Chesters Vacations from $1,070

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The Latest Chesters vacation packages

Price found within the past 48 hours. Click for updated prices.
Destiny Scotland Hanover Apartments

Destiny Scotland Hanover Apartments

4 out of 5
Edinburgh City Centre
Price was $1,508, price is now $1,070 per person
$1,070
per person
Nov 13 - Nov 19
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Edinburgh (EDI)
9.4/10 Exceptional! (214 reviews)
Great communication with how to enter premises. (No staff on hand) Great location and clean. The kitchen area had everything needed to make and prepare meals plus a small washing machine.

Reviewed on Sep 1, 2025

First Pleasance Luxury Apartment

First Pleasance Luxury Apartment

4 out of 5
Southside
Save 100% on your flight
Price was $2,076, price is now $1,355 per person
$1,355
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Edinburgh (EDI)
8.4/10 Very Good! (5 reviews)
First Lasswade Road House

First Lasswade Road House

4 out of 5
Gilmerton
Price was $2,875, price is now $2,009 per person
$2,009
per person
Nov 13 - Nov 19
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Edinburgh (EDI)
7.6/10 Good! (4 reviews)
The Scotsman Hotel

The Scotsman Hotel

4 out of 5
Old Town Edinburgh
Save 100% on your flight
Price was $2,809, price is now $1,967 per person
$1,967
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Edinburgh (EDI)
9.2/10 Wonderful! (1,005 reviews)
Incredible experience! Upgraded room was wonderful. Construction was tough around it but not the fault of the property. :)

Reviewed on Aug 31, 2025

Destiny Scotland Chisholm Hunter Suites

Destiny Scotland Chisholm Hunter Suites

4 out of 5
Edinburgh City Centre
Price was $1,516, price is now $1,132 per person
$1,132
per person
Nov 13 - Nov 19
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Edinburgh (EDI)
9.4/10 Exceptional! (190 reviews)
We loved the central location, it was right across Princess street gardens and bus stops. The apartment was spacious and well appointed. Would do it again. Highly recommended

Reviewed on May 19, 2025

Don't see what you're looking for?
See all available trips from Columbus to Chesters
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Discover the most popular places to visit in Chesters

Heart of Hawick

4.5/5(3 reviews)

You can learn about the history of Hawick when you stop by Heart of Hawick. While in this relaxing area, you can savor the top-notch restaurants.

Heart of Hawick

Hermitage Castle

Hermitage Castle is just one of the places to see in Hawick, so why not enjoy the other things to explore during your travels? Discover the area's countryside and restaurants.

Hermitage Castle

Borders Textile Towerhouse

You can spend an afternoon exploring the galleries in Borders Textile Towerhouse during your trip to Hawick. While in this relaxing area, you can savor the top-notch restaurants.

Borders Textile Towerhouse

What to do in Chesters

Abbotsford: House, Chapel and Garden Ticket

Abbotsford: House, Chapel and Garden Ticket

$21
per adult
Abbotsford: House, Chapel and Garden Ticket
See all activities in Chesters

Chesters Hotel Deals

Dryburgh Abbey Hotel

Dryburgh Abbey Hotel

3 out of 5
St Boswells, Melrose, Scotland
$131 nightly
The price is $158 total per night from Oct 1 to Oct 2
$158 total
Oct 1 - Oct 2
Total with taxes and fees
Dryburgh Abbey Hotel
George and Abbotsford Hotel

George and Abbotsford Hotel

3.5 out of 5
High Street, Melrose, Scotland
Get rates
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
$309 nightly
The price is $371 total per night from Sep 2 to Sep 3
$371 total
Sep 2 - Sep 3
Total with taxes and fees
SCHLOSS Roxburghe, part of Destination by Hyatt
See all 438 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.

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Frequently asked questions

How much does a Chesters vacation package cost?
Offering excellent value package deals from $1,070 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.