Berkshire Vacations & Trips from $1,487

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Your Berkshire Vacation

With everything planned before you take off, our vacation packages to Berkshire let you focus on having fun. Known for its walking trails, nature and views, the only thing you'll need to do is kick back and enjoy every unforgettable moment. Start your trip to Berkshire with some time in Slough visiting popular attractions like Pinewood Studios and Windsor Racecourse. Newbury is another city that lures crowds from near and far. Highclere Castle and Newbury Racecourse are two of the top places to see here. Expedia has everything you need for planning your Berkshire vacation. From accommodations and flights, to car rentals and activities, we know how to create a travel experience like no other.

Top destinations in Berkshire

A person wearing a white hat with a floral decoration.

Ascot

Ascot
A historic stone castle with multiple towers and arched windows.

Windsor

Windsor
A canal with a narrowboat docked at the edge, a bridge in the background, and a tree with autumn leaves.

Reading

Reading
An aerial view of a densely packed industrial area with numerous warehouses, factories, and large buildings.

Slough

Slough
An aerial view of a town with a river, green spaces, and historic buildings.

Maidenhead

Maidenhead
A historic church with twin spires and a large arched window.

Newbury

Newbury
A formal garden with geometric hedges and a large brick building in the background.

Bracknell

Bracknell

The Latest Berkshire Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cleveland Residences Bloomsbury

Cleveland Residences Bloomsbury

London City Centre
$1,487
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
9.4/10 Exceptional! (152 reviews)
Great location, close to transport

Reviewed on Aug 12, 2026

Elegant Apartment in Marylebone

Elegant Apartment in Marylebone

London City Centre
Save 100% on your flight
$2,967
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
The Gyle - Kings Cross St Pancras, London

The Gyle - Kings Cross St Pancras, London

London City Centre
Save 100% on your flight
$1,765
per person
Nov 4 - Nov 10
found 4 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (573 reviews)
We stayed for two nights Staff were brilliant, couldn’t do enough to make our stay great Room was lovely, A/C worked well and breakfast was very good, lots of choices For us living in a bungalow, the steep narrow staircases to the rooms were a bit tricky. Specially on the down with a suitcase

Reviewed on Aug 16, 2026

Cleveland Residences Farringdon

Cleveland Residences Farringdon

London City Centre
$1,702
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
9.4/10 Exceptional! (41 reviews)
Chancery Lane by Viridian Apartments

Chancery Lane by Viridian Apartments

London City Centre
Save 100% on your flight
$2,552
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
8/10 Very Good! (3 reviews)
The apartment was great - getting in the property was tricky at first as code didn't work and property manager didn't respond but beyond that was good. the hallway and elevator was very dirty on arrival. the apartment was good though. nice size/quality

Reviewed on Jun 15, 2025

Best Places to Vacation in Berkshire

1. Experience Windsor with a travel package

Windsor offers a delightful atmosphere for a family vacation. With its stunning castle, rich history, and picturesque river, there is no shortage of activities to keep everyone entertained. Explore the charming streets lined with monuments, indulge in some shopping, and experience the warm and friendly local people. Enjoy a meal at one of the many dining establishments or relax at a cozy bar. For a romantic touch, take a leisurely tour along the river. Windsor truly has something for everyone, making it the perfect destination for a memorable family getaway.

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Windsor

2. Discover Slough with our vacation deals

Slough, located in England's United Kingdom, offers a diverse range of experiences for families on vacation. The local atmosphere is welcoming and friendly, making it an excellent destination for family-friendly activities. From exploring historical sites and visiting castles to enjoying delicious dining options and shopping in charming cafes, there is something for everyone. The people of Slough are known for their friendly nature, adding to the enjoyable atmosphere. Whether you're looking for a relaxing vacation or an adventure-filled getaway, Slough has it all.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Slough

3. Explore Reading with a vacation package

Reading, England offers a diverse range of experiences for a family vacation. Situated by the river, visitors can enjoy boat rides and riverside walks. The town is known for its lively festivals and has ruins that showcase its rich history. With its small-town charm, friendly locals, and beautiful churches, Reading offers a welcoming atmosphere. Families can explore the historical sites, such as the cathedral, and enjoy the natural parks in the area. There are plenty of activities and things to do for all ages, making Reading an ideal destination for a family vacation.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in Reading

4. Escape to Newbury with a vacation package

Newbury, England is a charming destination for outdoor enthusiasts. With its beautiful countryside and historic sites, there is plenty to explore. Take a stroll through the town and visit the impressive castle and cathedral. For those interested in history and archaeology, there are numerous museums to discover. Nature lovers will enjoy the picturesque landscapes and the opportunity for hiking and walking trails. The friendly locals and vibrant art scene add to the overall atmosphere of the town. And don't forget to catch a thrilling horseracing event, as Newbury is known for its renowned races. Overall, Newbury offers a delightful mix of culture, history, and natural beauty for a memorable vacation experience.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Newbury

6. Create memories in Bracknell with a vacation package

Bracknell, England offers a friendly and family-friendly atmosphere, perfect for a vacation stay. The town is known for its swimming facilities, bars, and family-friendly dining options. Visitors can also enjoy the local businesses, seafood restaurants, spas, and entertainment venues. For those who love golf, there are plenty of opportunities to hit the green. Bracknell is also a great destination for outdoor enthusiasts, with activities such as theme parks and water parks. Whether you're looking for relaxation or adventure, Bracknell has something for everyone.

