Chesters Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Chesters Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Kildonan Lodge Hotel
Newington
CA $1,474
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Edinburgh (EDI)
9/10 Wonderful! (381 reviews)
The rooms in the basement are definitely not a 4 star experience. Although clean, this is more a 2 star hotel. During our stay the carpet was also wet and there were a few dehumidifiers running continuously.
Reviewed on Sep 26, 2026
JOIVY Luxury George Street Apartments: Castle Suite
Edinburgh City Centre
CA $4,199
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Edinburgh (EDI)
10/10 Exceptional! (2 reviews)
Absolutely lovely appartment and central location. Would definately stay again snd wojld recomend
Reviewed on Nov 18, 2019
JOIVY Location, Location! North Bank Street Luxury Apt
Edinburgh City Centre
CA $3,916
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Edinburgh (EDI)
8.6/10 Excellent! (4 reviews)
Great location. Chairs and couch were uncomfortable. Beds were very good. Kitchen and bathrooms were great.
Reviewed on May 18, 2024
Ready to book your vacation to Chesters?
Chesters Hotel Deals
Dryburgh Abbey Hotel
St Boswells Melrose Scotland
Fully refundableReserve now, pay when you stay
CA $167
CA $200 total
Oct 22 - Oct 23
includes taxes & fees
8.8/10 Excellent! (971 reviews)
"All good"
Reviewed on Sep 28, 2026
Schloss Roxburghe Golf Resort, Part of Hyatt
Heiton by Kelso Kelso Scotland
CA $452
CA $543 total
Oct 6 - Oct 7
includes taxes & fees
9.4/10 Exceptional! (377 reviews)
"Great setting with excellent spa facilities. Rooms beautiful and service attentive but not overpowering. I would highly recommend to anyone looking for a relaxing break."
Reviewed on Sep 28, 2026
George and Abbotsford Hotel
High Street Melrose Scotland
CA $142
CA $171 total
Oct 31 - Nov 1
includes taxes & fees
8/10 Very good! (499 reviews)
"Staff members were extremely helpful food was okay plenty parking space and the room was big no lift easy access to get buses to other areas"
Reviewed on Sep 28, 2026
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
In the Footsteps of Sir Walter Scott One Day Tour
CA $1,331
per traveller
New Lanark & the Kelpies : Private Day Tour from Edinburgh
CA $2,735
per adult
Frequently asked questions
How much does a Chesters vacation package cost?
You'll find cheap prices from CA $1,474 on Expedia for your Chesters break. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Chesters costs.
What are the cheapest months to go to Chesters?
January, February and November are great times to search for cheap Chesters vacation packages. Choosing to travel in quieter periods means you'll typically find reduced prices on flights and hotels.
How many days is enough for Chesters?
With a well-organized itinerary, you can easily tick off the most popular Chesters sights in a handful of days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Chesters vacation for longer.
How to find the best Chesters package deals?
Start your search for a Chesters package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Chesters package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chesters adventure off to a flying start.
Is it cheaper to book a Chesters vacation as a package?
You can enjoy significant savings on your Chesters break by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Chesters?
Score incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Chesters vacation.
How to plan a trip to Chesters?
- Choose when to get away: Check your diary and pack your bags. Your favourite season and the available activities will also help you decide when to vacation in Chesters.
- Set a budget: Consider costs such as transportation, flights and meals when calculating how much to put aside for your trip to Chesters. Then, choose a hotel that fits your budget, whether that's a low-cost option or a high-end retreat.
- Work out your trip length: Think about how much time you'd like to spend discovering Chesters. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
- Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the perfect Chesters vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
