Middlefield Holidays from £696

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Your Middlefield Holiday

Prepare to experience Middlefield on your terms with a custom Middlefield holiday package! Discovering the best parts of this captivating city is simple with a base in a neighbourhood such as Washington Street Historic District, which is great for history, among many other things. Wesleyan University, Powder Ridge Mountain Park and Resort and Brownstone Exploration & Discovery Park are just a few of the many sights you'll want to check out during your trip to Middlefield. No matter your travel plans or the size of your budget, organising your ultimate tailored Middlefield holiday is a cinch with Expedia.

Top Middlefield Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was £786, price is now £696 per person
£696
per person
31 Aug - 4 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to New Haven (HVN)
8/10 Very good! (1,001 reviews)
Ithe bathroom could be updated.

Reviewed on 8 Jul 2026

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was £796, price is now £741 per person
£741
per person
26 Aug - 30 Aug
found 4 hours ago
Return direct flight included
Manchester (MAN) to New Haven (HVN)
7/10 Good! (931 reviews)
We got in and had to wait nearly half an hour with small kids for the receptionist to show up to check us in. Then I was bitten by bed bugs.

Reviewed on 9 Jul 2026

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
Westbrook Center
Price was £1,119, price is now £1,068 per person
£1,068
per person
31 Aug - 4 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to New Haven (HVN)
8.8/10 Excellent! (1,000 reviews)
Beautiful property. Sunday Brunch was excellent. Staff is friendly.

Reviewed on 1 Jul 2026

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

3 out of 5
The Centre
Price was £802, price is now £767 per person
£767
per person
31 Aug - 4 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to New Haven (HVN)
9.6/10 Exceptional! (566 reviews)
Very clean rooms!

Reviewed on 9 Jul 2026

Liberty Inn

Liberty Inn

2 out of 5
Price was £786, price is now £761 per person
£761
per person
26 Aug - 30 Aug
found 4 hours ago
Return direct flight included
Manchester (MAN) to New Haven (HVN)
7.6/10 Good! (657 reviews)
Beautiful grounds, roses everywhere! Manager was very helpful and helped with some mail we had. The bed was comfortable and room was clean. There was a lack of tissues. Other than that our stay was good.

Reviewed on 5 Jul 2026

Middlefield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Toyota Presents Oakdale Theatre, Brownstone Exploration & Discovery Park and Dinosaur State Park

Top hotels in Middlefield

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 9 Aug to 10 Aug
£102
9 Aug - 10 Aug
includes taxes & fees
9.2/10 Wonderful! (2,212 reviews)
"Staff was very friendly"

Reviewed on 9 Jul 2026

New Haven Hotel
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 22 Jul to 23 Jul
£130
22 Jul - 23 Jul
includes taxes & fees
8.6/10 Excellent! (1,046 reviews)
"Overall a very good experience. The staff was helpful and friendly. They provided the room cleaning services every day during the stay, which was really good."

Reviewed on 5 Jul 2026

Omni New Haven Hotel at Yale
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Fully refundableReserve now, pay when you stay
The price is £63 per night from 4 Aug to 5 Aug
£63
4 Aug - 5 Aug
includes taxes & fees
7/10 Good! (1,211 reviews)
"Book for double twin. Was told since we checked in later in the night the room was given away. Room smelled moldy and the gap in the door at the bottom was at least 1/2 inch. Big enough for any bugs or small vermin to get through. Would not stay there again. Checked out as soon as I woke up and ..."

Reviewed on 7 Jul 2026

Motel 6 Wethersfield, CT - Hartford
See all 1,195 properties in Middlefield
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
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Stay near popular Middlefield attractions

Lyman Orchards

8.4/10 (5 reviews)
This 12th-generation family farm offers seasonal fruit picking and country charm since 1741. Wander through apple orchards, navigate corn mazes, or savour fresh-baked pies at the historic Apple Barrel market.
See properties

Frequently asked questions

Why should I book my Middlefield holiday with Expedia?
Choose Expedia to organise your next big break with ease, all in one place. Our top tip for getting a fabulous deal on a Middlefield retreat? Bundle your accommodation, airfares and/or car hire into a package holiday. Then add a few fun tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to panic if you have to switch up your travel agenda. Round-the-clock assistance with cancelling and amending your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Middlefield?
Middlefield is a popular place in June, July and August. If you don't like big crowds and prefer a calmer pace, book your trip for December, January and February. To give you an idea of what type of weather you can experience, the daytime average temperature in January, the coolest month in Middlefield, is -1ºC. The warmest period here is July, when temperatures reach around 23ºC.
What is the top hotel for my holiday in Middlefield?
Offering many of the conveniences and comforts of home, The Inn at Mystic will make an ideal base for your Middlefield trip.
How do I get a cheap holiday to Middlefield?
Bundle your flight and hotel bookings, toss in extras such as tours, and save with a Middlefield holiday. You won't just score wonderful discounts on your escape — you'll have loads of choice at your fingertips too. When you book with Expedia, you can select from more than 400 airlines and 321,000 properties worldwide. Your next grand adventure begins right here, right now! Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Middlefield holiday?
Ensure your holiday in Middlefield is an unforgettable one by taking in its best attractions. Wesleyan University, Toyota Oakdale Theatre, Choate Rosemary Hall and Powder Ridge Mountain Park and Resort are just a few of the things to put on your itinerary while you're in this city.
What is the best area to stay in when on holiday in Middlefield?
Middlefield has plenty of wonderful places to discover, such as Powder Ridge Mountain Park and Resort. Stay somewhere nearby and make sightseeing stress-free.
Do I need a visa for my Middlefield holiday?
Check the most up-to-date information on official government websites. Your nationality and whether you're travelling for business, leisure or study will determine if you require a visa for Middlefield. Find out about the application process, including the required documentation, fees and turnaround times. Start your application well in advance to allow plenty of time for processing. Some visas may take weeks or even months to go through, depending on the country.
What should I wear on my Middlefield holiday?
Do a little research into the types of clothing people in Middlefield wear, and maybe even check out fashion pages on social media for inspiration. Whatever your look, aim to create a versatile wardrobe full of pieces that suit your destination and show off your personal style. Pack your bags with confidence by checking the weather forecast in Middlefield. July brings the warmest temperatures, with daily averages of 23ºC, while January days average -1ºC, making it the coolest month.
What does an Expedia Middlefield holiday include?
Flights, hotels and car hires, or any combination of them — it's your pick! Whether you're exploring Middlefield with the entire family or adventuring solo, there's a bundle to match your style and budget. Once you've made your booking, why not add on a few activities? Private holiday homes and cottages are two popular property types in Middlefield. No matter your holiday style or size of your group, you can rely on Expedia for the freedom and flexibility to customise your escape.
Does Expedia offer Book Now, Pay Later Middlefield holidays?
Expedia has partnered with online lender Klarna to make booking your next getaway a little easier on the wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: If paying across multiple transactions is what works best for you, Klarna can help. Paying in convenient monthly instalments will make your getaway dreams come true.
  • No-deposit holidays: If no upfront fee for your trip makes pressing that "book now" button more stress-free, choose a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Middlefield Expedia holiday?
Expedia has access to more than 400 partner airlines globally, so you sure can! Simply pick your preferred carrier and create the perfect Middlefield trip.

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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.