A stone tower with a metal gate, surrounded by trees and a stone wall.

Cheshire Hotels from S$94

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22 Aug - 23 Aug
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23 Aug - 24 Aug
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28 Aug - 30 Aug
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4 Sept - 6 Sept

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Our top choices for Cheshire hotels

1. Cheshire Welcome Inn

Cheshire Welcome Inn
Cheshire
United States
Carol
S$130
includes taxes & fees
24 Aug - 25 Aug
Cheshire Welcome Inn

2. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
Southington
United States
Danny
S$166
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Cheshire - Southington by IHG

3. Quality Inn Waterbury East

Quality Inn Waterbury East
Waterbury
United States
Chelsea
S$135
includes taxes & fees
30 Aug - 31 Aug
Quality Inn Waterbury East

4. Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
Wallingford
United States
Thierry
S$183
includes taxes & fees
6 Sept - 7 Sept
Fairfield by Marriott Inn & Suites Wallingford New Haven

5. Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
Wallingford
United States
Timothy
S$210
includes taxes & fees
7 Sept - 8 Sept
Homewood Suites by Hilton Wallingford-Meriden

6. Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
Waterbury
Canada
Neliniewattie
S$130
includes taxes & fees
23 Aug - 24 Aug
Courtyard by Marriott Waterbury Downtown

7. Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
Meriden
United States
George
S$156
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express & Suites Meriden by IHG

8. Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East
Meriden
United States
Sharmarie
S$132
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn & Suites Meriden East

9. Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
Wallingford
United States
Daylene
S$202
includes taxes & fees
6 Sept - 7 Sept
Hilton Garden Inn Wallingford/Meriden

10. Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
Wallingford
United States
Marjory
S$213
includes taxes & fees
13 Sept - 14 Sept
Courtyard New Haven Wallingford

11. Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
Southington
United States
LAWRENCE
S$130
includes taxes & fees
23 Aug - 24 Aug
Days Inn by Wyndham Southington

12. Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
North Haven
United States
Katie
S$156
includes taxes & fees
13 Sept - 14 Sept
Clarion Inn North Haven - New Haven North

13. Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
Berlin
United States
Veronica
S$153
includes taxes & fees
26 Aug - 27 Aug
Best Western Plus New England Inn & Suites

14. Hampton Inn Waterbury

Hampton Inn Waterbury
Waterbury
United States
Christina
S$172
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Waterbury

15. Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
Southington
United States
Stephenie
S$202
includes taxes & fees
6 Sept - 7 Sept
Homewood Suites by Hilton Southington, CT

16. Red Roof Inn Meriden

Red Roof Inn Meriden
Meriden
United States
David
S$117
includes taxes & fees
6 Sept - 7 Sept
Red Roof Inn Meriden

17. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
Southington
United States
Rodwell
S$139
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Southington by IHG

18. Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
Naugatuck
United States
Curtis
S$128
includes taxes & fees
6 Sept - 7 Sept
Comfort Inn Naugatuck-Shelton, CT

19. Residence Inn by Marriott Southington

Residence Inn by Marriott Southington
Southington
United States
Anne
S$222
includes taxes & fees
7 Sept - 8 Sept
Residence Inn by Marriott Southington

20. Whitney Inn & Suites

Whitney Inn & Suites
Hamden
United States
Judy
S$145
includes taxes & fees
26 Aug - 27 Aug
Whitney Inn & Suites
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Stay near popular Cheshire attractions

Roaring Brook Park

8.4/10 (12 reviews)
Connecticut's tallest single-drop waterfall cascades dramatically 80 feet through lush woodland. Hike the moderate one-mile loop trail in spring for the most impressive water flow after seasonal rains.
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Maplecroft Plaza Shopping Center

8.6/10 (14 reviews)
Maplecroft Plaza serves local Cheshire residents with essential retail shops in a convenient setting. Browse the diverse stores during weekday mornings when the atmosphere is most relaxed and parking is plentiful.
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Barker Character, Comic and Cartoon Museum

