Gloucestershire Vacations & Trips from $728

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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.
The Portland Guesthouse

The Portland Guesthouse

4 out of 5
Price was $844, price is now $728 per person
$728
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
9.4/10 Exceptional! (103 reviews)
Good breakfast, need a lounge area to eat a pizza brought back to the hotel as there was no seating in the our room

Reviewed on Sep 11, 2025

The Florence in Hurley

The Florence in Hurley

2 out of 5
Save 100% on your flight
Price was $4,413, price is now $3,606 per person
$3,606
per person
Mar 2 - Mar 7
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
No reviews
Hyll Hotel

Hyll Hotel

3.5 out of 5
Price was $1,196, price is now $1,011 per person
$1,011
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
9.2/10 Wonderful! (215 reviews)
Outstanding hotel. We had a superb experience from start to finish. - Lovely clean, warm and cared for hotel. - Scenic location. - Amazing food; both dinner and breakfast were lovely. - Kind and attentive staff. - Comfy bed and decent shower. It's rare to see such quality but these guys nailed it. Don't consider anywhere else, this is a fantastic place to stay.

Reviewed on Nov 24, 2025

The Wood Norton

The Wood Norton

4 out of 5
Price was $983, price is now $860 per person
$860
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
8.8/10 Excellent! (629 reviews)
Had an amazing stay. The building, grounds and the rooms were all stunning and clean, but what really stood out were the staff - everyone we met at the hotel was not only super-friendly but able to take a moment to have a good chat. Will definitely be back!

Reviewed on Dec 8, 2025

The Arden Hotel

The Arden Hotel

4 out of 5
Stratford-upon-Avon City Centre
Price was $990, price is now $868 per person
$868
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
9.2/10 Wonderful! (966 reviews)
Big room, good facilities

Reviewed on Nov 22, 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

Find the Best Gloucestershire Vacation Packages

Gloucestershire Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Birmingham Airport (BHX)
Top Sights
Westonbirt Arboretum, Hidcote Manor Garden and Highgrove House and Gardens

Gloucestershire Hotel Deals

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $102 total per night from Dec 21 to Dec 22
$102 total
Dec 21 - Dec 22
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Fabulous room, and service

Reviewed on Dec 4, 2025

Cheltenham Chase Hotel & Spa
De Vere Cotswold Water Park

De Vere Cotswold Water Park

4 out of 5
Lake 6 Spine Road East Cirencester England
$111 nightly
The price is $133 total per night from Dec 19 to Dec 20
$133 total
Dec 19 - Dec 20
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Excellent, huge and very comfortable bed. Good breakfast options.

Reviewed on Dec 11, 2025

De Vere Cotswold Water Park
Kings Head

Kings Head

4 out of 5
24 Market Place Cirencester England
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $118 total per night from Dec 22 to Dec 23
$118 total
Dec 22 - Dec 23
Total with taxes and fees
8.8/10 Excellent! (714 reviews)
Friendly & informative receptionist. Clean room. Lovely bar & restaurant in a fantastic location!

Reviewed on Dec 7, 2025

Kings Head
See all 3,106 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 $728. 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.
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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.