Cheshire Historic District Holidays from £787

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Your Cheshire Historic District Holiday

When you organise a holiday package to Cheshire Historic District, you can relax and enjoy your escape knowing that all your travel plans are under control. Uncover the wonders of this amazing city while based in a neighbourhood like Prospect Hill, which is good for history. If a sightseeing tour is on the to-do list during your trip to Cheshire Historic District, look around leading attractions like Cheshire Golf Course, Cheshire Hollow Farm and Barker Character, Comic and Cartoon Museum. Don't delay your visit to this city any longer. Your dream Cheshire Historic District holiday is a couple of clicks away with Expedia.

Top Cheshire Historic District Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was £922, price is now £787 per person
£787
per person
19 Sept - 26 Sept
found 19 hours ago
Return flight included
London (LON) to New Haven (HVN)
7/10 Good! (929 reviews)
The Super 8 in Old Saybrook is located in a very convenient spot. The room in which I stayed was very clean, the bed was comfortable, and the air conditioning worked--so far, so good. The TV was terrible. The horrible reception made it almost unwatchable--there were fuzzy lines going across the screen, and the sound quality was muffled. The room had quite a few lamps, but not all of them worked.

Reviewed on 29 Jun 2026

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was £1,114, price is now £894 per person
£894
per person
19 Sept - 26 Sept
found 19 hours ago
Return flight included
London (LON) to New Haven (HVN)
8/10 Very good! (1,001 reviews)
While the staff were very friendly and helpful. The property itself was like strolling back into 1980. It was not at all what I was expecting to find upon my arrival. Things were clean enough, but very outdated. I will say that the bed was actually very comfortable. The impression I gathered from the website was that of abotuque bed and breakfast, which was not at all the case.

Reviewed on 3 Jul 2026

Head of Pond House

Head of Pond House

3 out of 5
Price was £2,321, price is now £1,966 per person
£1,966
per person
19 Sept - 26 Sept
found 19 hours ago
Return flight included
London (LON) to New Haven (HVN)
10/10 Exceptional! (7 reviews)

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
Price was £1,937, price is now £1,851 per person
£1,851
per person
19 Sept - 26 Sept
found 19 hours ago
Return flight included
London (LON) to New Haven (HVN)
9.6/10 Exceptional! (1,002 reviews)
Honestly the best low key resort for families driving from nyc. I’m gonna regret this review giving up the secret

Reviewed on 2 Jul 2026

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
Price was £972, price is now £932 per person
£932
per person
19 Sept - 26 Sept
found 19 hours ago
Return flight included
London (LON) to New Haven (HVN)
7.8/10 Good! (1,002 reviews)
Good stay accommodating, Staff

Reviewed on 30 Jun 2026

Cheshire Historic District Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Barker Museum, Cheshire Golf Course and Cheshire Hollow Farm

Top hotels in Cheshire Historic District

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is £102 per night from 26 Jul to 27 Jul
£102
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (2,195 reviews)
"Easy check-in and helpful staff. Only there over night as family member in Yale Hospital. Paring easy as was check out. Needs more charging ports."

Reviewed on 3 Jul 2026

New Haven Hotel
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd West Haven CT
Fully refundableReserve now, pay when you stay
The price is £89 per night from 12 Jul to 13 Jul
£89
12 Jul - 13 Jul
includes taxes & fees
8/10 Very good! (1,698 reviews)
"This was my second stay at this hotel. Good value. Good breakfast. Room was clean. Will stay here again."

Reviewed on 4 Jul 2026

Best Western Executive Hotel Of New Haven - West Haven
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is £130 per night from 13 Jul to 14 Jul
£130
13 Jul - 14 Jul
includes taxes & fees
8.6/10 Excellent! (1,041 reviews)
"Awesome place to stay. The people were so friendly. The rooms were spotless. The on-site restaurant was absolutely phenomenal."

Reviewed on 3 Jul 2026

Omni New Haven Hotel at Yale
See all 912 properties in Cheshire Historic District
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 Cheshire Historic District travel package cost?
From as low as £787. Yes, you read that correctly. Our Cheshire Historic District travel packages are a simple way to make your dollars go much further. Combine your favourite hotels, flights and rental car and get to know this top destination.
If I'm not able to travel, can I cancel my Cheshire Historic District travel package?
It's difficult to predict what the future holds, so it's comforting to know that you can change or cancel your Cheshire Historic District travel package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Cheshire Historic District?
Creating your own Cheshire Historic District travel package with Expedia is one of the best ways to save. We have access to more than 550 partner airlines and 1,000,000 properties throughout the world. With such an amazing range to pick from, you'll have no worries creating your next dream holiday.
Does Expedia offer Book Now, Pay Later Cheshire Historic District holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a terrific getaway without draining your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's easy monthly instalment plans. If paying just a little each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Pressing the "book now" button is much easier with this payment option. Just put down a small deposit on your booking and then start working on your travel plans.

Where should I stay in Cheshire Historic District?
With fascinating attractions like Cheshire Golf Course and Bartlem Park in this neighbourhood, try to find a hotel situated near them. Barker Museum is another sight in Cheshire Historic District that people flock to.
What are the top hotels in Cheshire Historic District?
Get your escape off to a great start by booking a stay at Holiday Inn Cheshire - Southington, an IHG Hotel. It's one of most sought-after properties in Cheshire Historic District. Another comfortable option is Cheshire Welcome Inn.
How far in advance should I book my Cheshire Historic District holiday?
It can be tricky to know when the best time is to book your Cheshire Historic District trip. But usually the earlier you book, the lower the prices. Sometimes, you can secure your flights and hotels up to 12 months before departure. If you're hoping for a last-minute getaway, no need to fret! There are fabulous deals announced on Expedia all the time.
What does an Expedia Cheshire Historic District travel package include?
It all boils down to what sort of escape you have in mind. Cheshire Historic District holiday deals can include car rentals, hotels and flights. You can mix and match to create the travel package that fits your needs. You can also add on activities and experiences after you've booked to pick up even bigger discounts.
What should I know before booking a Cheshire Historic District travel package?
Tailor deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we've got them all. You'll save a tidy sum just for bundling your bookings. Whether you're embarking on a winter snow adventure or kicking back on a warm beach, your dream holiday is just clicks away.
Can I choose my airline with a Cheshire Historic District Expedia travel package?
With a travel package, the choice is in your hands. Whether you're hoping to fly to Cheshire Historic District in economy or business class, simply select from the available airline options. Expedia has access to more than 550 partner airlines around the world.

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* 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.