7.0/10 (12 reviews)
Step back in time at this treasure trove of over 80,000 character toys and memorabilia from 1873 to today. Explore meticulously arranged exhibits that evoke nostalgia across generations of American pop culture.
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Cheshire Hollow Farm

8.4/10 (15 reviews)
This 94-acre working farm invites visitors to interact with pygmy goats, miniature horses, and other friendly animals. Experience nature hikes, scavenger hunts, and seasonal activities like pumpkin picking and hayrides.
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Lock 12 Historical Park

Discover America's canal history at Lock 12 Historical Park, home to the only intact lock from the 1828 Farmington Canal. Walk the heritage trail after exploring the lock-keeper's house and canal artefacts.
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Bartlem Park

8.6/10 (13 reviews)
This vibrant community hub offers sports fields, a playground, and the Cheshire Community Pool for active pursuits. Enjoy a family picnic in the pavilion area or time your visit for the annual Autumn Festival in September.
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Drazen Orchards

7.8/10 (10 reviews)
This family-owned orchard invites you to pick seasonal fruits straight from the trees since 1951. Savour the harvest experience with weekend wagon rides and farm-fresh treats at their charming stand.
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Quinnipiac Recreation Area

8.6/10 (14 reviews)
This 59-acre community park offers well-maintained fields for football, lacrosse, and in-line skating. Families can enjoy the pavilion's picnic areas while watching local sports events unfold.
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Learn more about Cheshire

Hikers and nature lovers flock to Cheshire's Farmington Canal Heritage Trail, where paved paths wind through scenic forests and historic landmarks. Families enjoy cooling off at Mixville Recreation Area's swimming pond in summer, while the annual Strawberry Festival offers local treats and community charm.

See all hotels in Cheshire
A stone tower with a metal gate, surrounded by trees and a stone wall.

Top Cheshire Hotel Reviews

The Capitol Hotel

The Capitol Hotel

8/10 Good
"Great location near the train and bus station; 2 minute walk and close to downtown for happy hour. While the decor is dated; the room was big with drawers, a closet with hangers and not hipster. It isn't a vacay hotel but it is certainly a location place. Breakfast was as good as most 3 star hotels."
Harvey 1-night trip
Posted 10 hours ago
The Capitol Hotel
Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"Great room, plenty of parking, good happy hour menu, and conveniently located off highway."
Andrea 1-night trip
Posted 12 hours ago
Wyndham Southbury
New Haven Hotel

New Haven Hotel

8/10 Good
"We loved the location of the hotel for a visit to Yale. There is a water dispenser near the lobby, complimentary coffee in the morning. The shower was beautiful! The $25 parking fee (with in and out privileges) seemed a bit steep. You could stay in the same parking house for $22+tax if you didnโ€™t need to leave. The hair dryer in the room was not in a good state (smelled burnt straight away) - but I forgot to follow that up. All in all a good place for a stopover in New Haven!"
Nicole 1-night trip
Posted 14 hours ago
New Haven Hotel
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"From desk staff was very polite and helpful. Even called when I went to lobby to make sure I didn't need anything. Great staff"
Jacqulin 1-night trip
Posted 22 hours ago
Courtyard by Marriott Waterbury Downtown
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

8/10 Good
"Room was nice and affordable"
Diego 1-night trip
Posted 1 day ago
Motel 6 New Haven - Branford, CT
Cheshire Welcome Inn

Cheshire Welcome Inn

8/10 Good
"Comfortable bed, clean room. Could use a lick of paint and patching on the walls. Good for the price."
Carol 1-night trip
Posted 2 days ago
Cheshire Welcome Inn

More cheap stays in Cheshire

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT
S$94
6 Sept - 7 Sept
includes taxes & fees
7.4/10 Good! (1,012 reviews)
Motel 6 New Haven - Branford, CT
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

1341 Silas Deane Hwy Wethersfield CT
S$94
6 Sept - 7 Sept
includes taxes & fees
Motel 6 Wethersfield, CT - Hartford
Red Roof Inn Meriden

Red Roof Inn Meriden

10 Bee St Meriden CT
S$117
6 Sept - 7 Sept
includes taxes & fees
Red Roof Inn Meriden
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

