Middlefield Holidays from £1,161
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
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.
Head of Pond House
£1,161
per person
1 Dec - 6 Dec
found 1 day ago
Return flight included
London (LHR) to New Haven (HVN)
10/10 Exceptional! (16 reviews)
This property was breathtaking. It was incredibly peaceful to just sit on the porch and listen to the birds with the view of the pond.
Anytime we needed anything. The staff was incredibly responsive.
Waking up to pastries every morning fresh from a local bakery was so wonderful!
I would recommend this cottage to anyone!
Reviewed on 9 Oct 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
The Capitol Hotel
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
£81
4 Nov - 5 Nov
includes taxes & fees
7.2/10 Good! (1,563 reviews)
"This was the dirtiest and scariest hotel that I have ever stayed in. Drunk people walking the streets and stumbling. Parking garage looked like nothing had been updated for years. The room looked out to a dump site. There were stains on the sheets and they said you would relax with the plush bedding. ..."
Reviewed on 9 Oct 2026
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
£106
27 Oct - 28 Oct
includes taxes & fees
9.2/10 Wonderful! (2,372 reviews)
"Large and spotless room with large windows; excellent location. Exceptional value!"
Reviewed on 9 Oct 2026
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
£58
3 Nov - 4 Nov
includes taxes & fees
7.6/10 Good! (1,044 reviews)
"The staff was not very helpful"
Reviewed on 10 Oct 2026
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.
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.
Lake Beseck Beach
This exclusive lakeside retreat offers Middlefield residents a peaceful swimming spot with clear waters. Reserve the beach pavilion for private gatherings while enjoying scenic views of Lake Beseck.
Beseck Lake
Commune with nature and explore the great outdoors at Beseck Lake during your travels in Middlefield. Discover the area's waterfalls and mountain views.
Indian Springs Golf Club
This scenic 9-hole course challenges players with blind shots and elevation changes across immaculate fairways. Enjoy a post-round meal at the Fairweather Cafe while overlooking the meticulously maintained grounds.
Black Pond State Wildlife Area
This tranquil wildlife area features a picturesque pond and scenic Mattabesett Trail with stunning overlooks. Explore by kayak from the boat launch or hike to the ridge for breathtaking sunset views.
Powder Hill Dinosaur Park
Walk among 200-million-year-old dinosaur footprints preserved in sandstone at Powder Hill Dinosaur Park. This free, open-air site offers a tangible connection to Connecticut's prehistoric past.
Lyman Meadow Golf Club
Two championship courses by legends Robert Trent Jones Sr. and Gary Player grace Connecticut's rolling hills. Enjoy strategic play on meticulously maintained fairways before unwinding at the on-site 1741 Pub & Grill.
Lyman Orchards Sunflower Maze
Enjoy an outing to Lyman Orchards Sunflower Maze during your stay in Middlefield. Discover the area's waterfalls and mountain views.
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.
* 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.
