Gloucestershire Vacations & Trips from $1,153

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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

A historic building with large windows and ivy-covered walls.

Cheltenham

Cheltenham
A historic building with arched windows and a well-maintained lawn.

Cirencester

Cirencester
A historic building with Tudor-style architecture, a prominent clock tower, and a pedestrian zone sign.

Gloucester

Gloucester
A street lined with historic buildings, including a hotel and a bank.

Chipping Campden

Chipping Campden
A group of sheep grazing on a snow-covered field.

Stroud

Stroud

The Latest Gloucestershire Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wychnor Park Country Club

Wychnor Park Country Club

$1,153
per person
Nov 16 - Nov 21
found 15 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
9.2/10 Wonderful! (486 reviews)
Riverside Retreat Near Beach and Nature, No Deposit

Riverside Retreat Near Beach and Nature, No Deposit

Save 100% on your flight
$2,466
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
No reviews
Retreat in Solihull Near NEC Birmingham

Retreat in Solihull Near NEC Birmingham

$1,410
per person
Oct 26 - Oct 28
found 2 days ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
No reviews
Hyll Hotel

Hyll Hotel

$1,567
per person
Nov 8 - Nov 14
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Birmingham (BHX)
9.2/10 Wonderful! (263 reviews)
Great property Perfect location..

Reviewed on Aug 23, 2026

Three Ways House Hotel

Three Ways House Hotel

$1,538
per person
Oct 2 - Oct 10
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
8.8/10 Excellent! (670 reviews)
A great dog friendly hotel. The little ‘dog box’ in the room was a nice touch. Comfortable room with everything you would need, just found the bed a little soft for our liking. Good enough breakfast to start your day, but the different stations seemed very far apart on other sides of the restaurant

Reviewed on Aug 23, 2026

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

Things to do in Gloucestershire

Gloucestershire is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and a variety of activities. You can enjoy popular attractions, sightseeing tours, and golf courses in the area. Don't miss out on day tours and overnight tours, especially the charming Cotswold tour, which showcases the region's picturesque beauty. Whether you’re looking to relax or explore, Gloucestershire has something for everyone.

Shopping

In Gloucestershire, you can explore the charming Old Mill for unique gifts, visit the Highgrove Shop in Tetbury for exquisite souvenirs, and enjoy Gloucester Quays, a vibrant shopping mall offering entertainment and a lively atmosphere perfect for families.

Recreation

Experience the charm of Roses Theatre, where you can enjoy captivating performances in a romantic setting. For outdoor enthusiasts, Cirencester Golf Club offers a scenic golf course surrounded by nature. Unwind at Wenchford Picnic Site, a peaceful spot perfect for relaxation and enjoying nature's beauty.

Adventure

Explore the enchanting forests of Puzzlewood, where winding paths and ancient trees create a magical atmosphere. Experience the thrill of racing at Prescott Speed Hill Climb, perfect for motorsport enthusiasts. For a unique winter experience, hit the slopes at Gloucester Ski and Snowboard Centre, embracing the adrenaline of skiing and snowboarding.

Nightlife

In Gloucestershire, experience vibrant nightlife in Cheltenham, known for its stylish bars and lively clubs. Visit Gloucester for traditional pubs and live music venues. Stroud offers a quirky vibe with local events. Enjoy a mix of dance, drinks, and entertainment throughout the region.

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

Find the best attractions in Gloucestershire

Gloucestershire offers an ideal vacation for outdoor enthusiasts and those seeking scenic beauty. With a rich array of attractions including historic churches, grand houses, and private gardens, visitors can immerse themselves in culture and family-friendly experiences. Don’t miss exploring the vibrant Gloucester Quays, where you can enjoy shopping and dining while soaking in the local charm. Whether you're after adventure or relaxation, Gloucestershire has something for everyone.

  • Sudeley Castle: Experience the enchanting charm of Sudeley Castle, a historic site steeped in romance and culture. Surrounded by stunning gardens and rich history, this castle offers a glimpse into England's royal past and beautiful architecture, making it a perfect spot for leisurely exploration.
  • Cheltenham Town Hall: This modern civic building features impressive architecture and serves as a hub for business and cultural events. With its vibrant atmosphere, Cheltenham Town Hall hosts concerts and exhibitions, making it a lively center for both locals and visitors alike.
  • Gloucester Cathedral: A masterpiece of medieval architecture, Gloucester Cathedral boasts stunning stained glass and intricate stonework. Its serene ambiance and rich history provide a cultural oasis, inviting visitors to explore its magnificent interiors and beautiful grounds.

