Chester Holidays from £949

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Your Chester Holiday

With plenty of highlights as well as some hidden gems, this city is best explored with a Chester holiday package. Find a place to stay in Downtown Manchester, which is great for cafes, history and bars and pubs. There's plenty to see and do during your trip to Chester, including Zorvino Vineyards and Robert Frost Farm State Historic Site. No matter your travel plans or the size of your budget, organising your ultimate tailored Chester holiday is a cinch with Expedia.

The Latest Chester Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Temple Place Suites

Temple Place Suites

2.5 out of 5
Downtown Boston
per person
15 Sept - 20 Sept
found 11 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
6.8/10 (227 reviews)
Good location. Responsive owner. Room is musty and the AC unit was very noisy. The bed is old. Bathrooms were very clean. Affordable. With upgrades fo the room it had a lot of potential.

Reviewed on 19 Jun 2025

Copley House

Copley House

3 out of 5
Back Bay
per person
15 Sept - 20 Sept
found 11 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
8.8/10 Excellent! (1,681 reviews)
Great, very friendly staff and ver clean.

Reviewed on 21 Jun 2025

InterContinental Boston by IHG

InterContinental Boston by IHG

5 out of 5
Downtown Boston
per person
15 Sept - 20 Sept
found 11 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.2/10 Wonderful! (1,007 reviews)
We really enjoyed the Loyall!!!

Reviewed on 23 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
30 Aug - 6 Sept
found 23 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Quiet hotel with superior service and great amenities near to all of the sites in Boston.

Reviewed on 23 Jun 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
30 Aug - 6 Sept
found 23 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
8.6/10 Excellent! (1,595 reviews)
Beautiful view. Good location

Reviewed on 16 Jun 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
30 Aug - 6 Sept
found 23 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.4/10 Exceptional! (447 reviews)
Great stay here at this Boston property. Staff was on point from bell man / Front Desk / F&B / Room Service.

Reviewed on 11 Jun 2025

Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Manchester-Boston Regional Airport (MHT)
Population
5,200
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Canobie Lake Park, Bear Brook State Park and Zorvino Vineyards

Our pick of the best Chester Hotel Deals

Even Hotels Manchester Airport by IHG
Even Hotels Manchester Airport by IHG
3.5 out of 5
55 John E. Devine Drive, Manchester, NH
Stay at this 3.5-star business-friendly hotel in Manchester. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (741 reviews)
"It was inexpensive and up-to-date with a pool."

Reviewed on 20 Jun 2025

Even Hotels Manchester Airport by IHG
Park View Inn - Salem
Park View Inn - Salem
2 out of 5
109 S Broadway, Salem, NH
Stay at this motel in Salem. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.6/10 Excellent! (1,391 reviews)
"great place. Close to many restaurants and shop. Also, close to I-93, so you can easily go to NH or down to Boston."

Reviewed on 20 Jun 2025

Park View Inn - Salem
Holiday Inn Express Andover North-Lawrence by IHG
Holiday Inn Express Andover North-Lawrence by IHG
2.5 out of 5
224 Winthrop Ave, Lawrence, MA
Stay at this business-friendly hotel in Lawrence. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.2/10 Very Good! (1,005 reviews)
"Very pleased with my stay clean room and quiet"

Reviewed on 23 Jun 2025

Holiday Inn Express Andover North-Lawrence by IHG
See all 443 properties in Chester
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Chester travel package cost?
From as little as £949, you can customize your Chester package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my Chester travel package?
It is possible to cancel your Chester booking if your plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
How do I get a cheap travel package to Chester?
Lock in flights that suit your busy schedule, add a hotel room to your booking and watch how much you save with a Chester travel package. It's as simple as that! From flights and hotels to rental cars and activities, Expedia makes travelling cheaply a cinch. And with more than 550 partner airlines and 1,000,000 hotels worldwide to select from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Chester holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in instalments. Simply click on the payment plan that works for you during the checkout process and take the stress out of budgeting for your trip. Don't forget to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:
  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all types of budgets, so you can book that well-earned holiday now.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this plan. Just put down a small deposit on your holiday and then start packing your suitcase.

What are the top hotels in Chester?
Get your trip off to a good start by booking a stay at Green Granite Inn. It's one of most popular properties in Chester. Another cosy option is Hampton Inn & Suites Portsmouth Downtown.
How far in advance should I book my Chester holiday?
It can be tricky to know when the best time is to book your trip to Chester. But generally the earlier you book, the lower the prices. In some cases, you can secure your flights and hotels up to a year prior to your departure date. If you're eager to escape on a last-minute getaway, no need to stress! There are incredible bargains featured on Expedia every day.
What does an Expedia Chester travel package include?
With Expedia, you can select a combination of flights, car rentals and hotels to create your ideal Chester travel package. Once you've made your booking, you can add on the fun things like activities and tours. Remember --- the more you bundle, the more cash you'll save!
What should I know before booking a Chester travel package?
You can look forward to saving with an Expedia travel package. Combine your airfares, rental cars and hotels and unlock exciting discounts. You're not restricted to hotels, though. Book with us and take your pick of beachside villas, city apartments and even houseboats and castles!
Can I choose my airline with a Chester Expedia travel package?
Yes --- and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our travel packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.