An A+ company rated by BBB
Book with Tripmasters.com to enjoy mobile app during your trip.

Call US 7 days a week

from 8AM to Midnight ET

1-800-430-0484
Chat
Home Manage Bookings Top Deals Reviews Recently Viewed0
Destinations

⚠ Announcement

Europeandestinations.com is Tripmasters.com now.
Ownership, management, and activity remain the same. All existing bookings will be serviced as always.

London and The Cotswolds Self Drive (Cheltenham - Gloucester)
2 Customer Feedbacks
6 to 9+ Nigths from $1,436*
This sample price: priced within the past 7 days for arrival on 11/1/2025, departure from New York City NYC (All Airports) (NY), US. Choose your own departure city, cabin type and dates.
Overview
Itinerary
Hotels
Tours
Map
Country Info
Feedbacks
Price Guidance
Click for larger image or other views
See all the images
2 Customer Feedbacks The trip was scheduled for us to drop off our rental car, the day of departure at the airp ... more
This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
Venture with this Self Drive package through England and visit these lovely cities: London (colorful markets, shopping, green open spaces and cosmopolitan culture) with Cheltenham (a large spa town and borough on the edge of the Cotswolds; an Area of Outstanding Natural Beauty -AONB- popular for its rolling honey hued hills and friendly inhabitants) and Gloucester (well-known for its 11th century cathedral, as well as the nearby Gloucester docks). Drive back for a last stay in London.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
This 6 night sample itinerary includes:
  • Flight into and out of London
  • Hotel for 2 nights in London
  • Rental Car for 5 days
  • Hotel for 2 nights in Cheltenham
  • Hotel for 1 night in Gloucester
  • Hotel for 1 night in London

  • Driving Time
    London - Cheltenham: 2 hr1. 10 min. approx.
    Cheltenham - Gloucester: 30 min. approx.
    Gloucester - London: 2 hr. 45 min.

Price history for this itinerary (past 7 days):
From New York City NYC (All Airports) (NY), US for 6 nights
1435.02 * incl.tax
Related Itineraries:
Related Cities:
London (383)     Gloucester (3)     Cheltenham (7)     The Cotswolds (11)    
Customize and Book
With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. London
  406 hotels
2. Cheltenham
   (26 hotels)
3. Gloucester
   (14 hotels)
4. London
   (406 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
View Price
Trip Summary
2 nights in London

London offers everything! Iconic landmarks, centuries of history, world-class shopping and achingly cool fashion, arts and food scenes. A 40-minute walk along the South Bank will take you past Big Ben and the Houses of Parliament, the London Eye, Tate Modern, Shakespeare's Globe, St Paul's Cathedral and Tower Bridge. There are eight Royal Parks to explore, and over 300 museums and galleries. It is home to 60 Michelin starred restaurants and fantastic street food. The evenings offer from high-end nightclubs of Chelsea and Mayfair to cool clubs in Soho and Camden. As for theatre, London's legendary West End boasts over 40 world-class theatres.

Visit Big Ben and the Houses of Parliament, Buckingham Palace, Westminster Abbey, the London Eye, Trafalgar Square, Kensington Gardens, Hyde Park, the British Museum, Piccadilly Circus and so much more!



2 nights in Cheltenham

Ever since 1716 when its mineral springs where discovered, Cheltenham has become one of England`s most fashionable spas. As winner of "Beautiful Britain in Bloom", Cheltenham is renowned for its gracious Regency architecture, with lots of ironwork, balconies, and verandas, and also for its colorful parks and floral decorations. It hosts annually the flagship race of British steeplechase horseracing, the Cheltenham Gold Cup and several festivals of culture, principally the annual Cheltenham Festival of Literature.


Explore Sudeley Castle, Pittville Park, Cheltenham Town Hall, Holst Birthplace Museum, Montpellier Gardens, Neptune Fountain, Imperial Gardens, Imperial Square, The Brewery Quarter, Hatherley Park, Winston Churchill Memorial Gardens, and so much more!



1 nights in Gloucester

Gloucester, the county town of Gloucestershire, is situated on the River Severn, east of the Cotswolds and southwest of the Forest of Dean. Gloucester Cathedral, built on the site of a 7th-century abbey, is the burial site of King Edward II. Other points of interest include Medieval and Tudor-era buildings, including the only example of a Medieval courtyard inn with galleries left standing in Britain. The Docks district consists of cafés, restaurants and bars inside converted Victorian warehouses.

Explore Gloucester Cathedral, National Waterways Museum Gloucester, Museum of Gloucester, House of the Tailor of Gloucester, Gloucester Docks, St. Oswald`s Priory, Llanthony Secunda Priory, Greyfriars, and so much more!



1 nights in London

London offers everything! Iconic landmarks, centuries of history, world-class shopping and achingly cool fashion, arts and food scenes. A 40-minute walk along the South Bank will take you past Big Ben and the Houses of Parliament, the London Eye, Tate Modern, Shakespeare's Globe, St Paul's Cathedral and Tower Bridge. There are eight Royal Parks to explore, and over 300 museums and galleries. It is home to 60 Michelin starred restaurants and fantastic street food. The evenings offer from high-end nightclubs of Chelsea and Mayfair to cool clubs in Soho and Camden. As for theatre, London's legendary West End boasts over 40 world-class theatres.