120 Laning St Southington CT
S$139
7 Sept - 8 Sept
includes taxes & fees
Holiday Inn Express Southington by IHG
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

185 Brainard Rd Hartford CT
S$156
20 Sept - 21 Sept
includes taxes & fees
Best Western Hartford Hotel & Suites
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT
S$166
30 Aug - 31 Aug
includes taxes & fees
Best Western Executive Hotel Of New Haven - West Haven

Find out more about Cheshire

Top reasons to visit Cheshire

  • Scenic Outdoor Activities: Enjoy the beautiful Cheshire Cycleway and the picturesque Welsh Hills for outdoor adventures.
  • Cultural Experiences: Explore local theatres and educational attractions for a rich cultural immersion.
  • Charming Neighbourhoods: Stroll through historic areas where architecture meets scenic landscapes.
  • Relaxing Accommodations: Choose from pet-friendly and LGBTQIA welcoming lodging options for a comfortable stay.
  • Local Nightlife: Experience the friendly atmosphere and unwind with locals in the evenings.

Find great hotels near Cheshire

Discover a variety of accommodation options in Cheshire, Connecticut, designed to meet the needs of every traveller. Whether you prefer a comfortable hotel or a cosy motel, the area boasts pet-friendly and LGBTQIA welcoming establishments. With a focus on business-themed amenities, Cheshire hotels provide a welcoming atmosphere for both leisure and corporate guests. Enjoy your stay in this charming New England town while experiencing the warm hospitality and diverse lodging choices available.

  • Clarion Inn: Clarion Inn is a welcoming 3-star hotel located 12.9km from Cheshire, ideal for those seeking a business-oriented retreat with a progressive touch. This property is LGBTQIA-friendly and offers a variety of amenities tailored for business travellers, including a Business Centre, Conference Space, and multiple Meeting Rooms. The hotel also embraces a pet-friendly policy, allowing dogs and cats on-site with certain restrictions. With a commitment to inclusivity, Clarion Inn is a perfect choice for both work and leisure, ensuring a comfortable stay for all guests.
  • Courtyard by Marriott Waterbury Downtown: Situated 11.3km from Cheshire, Courtyard by Marriott Waterbury Downtown is a stylish 3-star hotel perfect for those who appreciate a modern atmosphere and an LGBTQIA-friendly environment. This hotel features contemporary rooms designed for comfort and relaxation, making it an excellent base for exploring the attractions of Waterbury. Guests will enjoy the warm hospitality and thoughtful amenities, providing a convenient and enjoyable experience that caters to both leisure and business needs.
  • Omni New Haven Hotel at Yale: Located 22.5km from Cheshire, the Omni New Haven Hotel at Yale is a distinguished 4-star property that caters to families, business travellers, and pet owners alike. This hotel boasts comprehensive business facilities, including a Business Centre, Conference Space, and multiple Meeting Rooms, making it an ideal choice for corporate guests. Additionally, families will appreciate amenities such as free cribs and a focus on child-friendly services. The hotel's pet-friendly policy allows dogs and cats, ensuring that your furry companions are welcome too. With its elegant atmosphere and diverse offerings, Omni New Haven promises a memorable stay for all.

Where to stay near Cheshire

Cheshire offers a delightful mix of family-friendly activities, cultural experiences, and picturesque locations. Explore the charming neighbourhoods, where historical architecture meets scenic landscapes, perfect for leisurely strolls. Nearby, the lush Welsh Hills provide a stunning backdrop for outdoor adventures. In the evenings, indulge in the local nightlife, where friendly locals and a relaxed atmosphere await. Whether you're seeking romance or family fun, Cheshire promises an unforgettable vacation experience.

