--- title: "Cheshire Holidays 2026 from £1,386 | Expedia.co.uk" description: "Book your ATOL protected Cheshire holiday today! Enjoy flexibility with our interest-free instalments & book now pay later option. Fully refundable rates on most hotels." canonical: "https://www.expedia.co.uk/Cheshire.d6005398.Holidays-City-Breaks" language: en-GB market: GB currency: GBP prices_as_of: 2026-11-13T10:57:15Z --- # Cheshire Holidays from £1,386 ![A lake surrounded by autumn-colored trees and hills.](https://images.trvl-media.com/place/6005398/af3c140d-6448-4a00-9ca4-43cb22b4b44b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £750 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected #### Your Cheshire Holiday When an adventure in the city is calling your name, answer it with a Cheshire holiday package. With all your travel needs taken care of before you go, all you have to do here is focus on enjoying yourself. Like to explore your new surroundings? [Mount Greylock](https://www.expedia.co.uk/Mount-Greylock-Adams.d6091829.Attraction), [Mount Greylock State Reservation](https://www.expedia.co.uk/Mount-Greylock-State-Reservation-Massachusetts.d637217485842313216.Attraction) and [East Hoosac Quaker Meetinghouse](https://www.expedia.co.uk/East-Hoosac-Quaker-Meetinghouse-Adams.d553248621561173644.Attraction) are just a few of the best places to visit during a trip to Cheshire. Don't delay visiting this destination any longer. The ultimate Cheshire holiday is a few quick clicks away with Expedia. ## Top Cheshire flight + hotel deals Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A lobby with a reception desk, seating area, and a fireplace.](https://images.trvl-media.com/lodging/3000000/2060000/2053500/2053483/b2710969.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A hotel room with a sofa, a bed, a desk, and a large window.](https://images.trvl-media.com/lodging/3000000/2060000/2053500/2053483/e99a6f8f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **27 Dec - 30 Dec** ### [Hyatt Place Saratoga Malta + Flight](https://www.expedia.co.uk/go/package/search/FlightHotel/2026-12-27/2026-12-30/?FromAirport=SIN&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2053483&dealMarker=&paandie=true&cabinClass=e) Ballston Spa 3 nights **9.0/10** \- Wonderful (1,104 reviews) Return • Singapore (SIN) - Albany (ALB) SIN - ALB • 2 stops ALB - SIN • 2 stops [~~£1,409~~](https://www.expedia.co.uk/) **£1,386** per traveller found 1 day ago - ![A covered walkway with white columns and hanging flower baskets, leading to a building with a dark roof.](https://images.trvl-media.com/lodging/15000000/14720000/14710900/14710814/7492957e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A hotel with a covered outdoor area, a parking lot, and a well-maintained garden.](https://images.trvl-media.com/lodging/15000000/14720000/14710900/14710814/3c91af98.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **27 Dec - 30 Dec** ### [Saratoga Casino Hotel + Flight](https://www.expedia.co.uk/go/package/search/FlightHotel/2026-12-27/2026-12-30/?FromAirport=SIN&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14710814&dealMarker=&paandie=true&cabinClass=e) Saratoga Springs 3 nights **9.4/10** \- Exceptional (1,104 reviews) "Our reservation came with 2 free drink tickets to use at any casino bar, however I wasn’t allowed to order a glass of prosecco or champagne..the tix went into the garbage. It wasn’t like I was ordering top shelf." Reviewed November 12, 2026 Return • Singapore (SIN) - Albany (ALB) SIN - ALB • 2 stops ALB - SIN • 2 stops [~~£1,489~~](https://www.expedia.co.uk/) **£1,397** per traveller found 1 day ago - ![A brick building with a porch, outdoor seating, and bicycles.](https://images.trvl-media.com/lodging/1000000/920000/910400/910352/620cac2b.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A brick building with a porch, potted plants, and a bicycle parked outside.](https://images.trvl-media.com/lodging/1000000/920000/910400/910352/9228e238.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **27 Dec - 30 Dec** ### [The Inn at Saratoga + Flight](https://www.expedia.co.uk/go/package/search/FlightHotel/2026-12-27/2026-12-30/?FromAirport=SIN&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=910352&dealMarker=&paandie=true&cabinClass=e) Downtown Saratoga Springs 3 nights **9.0/10** \- Wonderful (1,010 reviews) "Room was clean. Nice restaurant with entertainment" Reviewed November 12, 2026 Return • Singapore (SIN) - Albany (ALB) SIN - ALB • 2 stops ALB - SIN • 2 stops [~~£1,431~~](https://www.expedia.co.uk/) **£1,422** per traveller found 1 day ago ## Discover the most popular places to visit in Cheshire ### St Mary's of the Assumption Church Rating: 10.0/10 (1 review) This historic Catholic parish has served Cheshire's community since 1879, offering a serene space for reflection. Visit during religious holidays to experience special services in its traditional architectural setting. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665539) ## Cheshire Hotel Deals ### [Harbour House Inn](https://www.expedia.co.uk/Cheshire-Hotels-Harbour-House-Inn.h17326568.Hotel-Information) ![A large, two-story house with a front porch and a well-maintained garden with various flowers and shrubs.](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/bb79982b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 725 North State Road, Cheshire, MA, 01225, US - Location: 1.2 mi from Cheshire - Star rating: 3.5/5 - Guest rating: 9.8/10 (Exceptional, 58 reviews) - Price: £197, includes taxes & fees, 14 Dec - 15 Dec - Review: The hosts are lovely and focused on customer service. Delicious breakfast served at 8:30 with other amiable guests. A BNB is not a hotel, so if you are used to hotels you might miss some amenities, but compared to other BNBs this one is very nice and I would definitely stay there again. If you prefer a comfortable grandma vibe - antiques, quilts, hot fresh baked goods, creaky floors, a big porch (a bit of traffic noise though) this is the place for you! ### [Rodeway Inn](https://www.expedia.co.uk/Adams-Hotels-Rodeway-Inn.h32052899.Hotel-Information) ![A hotel room with a bed, two bedside lamps, a chair, a dresser, a mirror, and a painting on the wall.](https://images.trvl-media.com/lodging/33000000/32060000/32052900/32052899/571ba9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 99 Howland Ave, Adams, MA, 01220, US - Location: 6.6 mi from Cheshire - Star rating: 2/5 - Guest rating: 7.4/10 (Good, 285 reviews) - Price: £54, includes taxes & fees, 13 Dec - 14 Dec ### [Williamstown Motel](https://www.expedia.co.uk/Williamstown-Hotels-Williamstown-Motel.h2758858.Hotel-Information) ![A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758858/51c14a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 295 Main Street, Williamstown, MA, 01267, US - Location: 9.8 mi from Cheshire - Star rating: 2/5 - Guest rating: 9.2/10 (Wonderful, 369 reviews) - Price: £73, includes taxes & fees, 15 Nov - 16 Nov - Review: The room. Furniture is old, mattress is old. There was old clothing stuck between the wall and the mattress- I had to move it to look for car keys I thought fell in there....bathroom was clean. Small details like, why only two pillows??? ### [Vacation Village in the Berkshires](https://www.expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/76732b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 276 Brodie Mountain Rd, Williamstown, MA, 01237, US - Location: 6.5 mi from Cheshire - Star rating: 3/5 - Guest rating: 8.8/10 (Excellent, 2845 reviews) - Price: £76, includes taxes & fees, 15 Nov - 16 Nov - Review: Great place to relax ### [The Springs Motel](https://www.expedia.co.uk/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information) ![A patio area with outdoor furniture, a fire pit, and potted plants.](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/9722ad97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 94 U.S. 7, New Ashford, MA, 01237, US - Location: 4.7 mi from Cheshire - Star rating: 2/5 - Guest rating: 9/10 (Wonderful, 124 reviews) - Price: £88, includes taxes & fees, 10 Dec - 11 Dec ### [FairBridge Inn Express](https://www.expedia.co.uk/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information) ![A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 16 Cheshire Road, Pittsfield, MA, 01201, US - Location: 6.7 mi from Cheshire - Star rating: 2.5/5 - Guest rating: 5.4/10 (936 reviews) - Price: £60, includes taxes & fees, 15 Nov - 16 Nov ### [The Villager Motel](https://www.expedia.co.uk/Williamstown-Hotels-The-Villager-Motel.h2832172.Hotel-Information) ![A kitchen with a countertop, a refrigerator, and a window.](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/1fb7c9f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 953 Simonds Rd, Williamstown, MA, 01267, US - Location: 12.3 mi from Cheshire - Star rating: 2/5 - Guest rating: 8.8/10 (Excellent, 839 reviews) - Price: £58, includes taxes & fees, 1 Dec - 2 Dec ### [Cozy Corner Motel](https://www.expedia.co.uk/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.Hotel-Information) ![An outdoor seating area with Adirondack chairs and potted plants.](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/6df66696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 284 Sand Springs Rd. Rte 7, Williamstown, MA, 01247, US - Location: 12.2 mi from Cheshire - Star rating: 2/5 - Guest rating: 9.2/10 (Wonderful, 969 reviews) - Price: £66, includes taxes & fees, 16 Nov - 17 Nov 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. [See all properties in Cheshire](https://www.expedia.co.uk/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28®ionId=6005398&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Frequently Asked Questions ### How much does a Cheshire travel package cost? Be ready to book, because a getaway to Cheshire starts from an enticing £1,386\. When you bundle your flights, hotels and car rentals into a package, you'll score the lowest prices. ### If I'm not able to travel, can I cancel my Cheshire travel package? You sure can, and we're here to help. You may be able to cancel or change your Cheshire travel package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, visit our [Customer Service Portal](https://www.expedia.co.uk/service/?langid=1033) for further information. ### How do I get a cheap travel package to Cheshire? Just think of all the fun things you could do in Cheshire with a wad of extra cash in your wallet. Watch your savings stack up when you combine your travel bookings into a Cheshire travel package. You have plenty of choice with Expedia too. In fact, you can take your pick of more than 550 airlines and 1,000,000 hotels globally. Whether you're heading off with the family or travelling solo, planning a trip to Cheshire is better with a package. ### Does Expedia offer Book Now, Pay Later Cheshire holidays? We certainly do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in instalments. Simply click on the payment plan that suits best during checkout and take the stress out of budgeting for your next trip. Remember to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below: - Pay monthly holidays: Klarna has easy monthly payment plans that fit all budgets, so you can book that well-deserved holiday now. - Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna. - Low deposit holidays: When you come across an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your escape. ### Where should I stay in Cheshire? There's plenty to do in Cheshire, so spend your nights close to its top sights and allow yourself more time sightseeing. Mount Greylock State Reservation Visitor Centre is one spot to put on your must-see list. ### What are the top hotels in Cheshire? Reserve a room at [Boston Park Plaza](https://www.expedia.co.uk/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information). It's one of this area's most popular hotels. Another great option in Cheshire is [Embassy Suites Boston Logan Airport](https://www.expedia.co.uk/Boston-Hotels-Embassy-Suites-Boston-Logan-Airport.h908619.Hotel-Information). ### How far in advance should I book my Cheshire holiday? It can be tricky to know when the best time is to book your Cheshire trip. But generally the earlier you book, the lower the prices. In some cases, you can book your flights and hotels up to a year before departure. If you're considering a last-minute getaway, no need to panic! There are unbeatable deals posted on Expedia every day. ### What does an Expedia Cheshire travel package include? From flights and hotels to car rentals, Expedia can help you shape a Cheshire package that fits you. Holidaying for a week or two? Give some thought to a hotel, rental car and flight bundle. If you can only manage a quick getaway, an airfare and hotel deal could suit you better. Activities can also be added once you've made your booking. Our packages make it simple to plan and save. ### What should I know before booking a Cheshire travel package? Discover deals that match your budget with an Expedia package. Hotels, airfares, rental cars — we're a one-stop shop for all of them. You'll save precious cash just by bundling your bookings. Whether you're taking off on an adventure in the snow or sipping cocktails on a beach, your dream getaway is just a few clicks away. ### Can I choose my airline with a Cheshire 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 freedom to pick from available flights, hotels and activities that suit you. \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ## Other language versions ```yaml hreflang: x-default: https://www.expedia.com/Cheshire.d6005398.Destination-Travel-Guides id-ID: https://www.expedia.co.id/Cheshire.d6005398.Perjalanan en-HK: https://www.expedia.com.hk/en/Cheshire.d6005398.Travel en-US: https://www.expedia.com/Cheshire.d6005398.Destination-Travel-Guides en-NZ: https://www.expedia.co.nz/Cheshire.d6005398.Destination-Travel-Guides nl-NL: https://www.expedia.nl/Cheshire.d6005398.Vakantie-Stedentrips ```