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Bracknell

5. Enjoy Maidenhead with a travel package

Maidenhead, located in England's beautiful countryside, offers a charming and relaxing atmosphere for outdoor enthusiasts. The town is known for its picturesque river, friendly locals, and a variety of bars and dining options. With its nearby islands and swimming spots, visitors can enjoy a refreshing dip in the water. The town is also rich in historic monuments and offers spa facilities for those seeking relaxation. Immerse yourself in the local culture and engage in recreational activities such as destination activities and well-being experiences. Maidenhead truly provides a delightful outdoor vacation experience.

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Maidenhead

Things to do in Berkshire

Berkshire offers a fantastic blend of outdoor adventures and stunning scenery, perfect for a memorable vacation. Enjoy recreational areas, golf courses, and scenic riverside walks. You can also take part in sightseeing tours and explore upcoming events in the region. Though it lacks traditional beach vacations, the beauty of Berkshire's landscapes and activities ensures a delightful experience for all outdoor enthusiasts.

Shopping

Berkshire offers fantastic shopping experiences, including the Oracle, Eton High Street Shopping, and King Edward Court. Each mall features a variety of stores, entertainment options, and a vibrant atmosphere, making it perfect for finding unique gifts and souvenirs during your visit.

Recreation

Experience the ultimate relaxation at Nirvana Spa, where rejuvenating body treatments await in a tranquil setting. For a dose of excitement, head to Madejski Stadium to catch a thrilling sports event. Finally, immerse yourself in culture at Watermill Theatre, offering captivating performances for the entire family.

Adventure

At Liquid Leisure in Berkshire, dive into thrilling water sports that offer an exhilarating outdoor experience. Go Ape at Bracknell invites you to conquer treetops on a zipline ropes course, perfect for adventure enthusiasts. Longridge Activity Centre provides a family-friendly arcade adventure zone, ensuring fun for all ages.

Nightlife

Experience the vibrant nightlife in Berkshire at the Copper Horse, a lively pub offering a romantic atmosphere with entertainment. Enjoy a variety of drinks while soaking in the local charm, making it a perfect spot for a night out with friends or a cozy date.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Berkshire

Berkshire, England, is ideal for outdoor adventures and scenic getaways. Visitors can explore a variety of attractions, including theme parks, historic castles, and beautiful churches, perfect for families and culture enthusiasts alike. With breathtaking views of the Berkshire mountains and a wealth of local attractions, this region offers a delightful mix of experiences for every traveler seeking excitement and relaxation.

  • LEGOLAND® Windsor: Experience a world of creativity and fun at LEGOLAND® Windsor, a captivating theme park perfect for families. Featuring thrilling rides, interactive attractions, and impressive LEGO displays, it offers entertainment vibes that engage visitors of all ages. Enjoy the excitement of roller coasters and the charm of themed areas designed for imaginative play.
  • Windsor Castle: Step into history at Windsor Castle, the oldest and largest inhabited castle in the world. With its stunning architecture, beautiful gardens, and rich royal heritage, it exudes romance and culture. Explore the State Apartments and St. George’s Chapel for a glimpse into royal life.
  • University of Reading: Discover the vibrant atmosphere of the University of Reading, a historic institution with beautiful grounds and a focus on culture. Enjoy art galleries, public lectures, and lush parks that create an inspiring environment for learning and exploration.

Tips to save on your trip to Berkshire

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Berkshire during the low season (January and October to November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Find the Best Berkshire Vacation Packages

Berkshire Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Heathrow Airport (LHR)
Top Sights
Windsor Great Park, Dorney Lake and Wellington Country Park

Berkshire Hotel Deals

pentahotel Reading

pentahotel Reading

Oxford Road Reading England
Fully refundableReserve now, pay when you stay
$79 nightly
$95 total
Sep 13 - Sep 14
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Great place to stay,great bar , pool table etc , the area is not so attractive but once indoors it was great."

Reviewed on Aug 13, 2026

pentahotel Reading
De Vere Beaumont Estate

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England
Fully refundableReserve now, pay when you stay
$102 nightly
$122 total
Aug 30 - Aug 31
Total with taxes and fees
De Vere Beaumont Estate
De Vere Wokefield Estate

De Vere Wokefield Estate

Wokefield Park, Goodboys Lane Reading England
Fully refundableReserve now, pay when you stay
$90 nightly
$109 total
Sep 1 - Sep 2
Total with taxes and fees
De Vere Wokefield Estate
See all 1,581 properties in Berkshire
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
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Romantic Vacations
Ski Vacations
Ski Vacations
Gay Friendly Vacations
LGBTQ Friendly Vacations
LGBTQ Friendly Vacations
Adventure Vacations
Adventure Vacations
Vacations in Month
Where to go when
Where to go when
Honeymoon Vacations
Honeymoon Vacations
Mountain Vacations
Mountain Vacations
Fishing Vacations
Fishing Vacations
Adults Only Vacations
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Waterpark Vacations
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Scuba Diving Vacations
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Yoga Vacations
Yoga Vacations
Cheap Vacations
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Solo Vacations
Solo Vacations