  • Meriden: Situated a mere 9.7km from Cheshire, Meriden is a charming city that offers a delightful mix of family-friendly activities, cultural experiences, and outdoor adventures. With peak visitor numbers in April, July, and September, the town is a fantastic destination for year-round exploration. Visitors can enjoy a variety of attractions, including a historic college university, an engaging theme park, and a scenic golf course. The city's vibrant theatre scene and educational venues provide ample opportunities for cultural immersion, making Meriden a must-visit for those seeking a well-rounded travel experience.
  • Waterbury: Located 11.3km from Cheshire, Waterbury is a lively city perfect for families and adventure enthusiasts alike. With visitor peaks in April and from June to July, this dynamic destination boasts numerous outdoor activities and exciting attractions. Families can revel in the thrills of the local amusement park or cool off at the nearby waterpark. Education remains a focal point here, with various learning centres and programs available. Waterbury's rich history and vibrant community make it an excellent stop for anyone looking to combine fun with exploration.
  • Wallingford: Just 9.7km away from Cheshire, Wallingford is a delightful city renowned for its cultural charm and romantic atmosphere. The town attracts visitors primarily in April, July, and September, offering a rich tapestry of experiences for families and couples alike. Wallingford is home to several educational venues, theatres, and golf courses, ensuring varied entertainment options. Nearby landmarks, including historic and modern college universities and event conference venues, enhance the town's appeal. With its blend of culture and leisure, Wallingford is a perfect addition to your travel itinerary.

Things to do in and around Cheshire

Cheshire, Connecticut, is perfect for family-friendly and cultural outdoor holidays. Visitors can enjoy a range of activities including exploring the Cheshire Cycleway, unwinding at local spas, and playing a round at nearby golf courses. Additionally, the area boasts educational attractions and theatre performances, making it an ideal destination for a well-rounded vacation experience.

Shopping

Cheshire offers delightful shopping experiences with the Maplecroft Plaza Shopping Center right in town, boasting a lively atmosphere. Nearby, the Brass Mill Center and Westfield Meriden, both around 6 to 11.3km away, provide a broader range of entertainment and shopping options if you're up for a drive.

Recreation

At Hubbard Park, enjoy serene walks amidst lush greenery, perfect for relaxation. The Cheshire Golf Course offers a refreshing outdoor experience with its well-maintained fairways and scenic views. Meanwhile, Falcon Field provides an energetic atmosphere for sports enthusiasts, making it ideal for active recreation.

Adventure

Powder Ridge Mountain Park and Resort, located 14.5km from Cheshire, offers exhilarating skiing and snowboarding experiences amidst stunning winter landscapes. For karting enthusiasts, Checkered Flag Raceway, situated 17.7km away, provides adrenaline-pumping races. Enjoy the scenic trails of Shade Swamp Sanctuary, 22.5km from Cheshire, perfect for hiking and outdoor exploration.

Nightlife

For a memorable evening in Cheshire, catch a show at the Toyota Oakdale Theatre, just 8.0km away, offering a blend of culture and romance. Alternatively, enjoy some fun at Crystal Bees, 14.5km away, for adventurous arcade excitement, or unwind at Cinemark North Haven, 16.1km away, perfect for a cinematic experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Cheshire

To save money on your trip to Cheshire, consider visiting between December and February when accommodation prices are lower. Opt for a stay on Mondays for the best rates, as Saturdays tend to be the priciest. Use Expedia's search tool to filter by budget and hotel type, enabling you to find eco-friendly options. Additionally, bundling your hotel, flights, and activities can lead to substantial savings. Take advantage of free activities in the area to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Cheshire are December to February, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Cheshire is Monday. The most expensive day to stay in Cheshire is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to specify your budget, preferred location, and additional preferences. You can arrange your search results to display prices from lowest to highest, ensuring that the most affordable hotels appear at the top. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save on costs by combining your Cheshire hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Cheshire

Cheshire, Connecticut, offers a delightful blend of family-friendly, cultural, and outdoor activities. Visitors can explore urban parks, historic colleges and universities, and national state parks. The area is perfect for those seeking a rich cultural experience and outdoor adventures. Don't miss the chance to visit the historic town of Chester for additional charm and points of interest.