Visit Big Ben and the Houses of Parliament, Buckingham Palace, Westminster Abbey, the London Eye, Trafalgar Square, Kensington Gardens, Hyde Park, the British Museum, Piccadilly Circus and so much more!



Book This Package
Flexible Itinerary
London
Day 1
Arrive to London
Overnight in London   406 hotels offered
Optional   1010 Things to do
Day 2
Overnight in London   406 hotels offered
Optional   1010 Things to do
Day 3
Departing from London
Transportation to next city by: By Car
Cheltenham
Day 3
Arrive to Cheltenham
Overnight in Cheltenham   26 hotels offered
Day 4
Overnight in Cheltenham   26 hotels offered
Day 5
Departing from Cheltenham
Transportation to next city by: Regional Air
Gloucester
Day 5
Arrive to Gloucester
Overnight in Gloucester   14 hotels offered
Day 6
Departing from Gloucester
Transportation to next city by: Regional Air
London
Day 6
Arrive to London
Overnight in London   406 hotels offered
Optional   1010 Things to do
Day 7
Departing from London
Book This Package

Loading ...
London Hotels (406 total)
›
Cheltenham Hotels (26 total)
›
Gloucester Hotels (14 total)
›


Loading ..
Tours in London (1010 total)
›


Loading ...
Package Map Picture
England

American travelers cannot get enough of England, and to this day it consistently ranks in the three most popular European countries in terms of visitors per year. Nearly everyone visits London, one of the world`s most important cities and the epicenter of what was once a vast world empire, but England should definitely be explored in-depth, from the charm of the Cotswolds to the seaside resorts on the English Channel and the Irish Sea to the beautiful landscapes of the Lake District, the Yorkshire Dales, and the Westcountry. England is a country where the present day and over a millennia of history routinely intersect.
This package
2 Customer Feedbacks
England
8757 Customer Feedbacks
Customer Reviews
Share your thoughts with other travelers
Write a Review
Share your thoughts with other travelersWrite a Review
Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

Your Preferred Major Airport:

*Sample prices on display include ALL taxes & fuel surcharges... read more
Close [x]
Photo
London and The Cotswolds Self Drive (Cheltenham - Gloucester)
Photos
Map
London
London offers everything! Iconic landmarks, centuries of history, world-class shopping and achingly cool fashion, arts and food scenes. A 40-minute walk along the South Bank will take you past Big Ben and the Houses of Parliament, the London Eye, Tate Modern, Shakespeare's Globe, St Paul's Cathedral and Tower Bridge. There are eight Royal Parks to explore, and over 300 museums and galleries. It is home to 60 Michelin starred restaurants and fantastic street food. The evenings offer from high-end nightclubs of Chelsea and Mayfair to cool clubs in Soho and Camden. As for theatre, London's legendary West End boasts over 40 world-class theatres.

Visit Big Ben and the Houses of Parliament, Buckingham Palace, Westminster Abbey, the London Eye, Trafalgar Square, Kensington Gardens, Hyde Park, the British Museum, Piccadilly Circus and so much more!
Cheltenham
Ever since 1716 when its mineral springs where discovered, Cheltenham has become one of England`s most fashionable spas. As winner of "Beautiful Britain in Bloom", Cheltenham is renowned for its gracious Regency architecture, with lots of ironwork, balconies, and verandas, and also for its colorful parks and floral decorations. It hosts annually the flagship race of British steeplechase horseracing, the Cheltenham Gold Cup and several festivals of culture, principally the annual Cheltenham Festival of Literature.


Explore Sudeley Castle, Pittville Park, Cheltenham Town Hall, Holst Birthplace Museum, Montpellier Gardens, Neptune Fountain, Imperial Gardens, Imperial Square, The Brewery Quarter, Hatherley Park, Winston Churchill Memorial Gardens, and so much more!
Gloucester
Gloucester, the county town of Gloucestershire, is situated on the River Severn, east of the Cotswolds and southwest of the Forest of Dean. Gloucester Cathedral, built on the site of a 7th-century abbey, is the burial site of King Edward II. Other points of interest include Medieval and Tudor-era buildings, including the only example of a Medieval courtyard inn with galleries left standing in Britain. The Docks district consists of cafés, restaurants and bars inside converted Victorian warehouses.

Explore Gloucester Cathedral, National Waterways Museum Gloucester, Museum of Gloucester, House of the Tailor of Gloucester, Gloucester Docks, St. Oswald`s Priory, Llanthony Secunda Priory, Greyfriars, and so much more!
London
London offers everything! Iconic landmarks, centuries of history, world-class shopping and achingly cool fashion, arts and food scenes. A 40-minute walk along the South Bank will take you past Big Ben and the Houses of Parliament, the London Eye, Tate Modern, Shakespeare's Globe, St Paul's Cathedral and Tower Bridge. There are eight Royal Parks to explore, and over 300 museums and galleries. It is home to 60 Michelin starred restaurants and fantastic street food. The evenings offer from high-end nightclubs of Chelsea and Mayfair to cool clubs in Soho and Camden. As for theatre, London's legendary West End boasts over 40 world-class theatres.

Visit Big Ben and the Houses of Parliament, Buckingham Palace, Westminster Abbey, the London Eye, Trafalgar Square, Kensington Gardens, Hyde Park, the British Museum, Piccadilly Circus and so much more!

close [X]

close [X]

close [X]