon to Gloucester

Take the train from Wimbledon to Gloucester via London, approximately 3 hours travel time.
GBP40, 3h

11:30am

Check-in and lunch at The Lion, Gloucester

Check into your Gloucester accommodation then enjoy lunch at The Lion, featuring traditional British fare.
GBP18, 1h

1:00pm

Explore Gloucester Cathedral

Visit this stunning medieval cathedral renowned for its impressive architecture and Harry Potter film locations. Open 9am–5pm.
GBP10, 2h

3:30pm

Walk Gloucester Docks

Enjoy a stroll around the historic docks with museums, shops, and cafes. The area has a vibrant maritime history.
Free, 2h

6:30pm

Dinner at The Stable

Sample delicious pizzas and ciders in a casual setting right by the Gloucester Docks.
GBP22, 1.5h
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Day 6: Gloucester History & Nature

Gloucester, England on October 13, 2025

8:30am

Breakfast at Honey & White

Enjoy fresh pastries, excellent coffee and light breakfasts at this stylish café.
GBP10, 1h

9:30am

Visit The Museum of Gloucester

Explore local history exhibits and archaeological findings, open 10am–4pm on weekdays.
Free, 2h

12:00pm

Lunch at New County Wine Vaults

Enjoy a traditional British pub lunch in one of Gloucester’s oldest inns.
GBP18, 1h

1:30pm

Walk through Robinswood Hill Country Park

Spend the afternoon amidst woodlands and panoramic views of Gloucester. The park is open all day.
Free, 3h

5:30pm

Dinner at The Wharf Restaurant & Bar

Delight in sophisticated dining with a waterside view, focusing on seasonal British ingredients.
GBP35, 2h
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Day 7: Journey to Keswick

Keswick, England on October 14, 2025

7:00am

Breakfast at your lodging

Fuel up with breakfast at your hotel before heading north to Keswick.
Included, 0.5h

7:30am

Travel from Gloucester to Keswick

Take a train and bus combination to reach Keswick, approximately 5 hours, enjoy scenic views of the English countryside.
GBP50, 5h

12:30pm

Check-in and light lunch at The Square Orange Café

Enjoy a relaxed lunch with local ingredients in this quirky Keswick café.
GBP15, 1h

2:00pm

Visit Keswick Museum and Art Gallery

Discover the rich cultural and natural history of the Lake District region. Open 10am–5pm.
GBP5, 1.5h

4:00pm

Walk by Derwentwater

Take a scenic walk around one of Keswick’s most beautiful lakes, the walk suits all levels and offers stunning views.
Free, 2h

7:00pm

Dinner at The Chalet Restaurant

Savour refined British cuisine in a warm environment, well-regarded in Keswick for quality and atmosphere.
GBP30, 1.5h
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Day 8: Lake District Exploration

Keswick, England on October 15, 2025

8:00am

Breakfast at Rawnsley’s Café & Bistro

Enjoy a mix of classic and contemporary breakfast dishes using local produce.
GBP10, 1h

9:00am

Guided hike up Catbells

Take a popular guided hike to Catbells, a moderate climb with rewarding panoramic views of Derwentwater. Dress for weather and start early for best experience.
GBP15, 4h

1:30pm

Lunch at The Pheasant Inn

Relax and enjoy hearty Lake District fare in a traditional inn close to the hiking area.
GBP20, 1h

3:00pm

Visit artist studios in Keswick town

Explore local art galleries and studios, supporting Lake District artists and craftspeople.
Free, 2h

6:30pm

Dinner at The George Hotel Restaurant

Dine on locally sourced seasonal dishes in Keswick’s historic George Hotel.
GBP35, 1.5h
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Day 9: More Lake District

Keswick, England on October 16, 2025

8:30am

Breakfast at The Bungalow Tea Room

Enjoy fresh baked scones and a classic tea experience to start your day.
GBP8, 1h

9:30am

Boat tour on Derwentwater

Take a relaxing boat cruise around the lake to appreciate the landscape from the water. Tours run until 5pm, check weather conditions.
GBP12, 1.5h

11:30am

Visit the Keswick Launch Pier

Walk around the pier area and enjoy lakeside cafés and snack bars.
Free, 1h

1:00pm

Lunch at The Lingholm Kitchen & Walled Garden

Enjoy lunch surrounded by the beautiful garden setting that inspired Beatrix Potter.
GBP20, 1h