  • Choate Rosemary Hall: This modern college boasts an impressive campus just 9.7km from Cheshire, offering a vibrant atmosphere infused with city vibes. Enjoy the contemporary architecture and the dynamic student life that reflects its prestigious educational standards.
  • Panthorn Park: Located 8.0km away, this urban park is perfect for families seeking outdoor fun. With its lush greenery and playgrounds, Panthorn Park provides a serene escape, blending city vibes with nature.
  • Wesleyan University: A historic college situated 22.5km from Cheshire, Wesleyan University is rich in culture. Explore its stunning architecture and participate in various cultural events that celebrate the arts and education.

Best time to go to Cheshire

The best time to visit Cheshire can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Cheshire falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Cheshire falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January29.1ยฐF (-1.6ยฐC)Light RainMostly SunnyAverageSlightly Low
February30.7ยฐF (-0.7ยฐC)Light RainMostly CloudyAverageSlightly Low
March37.9ยฐF (3.3ยฐC)Light RainMostly SunnyAverageAverage
April48.7ยฐF (9.3ยฐC)Light RainMostly SunnySlightly HighAverage
May59.2ยฐF (15.1ยฐC)Light RainMostly SunnyAverageSlightly High
June67.5ยฐF (19.7ยฐC)Light RainMostly SunnySlightly HighSlightly High
July74.3ยฐF (23.5ยฐC)Light RainMostly SunnySlightly HighAverage
August72.7ยฐF (22.6ยฐC)Light RainMostly SunnyAverageAverage
September65.8ยฐF (18.8ยฐC)Light RainMostly SunnyAverageAverage
October55.0ยฐF (12.8ยฐC)Light RainMostly SunnySlightly LowSlightly High
November43.3ยฐF (6.3ยฐC)Light RainMostly SunnySlightly LowAverage
December35.4ยฐF (1.9ยฐC)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Cheshire

Cheshire, Connecticut, is conveniently served by several major airports. Bradley International Airport (BDL) in Hartford is located 49.9km away, with nearby hotels including the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the terminal. Oxford Airport (OXC) is closer at 19.3km and features the 3.5-star Heritage Hotel, Golf, Spa & Conference Center, situated 8.0km away. For those considering a longer journey, Westchester County Airport (HPN) in White Plains is 51.6kms from Cheshire, with options like The Opus Westchester, a 5-star hotel just 6.4km from the airport, providing convenient transport services.

Frequently asked questions

What's the best place for a stay in Cheshire?
Based on Expedia's traveller preferences, Cheshire Welcome Inn is a top place to stay in Cheshire. Other good options for your stay in the area are Motel 6 New Haven - Branford, CT and Holiday Inn Express Southington by IHG. See all available top hotels, or vacation rentals in Cheshire.
If I need to cancel my hotel reservation in Cheshire, will I receive a refund?
Yes! The majority of hotel bookings are refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Cheshire.
What's the best LGBTQ-friendly place to stay in Cheshire?
Holiday Inn Cheshire - Southington by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and sofa beds. See all available hotels listed as LGBTQ-friendly in Cheshire.
What are some accommodation options with pools in Cheshire?
Holiday Inn Express Southington by IHG: Provides a snack bar/deli, a seasonal outdoor pool and buffet. Best Western Executive Hotel Of New Haven - West Haven and Best Western Hartford Hotel & Suites are a couple of other choices that feature an on-site pool. View all hotels with pools in Cheshire.
How is it to stay in Cheshire?
Visitors to Cheshire will definitely enjoy the restaurants. Tourists can also enjoy the city's waterfalls and shopping. In Cheshire, there are 5 hotels and other accommodation options to choose from. Find out more about Cheshire.
What should I see while I'm in Cheshire?
Favorite family attractions include Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm. Natural beauty is on display at Drazen Orchards, Bartlem Park and Roaring Brook Park. A couple of additional sights to add to your itinerary are Maplecroft Plaza Shopping Center and Lock 12 Historical Park. Take a look at what more there is to see and do in Expedia's Cheshire guide.
What's the seasonal weather like in Cheshire?
The hottest months are usually July and August, with an average temperature of 21ยฐC, while the coldest months are January and February, with an average of 1ยฐC. Average annual precipitation for Cheshire is 1374 mm.

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