Tips to save on your trip to Gloucestershire

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Gloucestershire.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Gloucestershire.
  • 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 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

De Vere Cotswold Water Park

De Vere Cotswold Water Park

Lake 6 Spine Road East Cirencester England
Fully refundableReserve now, pay when you stay
$100 nightly
$120 total
Sep 6 - Sep 7
Total with taxes and fees
De Vere Cotswold Water Park
Queens Hotel Cheltenham

Queens Hotel Cheltenham

The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
$90 nightly
$108 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (1,019 reviews)
"Staff were lovely, receptionists very helpful, Sunday lunch was good again restaurant staff helpful and polite our room and bathroom was very clean a few grubby marks on the carpets were a little off putting otherwise a good size room. Breakfast was a help yourself buffet which was well looked after ..."

Reviewed on Aug 25, 2026

Queens Hotel Cheltenham
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
$83 nightly
$99 total
Sep 13 - Sep 14
Total with taxes and fees
8.2/10 Very Good! (1,017 reviews)
"Lovely clean rooms, good breakfast with Jack working well around restaurant. Tony behind the bar was"

Reviewed on Aug 24, 2026

Cheltenham Chase Hotel & Spa
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Frequently asked questions

How much does a Gloucestershire vacation package cost?
Live it up in Gloucestershire from as low as $1,153. 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.

Stay near popular Gloucestershire attractions

A rural landscape with a large open field, a small village, and distant hills.

Cheltenham Racecourse

9.0/10 (199 reviews)
You can take time to visit Cheltenham Racecourse during your travels to Cheltenham. Discover the beautiful countryside and top-notch restaurants in this relaxing area.
See properties
A street with a sign for Matthews & Co. LTD, a hairdressing shop, and a welcome sign for Gloucester Quays.

Gloucester Docks

8.8/10 (276 reviews)
Once a thriving maritime port, this urban redevelopment is now a buzzing district of fashion outlets, riverside restaurants, museums and a working boatyard.
See properties
A cathedral's interior with arched windows and a high, ornate ceiling.

Gloucester Cathedral

9.2/10 (240 reviews)
Home to the tomb of King Edward II, this magnificent 1,300-year-old cathedral was also a filming location for the Harry Potter movies.
See properties
An ancient stone structure surrounded by lush greenery and purple flowers.

Sudeley Castle

9.0/10 (101 reviews)
Uncover centuries of royal history amid the halls, gardens and art exhibitions of this 15th-century castle set in the shadow of the Cotswold Hills.
See properties
A forested path with moss-covered rocks and a wooden railing.
Photo by Lee Pelling

Puzzlewood

9.4/10 (6 reviews)
Explore the great outdoors at Puzzlewood, a lovely green space in Newland. Check out the lively bars or top-notch restaurants in this relaxing area.
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A forest with autumn foliage in shades of purple, yellow, and green.
Photo by Dave Clark

Westonbirt Arboretum

9.4/10 (58 reviews)
Enjoy an outing to Westonbirt Arboretum during your stay in Westonbirt with Lasborough. Amble around this quaint area's picturesque gardens and enjoy its top-notch restaurants.
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Cotswold Countryside Collection

9.0/10 (45 reviews)
You can spend time exploring the galleries in Cotswold Countryside Collection in Northleach. Discover the beautiful countryside and spas in this relaxing area.
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Gloucester Quays

8.8/10 (242 reviews)
During your visit to Gloucester, you can search for that perfect souvenir at Gloucester Quays. Discover the beautiful countryside and lively bars in this relaxing area.
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What to do in Gloucestershire

Stonehenge, Avebury & the Cotswolds from Bath

Stonehenge, Avebury & the Cotswolds from Bath (Small group)

$101
per adult
Stonehenge, Avebury & the Cotswolds from Bath (Small group)
The Sinister Side of Shakespeare's Stratford Walking Tour

The Sinister Side of Shakespeare's Stratford Ghost Walk

$16
per adult
100% of travellers recommend
The Sinister Side of Shakespeare's Stratford Ghost Walk
Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

$132
per adult
100% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
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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.