Gloucestershire Vacations & Trips from $844

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Your Gloucestershire Vacation

With everything planned before you leave home, our Gloucestershire vacation packages let you focus on having fun. Known for its walking trails, views and history, the only thing left to do is kick back and enjoy every adventure that comes your way. With so much to explore on a trip to Gloucestershire, it can be difficult to know where to start. Kick off your journey in Cheltenham at Cheltenham Racecourse and Gloucester Quays — two popular attractions here. Another city to add to your itinerary is Lechlade. Don't miss Cotswold Wildlife Park and Arlington Row. Expedia is your one-stop shop when it comes to organizing your Gloucestershire vacation. From flights and accommodations, to rental cars and activities, we're here to help you curate a travel experience like no other.

Top destinations in Gloucestershire

Sudeley Castle which includes chateau or palace, a park and heritage architecture
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Cheltenham

Cheltenham

The Latest Gloucestershire Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Rooksmoor Mills

Rooksmoor Mills

3 out of 5
Price was $978, price is now $844 per person
$844
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Birmingham (BHX)
10/10 Exceptional! (1 review)
Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham

Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham

3.5 out of 5
Price was $1,412, price is now $1,168 per person
$1,168
per person
Oct 12 - Oct 17
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Birmingham (BHX)
No reviews
The Mount Pleasant Hotel

The Mount Pleasant Hotel

3 out of 5
Price was $1,482, price is now $1,275 per person
$1,275
per person
Oct 12 - Oct 17
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Birmingham (BHX)
8.2/10 Very Good! (308 reviews)
Traditional villas, appartments around a village green. The inside of the apartments has been nicely updated. the reception area needs an professional update.

Reviewed on Jul 24, 2025

Stunning Townhouse in Cirencester

Stunning Townhouse in Cirencester

2 out of 5
Price was $1,684, price is now $1,449 per person
$1,449
per person
Oct 12 - Oct 17
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Birmingham (BHX)
No reviews
Ellenborough Park

Ellenborough Park

5 out of 5
Price was $2,044, price is now $1,791 per person
$1,791
per person
Oct 12 - Oct 17
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Birmingham (BHX)
9/10 Wonderful! (537 reviews)
Lovely hotel with beautiful rooms and accommodations. The room and bathroom were extremely large and beautifully appointed. We ate at the restaurant one evening and the food and ambiance was great. We will definitely stay here again when we return!

Reviewed on Aug 21, 2025

Best Places to Vacation in Gloucestershire

1. Plan your dream getaway to Cheltenham

Cheltenham, England is a small town with a friendly atmosphere, perfect for outdoor vacations. You can explore the charming streets, visit local gardens, and take part in sightseeing tours. If you're feeling adventurous, go hiking in the beautiful surrounding countryside or try kayaking on the nearby rivers. Cheltenham is also known for its famous horse racing events and lively jazz scene. Don't miss the chance to catch a musical performance while you're here. With its geographic affinities and welcoming locals, Cheltenham offers a delightful experience for outdoor enthusiasts and culture lovers alike.

  • The peak season is from February to April
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Cheltenham

2. Find your perfect Cirencester vacation

Cirencester, England is the perfect destination for an outdoor vacation. With its beautiful lakes, friendly locals, and rich culture, it offers a unique and relaxing experience. You can enjoy swimming in the clear waters, visit local spas for a rejuvenating experience, and explore the charming small town atmosphere. Cirencester also has a vibrant bar scene, where you can taste some delicious local beers. For thrill-seekers, there is even a water park to enjoy. Whether you're looking for adventure or relaxation, Cirencester has something for everyone.

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

3. Discover Gloucester with our vacation deals

Gloucester, England is a charming destination for a family vacation. With its friendly people and beautiful cathedral, the city offers a welcoming atmosphere. There are plenty of activities to keep the whole family entertained, from exploring the local museums to enjoying the budget-friendly bars and restaurants. Gloucester is known for its family-friendly culture and is surrounded by picturesque countryside. History enthusiasts will also appreciate the city's historical sites. Whether you're looking for a relaxing getaway or an adventure-filled vacation, Gloucester has something to offer for everyone.

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

4. Book your ideal Bourton-on-the-Water with a vacation package

Bourton-on-the-Water, in Cheltenham, England, offers a charming small-town atmosphere that is perfect for a relaxing outdoor vacation. The locals are known for their friendly and welcoming nature, creating a warm and inviting atmosphere. The town is renowned for its picturesque sights, with its beautiful river running through the center and its quaint bridges. There are plenty of opportunities for sightseeing, enjoying a drink at a local bar, taking guided tours, and dining at charming riverside restaurants. Walking along the riverbanks, sipping a cup of coffee, and exploring the museums are popular activities for visitors to enjoy.

