
Middlefield Holidays from £749
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

New Haven Inn
Reviewed on 24 Aug 2026



The Milestone Inn
Reviewed on 16 Aug 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

Motel 6 New Haven - Branford, CT
"Great experience my pet loved it and was very comfortable"
Reviewed on 25 Aug 2026

Holiday Inn Express Southington by IHG
"Housekeeping need to be fired. Rooms were beat up, dirty, hallways were beat up. Just a rundown place. The main floor was the only clean space"
Reviewed on 25 Aug 2026

Omni New Haven Hotel at Yale
Stay near popular Middlefield attractions
Lyman Orchards
Lake Beseck Beach
Beseck Lake
Indian Springs Golf Club
Black Pond State Wildlife Area
Lyman Meadow Golf Club
Lyman Orchards Sunflower Maze
Powder Hill Dinosaur Park
Frequently asked questions
Why should I book my Middlefield holiday with Expedia?
When is the best time of year to holiday in Middlefield?
What is the top hotel for my holiday in Middlefield?
How do I get a cheap holiday to Middlefield?
What should I do on my Middlefield holiday?
What is the best area to stay in when on holiday in Middlefield?
Do I need a visa for my Middlefield holiday?
What should I wear on my Middlefield holiday?
What does an Expedia Middlefield holiday include?
Does Expedia offer Book Now, Pay Later Middlefield holidays?
- 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?
* 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.











