Cheshire Trips (flight + hotel)

Photo by Tai Bui
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to P 3,500 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Cheshire

The Capitol Hotel, Ascend Hotel Collection
The Capitol Hotel, Ascend Hotel Collection
3 out of 5
440 Asylum St, Hartford, CT
Fully refundable
The price is P4,665 per night from 27 Oct to 28 Oct
P4,665
per night
27 Oct - 28 Oct
7.2/10 Good! (882 reviews)
"The charge me 25 for parking which is ridiculous"

Reviewed on Sep 19, 2024

The Capitol Hotel, Ascend Hotel Collection
Holiday Inn Cheshire - Southington, an IHG Hotel
Holiday Inn Cheshire - Southington, an IHG Hotel
3 out of 5
64 Knotter Dr, Cheshire, CT
Fully refundable
The price is P6,168 per night from 16 Oct to 17 Oct
P6,168
per night
16 Oct - 17 Oct
8.2/10 Very Good! (907 reviews)
"We stayed with a baby for one night while traveling. Booked the room four hours before we were showing up. It was a great place to rest for the night. The staff was super kind and helpful. They had a pool, ice machine, fitness area and nearby grocery store and gas stations. Plenty of parking. The ..."

Reviewed on Sep 15, 2024

Holiday Inn Cheshire - Southington, an IHG Hotel
Cheshire Welcome Inn
Cheshire Welcome Inn
2.5 out of 5
1106 S Main St., Cheshire, CT
The price is P5,500 per night from 15 Oct to 16 Oct
P5,500
per night
15 Oct - 16 Oct
8.4/10 Very Good! (608 reviews)
"Good place to stay for a night or two."

Reviewed on Sep 28, 2024

Cheshire Welcome Inn
See all 1,069 properties in Cheshire
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.

Frequently asked questions

How much does a Cheshire vacation package cost?
We make it simple to travel the world, with Cheshire vacation packages starting from just . You’ll have the flexibility to combine your favorite airlines, hotels and car rental. For the ultimate getaway, why not add a couple of experiences and tours to your travel itinerary?
How do I get a cheap travel package to Cheshire?
Track down flights that suit your busy schedule, add a hotel to your booking and watch the savings grow with a Cheshire vacation package. It’s as easy as that! From flights and hotels to tours and rental cars, Expedia is your gateway to cheap travel. And with over 550 air carriers and 1,000,000 hotel options around the world to choose from, you’ll never be short of choice.
Where should I stay in Cheshire?
With so much to do in Cheshire, it makes sense to book a hotel close to its attractions. Cheshire Golf Course, Cheshire Hollow Farm and Bartlem Park are some popular ones to put on your must-see list.
What are the top hotels in Cheshire?
Whether you plan to stay for just one night or a week in Cheshire, you’ll get a good night’s sleep at Cheshire Welcome Inn. This place is a top pick for plenty of travelers.
How far in advance should I book my Cheshire vacation?
It all depends on the airline, but you can usually compare international fares on Expedia up to 12 months in advance. While it’s generally a good idea to book ahead of time, lucky travelers occasionally find a cheaper flight just weeks prior to the date of departure.
What does an Expedia Cheshire travel package include?
Hotels, flights and rental cars — we have them covered. With Expedia, you can shape your Cheshire travel package just how you like it. All you have to do is work out just what you need. Once you’ve made your booking, you can add extras like tours and activities. The more you bundle, the greater the savings!
What should I know before booking a Cheshire travel package?
When you book your hotels, flights and car rentals together, you’ll score terrific discounts. Whether you’re organizing a beach break in a villa or want to stay in a fancy hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Cheshire Expedia vacation package?
Yes — that’s one of the best things about an Expedia package. You get to decide. We have access to more than 550 airline partners all over the world, so you have lots of choice when creating your Cheshire trip.
If I'm not able to travel, can I cancel my Cheshire vacation package?
Yes, you can. We realize life happens, so we’re happy to help if you need to make changes to your Cheshire vacation package. It may be possible to cancel or amend your itinerary for free if you’ve booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

Popular places to visit

Image for Cheshire Hollow Farm

Cheshire Hollow Farm

Enjoy a stop at Cheshire Hollow Farm, an entertaining place to visit in Cheshire. Take in the theater scene in this romantic area.

Cheshire Hollow Farm
Image for Cheshire Golf Course

Cheshire Golf Course

Enjoy a round of golf in Cheshire at Cheshire Golf Course. Experience the entertainment venues and theater scene in this romantic area.

Cheshire Golf Course
Image for Barker Character, Comic and Cartoon Museum

Barker Character, Comic and Cartoon Museum

You can take time to visit Barker Character, Comic and Cartoon Museum during your travels to Cheshire. Experience the entertainment venues and theater scene in this romantic area.

Barker Character, Comic and Cartoon Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.