2:30pm

Tour of Castlerigg Stone Circle

Visit this mysterious ancient stone circle with beautiful views of the fells. Open all day, free entry.
Free, 1.5h

5:00pm

Relax in Keswick town centre

Spend late afternoon browsing shops and cafes at your own pace.
Free, 1.5h

7:00pm

Dinner at Café Bar George

End your day with locally influenced dishes in a charming bar setting.
GBP28, 1.5h
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Day 10: Outdoor Active Day

Keswick, England on October 17, 2025

7:30am

Breakfast at your accommodation

Fuel up early to prepare for an active day exploring the fells.
Included, 1h

8:30am

Guided fell walking tour

Join a half-day guided walking tour visiting lesser-known trails and enjoying views of the Lake District. Pre-booking advised.
GBP25, 4h

1:00pm

Lunch at The Potted Bard

Enjoy a modern pub lunch in the centre of Keswick, perfect for a refuel after your walk.
GBP18, 1h

2:30pm

Visit the Derwent Pencil Museum

Explore the fascinating history of pencil making in Keswick in this unique small museum. Open 10am–5pm.
GBP5, 1h

4:00pm

Relax or shop in Keswick town centre

Free time to relax in a cafe or pick up local crafts and souvenirs.
Variable, 2h

7:00pm

Dinner at Fellpack

An excellent choice for craft beer lovers and modern British cuisine in Keswick.
GBP25, 1.5h
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Day 11: Leisure & Departure Prep

Keswick, England on October 18, 2025

9:00am

Breakfast at Morris + Brown

Enjoy a great coffee and healthy breakfast options to start your day gently.
GBP9, 1h

10:00am

Visit the Keswick Launch for a lakeside walk

Enjoy a leisurely morning walk along the shore and soak in the fresh air.
Free, 2h

12:30pm

Lunch at The Square Orange Café

Dine one last time in this popular spot for fresh, local dishes.
GBP15, 1h

2:00pm

Free time for shopping or visit local galleries

Spend your afternoon browsing artisan shops or relaxing in a café before your onward journey.
Variable, 3h

6:30pm

Dinner at The Old Keswickian

Enjoy a final meal in Keswick featuring traditional and seasonal dishes.
GBP30, 1.5h
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Day 12: Keswick Extension or Optional Trips

Keswick, England on October 19, 2025

8:30am

Breakfast at your accommodation

Start with a filling breakfast before venturing out for the day.
Included, 1h

9:30am

Optional day trip: Visit Ullswater or other Lake District highlights

Take a scenic bus or drive to Ullswater for waterside walks, or visit nearby villages like Grasmere. Flexible plans depending on interest.
Variable, Full day

7:00pm

Dinner at a local Keswick restaurant (recommend your favourite)

Enjoy your final evening dining in Keswick, choosing your favourite spot from previous meals or try new cuisine.
GBP25-35, 1.5h
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Day 13: Final Days Leisure

Keswick, England on October 20, 2025

9:00am

Breakfast at Morris + Brown

Enjoy a relaxed breakfast with your favourite coffee and brunch dishes.
GBP9, 1h

10:00am

Last minute shopping or explore any missed spots in Keswick

Use your last full day to revisit favourite shops, galleries or take a short walk along local trails.
Free, 3h

1:00pm

Lunch at The Potted Bard

Enjoy your favourite British pub dishes and local beverages.
GBP18, 1h

2:30pm

Visit Keswick Cinema or a local event if available

Take in a local film or cultural event if available; check local listings ahead of time.
GBP8-12, 2h

6:30pm

Farewell Dinner at The Chalet Restaurant

Conclude your trip with fine dining in this well-reviewed Keswick restaurant specialising in fresh local produce.
GBP35, 1.5h
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Day 14: Departure Day

Keswick, England on October 21, 2025

8:00am

Breakfast at your accommodation

Have a final wholesome breakfast before checking out.
Included, 0.5h

9:00am

Pack and checkout

Prepare and check out from your accommodation early for your onward journey.
Free, 1h

10:00am

Travel from Keswick to your next destination or home

Plan your travel onwards by train, car or bus as fits your needs.
Variable, Variable
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