Chesters Vacations from $1,340
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The Latest Chesters vacation packages
Price found within the past 48 hours. Click for updated prices.
What to do in Chesters
Jedburgh, Scottish Borders: Bairnkine Farm Tour with Lucy
$32
per adult
In the Footsteps of Sir Walter Scott One Day Tour
$961
per traveler
Chesters Hotel Deals
Dryburgh Abbey Hotel
St Boswells Melrose Scotland
Fully refundableReserve now, pay when you stay
$118 nightly
$141 total
Oct 11 - Oct 12
Total with taxes and 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
Fully refundableReserve now, pay when you stay
$319 nightly
$383 total
Oct 6 - Oct 7
Total with taxes and 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
$103 nightly
$124 total
Oct 7 - Oct 8
Total with taxes and 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.
Find the Best Chesters Vacation Packages
Chesters Essential Information
Language | English |
|---|---|
Currency | British pounds sterling |
Top Sights | Hermitage Castle, Hawick Museum & Scott Art Gallery and Heart of Hawick |
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Frequently asked questions
How much does a Chesters vacation package cost?
Offering excellent value package deals from $1,340 on Expedia, you'll be surprised at how little a vacation to Chesters costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Chesters?
November, December and January are the best times to look for cheap Chesters vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on flights and hotels.
How many days is enough for Chesters?
With a well-organized travel plan, you can easily visit the top Chesters sights in a handful of days. But if you prefer to explore off the beaten track or go on day trips, consider booking your Chesters vacation 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 personalize 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 vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can personalize 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 vacation 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.
Does Expedia offer Book Now, Pay Later Chesters vacation packages?
Jet off on your dream getaway to Chesters with help from our Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up bargains before they disappear.
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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.