Chesters Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Chesters

Dryburgh Abbey Hotel

Dryburgh Abbey Hotel

3 out of 5
St Boswells, Melrose, Scotland
Fully refundableReserve now, pay when you stay
The price is S$200 per night from 30 Jul to 31 Jul
S$200
30 Jul - 31 Jul
includes taxes & fees
8.6/10 Excellent! (781 reviews)
"Went for a one night stay. Hotel looks impressive but a bit tired inside. Staff were pleasant but could be a bit more friendly. They were young so perhaps just need some time."

Reviewed on 6 Jul, 2025

Dryburgh Abbey Hotel
SCHLOSS Roxburghe, part of Destination by Hyatt

SCHLOSS Roxburghe, part of Destination by Hyatt

5 out of 5
Heiton, Kelso, Scotland
Fully refundableReserve now, pay when you stay
The price is S$535 per night from 20 Jul to 21 Jul
S$535
20 Jul - 21 Jul
includes taxes & fees
9.4/10 Exceptional! (198 reviews)
"Incredible room, amazing staff and beautiful spa"

Reviewed on 29 Jun, 2025

SCHLOSS Roxburghe, part of Destination by Hyatt
George and Abbotsford Hotel

George and Abbotsford Hotel

3.5 out of 5
High Street, Melrose, Scotland
Fully refundableReserve now, pay when you stay
7.8/10 Good! (404 reviews)
"Great staff and lovely food. A good bedroom and bathroom."

Reviewed on 13 Jul, 2025

Get rates
George and Abbotsford Hotel
See all 456 properties in Chesters
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.

What to do in Chesters

Abbotsford: House, Chapel and Garden Ticket

Abbotsford: House, Chapel and Garden Ticket

S$27
per adult
Abbotsford: House, Chapel and Garden Ticket
The Kelpies

New Lanark & the Kelpies : Private Day Tour from Edinburgh

S$678
per adult
New Lanark & the Kelpies : Private Day Tour from Edinburgh
Lucy speaking to guests about paddock grazing

Bairnkine Farm Tour with the Farmer

S$45
per adult
Bairnkine Farm Tour with the Farmer
See all activities in Chesters

Frequently asked questions

How much does a Chesters holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Chesters costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Chesters?
You can usually find reduced prices and greater availability in January, February and November. Browse our cheap Chesters holiday packages and you could land some great off-season discounts.
How many days is enough for Chesters?
With a well-organised travel plan, you can easily tick off the main Chesters attractions in a few days. But if you prefer to discover hidden gems or go on day tours, think about booking your Chesters holiday for longer.
How to find the best Chesters package deals?
Landing a cheap Chesters package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Chesters package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Chesters holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can personalise your Chesters escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Chesters?
If you're planning a spur-of-the-moment Chesters adventure, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Chesters?

  1. Pick your travel dates: The things you plan to do in Chesters and your favourite season will help you decide when to get away.
  2. Budget wisely: As well as the cost of your stay, you should consider other expenses too. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that may arise during your trip to Chesters.
  3. Decide how long to go for: Now that you're up to speed on Chesters, you can figure out the perfect length of your break. Create a draft plan and give yourself enough time to cover everything you want to see.
  4. Combine your accommodation and airfare: After you've settled on your dates and duration, book the right Chesters holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.