Chesters Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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$164 per night from 1 Dec to 2 Dec
S$164
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (728 reviews)
Wonderful hotel
"Lovely room and stay in a beautiful building. Dinner was also excellent. Breakfast was delayed due to staffing issues but this was managed well."

Reviewed on 18 Nov,2024

Dryburgh Abbey Hotel
George and Abbotsford Hotel
George and Abbotsford Hotel
3.5 out of 5
High Street, Melrose, Scotland
Fully refundableReserve now, pay when you stay
The price is S$149 per night from 5 Dec to 6 Dec
S$149
includes taxes & fees
5 Dec - 6 Dec
7.8/10 Good! (363 reviews)
"5th visit now always a pleasure to see the staff and town ...only one complaint this time my bed was broken but didnt stop me sleeping ..."

Reviewed on 16 Nov,2024

George and Abbotsford 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$386 per night from 4 Dec to 5 Dec
S$386
includes taxes & fees
4 Dec - 5 Dec
9.2/10 Wonderful! (115 reviews)
"True old school 5 star service. A rare find these days where most hotels have lost the personal touch. Staff outstanding, food impeccable and spa one of the best I have experienced. Huge call out to Eoin for the exceptional coaching experience at clays. A truly talented gentleman."

Reviewed on 4 Nov,2024

SCHLOSS Roxburghe, part of Destination by Hyatt
See all 408 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.

Frequently asked questions

How much does a Chesters holiday package cost?
We make it simple to see the world, with Chesters holiday packages starting from as low as . You’ll have the flexibility to combine your favourite airlines, hotels and car rental. For the ultimate getaway, why not add a few experiences and tours to your travel itinerary?
How do I get a cheap travel package to Chesters?
Combine your bookings with Expedia to save big bucks on your next adventure. With more than 550 partner airlines and 1,000,000 hotel options around the globe, your Chesters holiday package can be tailored exactly to suit your travel style. With all that extra money, why not throw in some exciting tours and experiences? It’s an easy way to unlock even more bargains. Your dream holiday in Chesters is much closer than you thought!
How far in advance should I book my Chesters holiday?
To land discount prices, book as early as you can. Airlines typically advertise flight tickets, along with some of the lowest fares, nearly a year ahead of time. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway to Chesters, there are always lots of great bargains to be had on Expedia. Book something in today!
What does an Expedia Chesters travel package include?
Expedia has everything you need to organise your Chesters escape, but how your package is structured depends on you. Select from any combination of hotels, rental cars and flights. In search of some activities or tours to fill in your time? Once you’ve made your booking, you can add them on too. Whatever your budget, there’s a holiday package to match your needs.
What should I know before booking a Chesters travel package?
So many places to visit, so many things to see and do. With a package, you can tick more of them off your list. Combine your hotels, rental cars and flights and land big savings.
Can I choose my airline with a Chesters Expedia holiday package?
Expedia has access to more than 550 partner airlines worldwide, so you certainly can. Just select your preferred air carrier and create the perfect Chesters trip.
If I'm not able to travel, can I cancel my Chesters holiday package?
You sure can, and we’re here to help. You may be able to amend or cancel your Chesters holiday package for free within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If your travel plans unexpectedly change, have a look at our Customer Service Portal for more information.

What to do in Chesters

Alpaca Trekking in the Cheviot Hills

Alpaca Trekking Experience in the South of Scotland

S$78
Per adult
Alpaca Trekking Experience in the South of Scotland
Beirhope Alpacas

Fun and Educational Alpaca Experience in the Scottish Borders

S$28
Per adult
Fun and Educational Alpaca Experience in the Scottish Borders
See all activities in Chesters

* 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.