Berkshire Vacations & Trips from $875

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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

Kennet & Avon Canal featuring a river or creek
FlightsFlightsHotelsHotels

Reading

Reading

The Latest Berkshire Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
Save 100% on your flight
Price was $1,513, price is now $875 per person
$875
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (353 reviews)
It was a great stay. Staff and management were very helpful and accommodating. The only downside was the slow WiFi connection but overall i highly recommend!

Reviewed on Aug 25, 2025

Room-double Room Private Shower Room - d

Room-double Room Private Shower Room - d

2.5 out of 5
Heathrow Villages
Price was $2,397, price is now $1,571 per person
$1,571
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
Duke of Leinster

Duke of Leinster

3 out of 5
London City Centre
Price was $1,296, price is now $917 per person
$917
per person
Nov 10 - Nov 15
found 22 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
7.4/10 Good! (1,002 reviews)
Everything was wonderful and described online. It is quiet and walkable for shopping, food and the tube. Abdullah checked us in and quickly became our friend he greeted us everyday and always asked how our day was and if we needed anything just to ask. I will definitely stay here again. I should mention that while in London I got sick and needed to see a doctor and pharmacy, Abdulla helped us find an Urgent care and pharmacy. 24 hours later I was back on my feet and feeling better. Thank you Duke of Leinster!

Reviewed on Aug 15, 2025

Byron Hotel London

Byron Hotel London

3.5 out of 5
London City Centre
Price was $1,631, price is now $1,182 per person
$1,182
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (339 reviews)
The elevator was out of order and our room was on the fifth floor, and the stairways become progressively narrow as you go up, very hard to negotiate with luggage. The room was not much bigger than a broom closet. Though claustrophobic, it was nicely decorated and maintained, and staff were nice. We got the room at a reduced last-minute price; its normal price is far too high for the size of the room.

Reviewed on Aug 24, 2025

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Save 100% on your flight
Price was $2,272, price is now $1,366 per person
$1,366
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (2,671 reviews)
We loved this hotel! It’s convenient, the morning breakfast buffet was huge and had a good variety and the staff is friendly and super helpful. We left our passports in the room safe when we checked out and they had them waiting for us when we returned a few hours later. We would most definitely stay here again.

Reviewed on Aug 26, 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

Berkshire Hotel Deals

pentahotel Reading

pentahotel Reading

4 out of 5
Oxford Road, Reading, England
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $95 total per night from Sep 14 to Sep 15
$95 total
Sep 14 - Sep 15
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Lots of great activity options in the lobby including darts, billiards, games! Very nice hotel and child friendly!"

Reviewed on Aug 13, 2025

pentahotel Reading
Holiday Inn Slough - Windsor by IHG

Holiday Inn Slough - Windsor by IHG

4 out of 5
1 Church Street, Chalvey, Slough, England
Fully refundable
$86 nightly
The price is $103 total per night from Aug 31 to Sep 1
$103 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (136 reviews)
Good hotel to explore Windsor from
"A great place to explore Windsor from. We could see the castel from the room. Some ammenities for the kids and a clean decent room. Restaurant on site and easy parking."

Reviewed on Aug 24, 2025

Holiday Inn Slough - Windsor by IHG
Delta Hotels by Marriott Heathrow Windsor

Delta Hotels by Marriott Heathrow Windsor

4 out of 5
Ditton Road, Langley, Slough, England
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $120 total per night from Aug 28 to Aug 29
$120 total
Aug 28 - Aug 29
Total with taxes and fees
8.4/10 Very Good! (336 reviews)
"Was good"

Reviewed on Aug 24, 2025

Delta Hotels by Marriott Heathrow Windsor
See all 1,598 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
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Beach Vacations
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Kid Friendly Vacations

Frequently asked questions

How much does a Berkshire vacation package cost?
Starting from an incredible $875, 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.
Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.