  • The peak season is from June to August
  • The off-peak season is from October to December

6. Create memories in Stroud with a vacation package

Stroud, England, is a wonderful destination for outdoor enthusiasts. With its beautiful countryside and friendly people, there are plenty of activities to enjoy. Golf lovers can tee off at one of the many scenic golf courses in the area. Nature lovers can explore the picturesque landscapes and go horseback riding. For those who enjoy entertainment, there are theaters and bars to visit. Foodies will delight in the local cheese and dining options. Stroud offers a small-town charm, making it the perfect place for a relaxing and enjoyable vacation.

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

5. Escape to Chipping Campden with a vacation package

Chipping Campden offers a charming and historical atmosphere for a relaxing outdoor vacation. This small town in England is known for its friendly people and bar scene, making it a great place to socialize and unwind. Visitors can explore the town's rich history by visiting its churches and historical sites. The beautiful gardens in and around Chipping Campden provide a peaceful environment for leisurely walks and picnics. For those seeking a bit of pampering, there are also spa facilities available. Overall, Chipping Campden offers a delightful experience for travelers looking to enjoy the outdoors and immerse themselves in the town's unique atmosphere.

  • The peak season is from March to May
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Chipping Campden

Gloucestershire Hotel Deals

De Vere Cotswold Water Park

De Vere Cotswold Water Park

4 out of 5
Lake 6 Spine Road East, South Cerney, Cirencester, England
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $146 total per night from Aug 25 to Aug 26
$146 total
Aug 25 - Aug 26
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Nice overall family stay"

Reviewed on Aug 13, 2025

De Vere Cotswold Water Park
Stratton House Hotel & Spa

Stratton House Hotel & Spa

3.5 out of 5
Gloucester Road, Gloucestershire, Cirencester, England
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $117 total per night from Aug 25 to Aug 26
$117 total
Aug 25 - Aug 26
Total with taxes and fees
8.6/10 Excellent! (421 reviews)
Great spot in the Cotswolds
"Lovely hotel, friendly staff. Fantastic massage in the spa."

Reviewed on Aug 21, 2025

Stratton House Hotel & Spa
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road, Brockworth, Cheltenham, England
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $109 total per night from Sep 22 to Sep 23
$109 total
Sep 22 - Sep 23
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Was excellent stay room good size and comfortable. Alex at breakfast was brilliant"

Reviewed on Aug 22, 2025

Cheltenham Chase Hotel & Spa
See all 3,041 properties in Gloucestershire
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.
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Frequently asked questions

How much does a Gloucestershire vacation package cost?
Live it up in Gloucestershire from as low as $844. We offer a great selection of flights, rental cars and hotels to suit every budget and style. Land even more discounts when you add some tours or activities to your vacation package.
How do I get a cheap travel package to Gloucestershire?
Bundling your hotel and flight with Expedia won't just save you time — it'll save you cash too. A Gloucestershire vacation package makes it a breeze to arrange your dream adventure. With more than 550 airlines worldwide to pick from, finding flights that suit your busy schedule won't be a challenge. In addition to that, we've got over 1,000,000 hotels globally to pick from. Talk about choice! No matter who you are, Expedia brings the world within your reach.
What are the top hotels in Gloucestershire?
For properties in Cheltenham with friendly service and comfy beds, you can't go past The Slaughters Country Inn and Kings Head Hotel. If you're swinging by Cirencester as well, you can look forward to a relaxing night's sleep at Swan Hotel or Redesdale Arms Hotel.
How far in advance should I book my Gloucestershire vacation?
While prices change frequently, we generally advise booking your seats as soon as possible. Many international fares are available on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you may still get lucky. Cheap journeys to Gloucestershire sometimes occur in the weeks prior to departure.
What does an Expedia Gloucestershire travel package include?
Rental cars, flights and hotels — we have them covered. With Expedia, you can shape your Gloucestershire travel package just the way you want. All you have to do is decide just what you need. Once you've made your booking, you can add extras like tours and activities. The more you bundle, the more you save!
What should I know before booking a Gloucestershire travel package?
Whether it's adventure or relaxation you're craving, a Gloucestershire vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Gloucestershire Expedia vacation package?
With a vacation package, you're in control. Whether you'd prefer to fly to Gloucestershire in economy or first class, simply select from the available airline options. Expedia has access to more than 550 airline partners across the world.
Does Expedia offer Book Now, Pay Later Gloucestershire vacation packages?
Thanks to our partnership with online lender Affirm, vacationers booking via Expedia can now pay for their journey in easy installments that won't break the bank. Book Now, Pay Later and start planning your dream vacation today!
If I'm not able to travel, can I cancel my Gloucestershire vacation package?
Yes, you can. We understand that things don't always go to plan, so we're here to help if you need to make changes to your Gloucestershire vacation package. It may be possible to cancel or change your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.