Frequently asked questions

How much does a Berkshire vacation package cost?
Starting from an incredible $1,487, you can tailor make your Berkshire package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Berkshire?
Bundle your bookings with Expedia to save big bucks on your next getaway. With over 550 airlines and 1,000,000 hotel options worldwide, your Berkshire vacation package can be tailored exactly to suit your travel style. With all those extra dollars, why not throw in one or two interesting tours and activities? It's an easy way to unlock even more discounts. That dream vacation to Berkshire is closer than you thought!
Where should I stay in Berkshire?
Windsor is a terrific base for your vacation. Find a comfy hotel and soak up the best that this place has to offer, such as Frogmore House.
What are the top hotels in Berkshire?
Check out Holiday Inn Express London Heathrow T5, an IHG Hotel and Castle Hotel Windsor. They're the first choice for lots of travelers to Reading. If Slough features in your travel plans, Delta Hotels by Marriott Heathrow Windsor and Sir Christopher Wren Hotel are both great options.
How far in advance should I book my Berkshire vacation?
While not all airlines release tickets early, it's usually possible to start comparing international airfares on Expedia up to a year in advance. This is the time when you'll bag some incredible bargains. If you've left everything to the last minute, you could still be in luck. Low prices occasionally become available only weeks before departure.
What does an Expedia Berkshire travel package include?
Flights, hotels and car rentals — we connect you to the very best deals. All you have to do is decide on your favorite combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to create an amazing Berkshire vacation.
What should I know before booking a Berkshire travel package?
Whether it's adventure or relaxation you're after, a Berkshire vacation package lets you plan your escape your way. Plus, you'll score great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Berkshire Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you certainly can. Simply choose your preferred air carrier and create the perfect Berkshire trip.
Does Expedia offer Book Now, Pay Later Berkshire vacation packages?
With one of our vacation packages, you can customize both your trip and a payment schedule. Expedia can help reduce financial worry relating to your travel with a Book Now, Pay Later booking, thanks to us joining forces with online lender Affirm. That way, all you have to focus on is getting ready to take to the skies.
If I'm not able to travel, can I cancel my Berkshire vacation package?
Don't stress if you're rethinking your Berkshire vacation package — you can cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally get that your circumstances can suddenly change, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Stay near popular Berkshire attractions

A historic stone castle with multiple towers and arched windows.

Windsor Castle

9.0/10 (5,444 reviews)
Manicured gardens stretch beyond the Gothic turrets of the world’s oldest and largest inhabited castle, a weekend home to royals.
See properties
Jockeys on horses racing on a track.

Ascot Racecourse

9.0/10 (47 reviews)
Enjoy a trip to Ascot Racecourse and popular activities like golfing in Ascot. Stroll along the area's riverfront, or simply savor its lively bars.
See properties
A modern shopping center with a curved bridge and a large glass facade.

Oracle

8.6/10 (252 reviews)
Tap out a tune on the baby grand piano, watch your kids have fun in the play complex and sample the international cuisine in this urban mall.
See properties

Nirvana Spa

8.0/10 (20 reviews)
Enjoy a trip to Nirvana Spa and popular activities like golfing in Sindlesham. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.
See properties

Lapland UK

9.4/10 (8 reviews)
Bring your family to Lapland UK and have a fun-filled day at this theme park in Winkfield. Stroll along the riverfront or seek out the golf courses.
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Windsor Racecourse

8.6/10 (36 reviews)
Enjoy a trip to Windsor Racecourse and popular activities like golfing in Windsor. Stroll along the area's riverfront, or simply savor its lively bars.
See properties

University of Reading

8.6/10 (155 reviews)
Take a campus tour or just explore the area of University of Reading, during your trip to Reading. Amble around this quaint area's riverfront or experience its lively festivals.
See properties

Newbury Racecourse

9.2/10 (40 reviews)
Enjoy a trip to Newbury Racecourse and popular activities like golfing in Greenham. Make time to visit the area's spas, or simply enjoy its lively bars.
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What to do in Berkshire

LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

$48
per traveler
74% of travellers recommend
LEGOLAND® Windsor Resort Tickets
Day trip to Windsor, Oxford & Stonehenge from London

Day trip to Windsor, Oxford & Stonehenge from London

$94
per adult
80% of travellers recommend
Day trip to Windsor, Oxford & Stonehenge from London
Windsor Castle, Stonehenge and Bath Day Guided Tour from London

Stonehenge, Windsor Castle and Bath, Day Guided Tour from London

$94
per adult
86% of travellers recommend
Stonehenge, Windsor Castle and Bath, Day Guided Tour from London
See all activities in Berkshire
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.