Middlefield Holidays
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Top hotels in Middlefield
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
€64
3 Sept - 4 Sept
includes taxes & fees
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
€91
30 Aug - 31 Aug
includes taxes & fees
Omni New Haven Hotel at Yale
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
€141
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (1,077 reviews)
"It’s a solid ."
Reviewed on 7 Aug 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.
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.
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.
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.
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 Orchards Corn Maze
Enjoy an outing to Lyman Orchards Corn Maze during your stay in Middlefield. Discover the area's waterfalls and mountain views.
Frequently asked questions
How much does a Middlefield holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Middlefield costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Middlefield?
The off-season is the best time to travel to Middlefield if you're trying to keep costs down. Another tip for scoring cheap Middlefield holiday packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Middlefield?
Middlefield holidays come in all shapes and sizes, but to really sink your teeth into this place, we'd say 4 days is a good ballpark. With this timeframe, you can fit in top sights like Indian Springs Golf Club and Lyman Meadow Golf Club and seek out some underrated spots. Don't forget to visit cool neighbourhoods such as Washington Street Historic District and Main Street Historic District either. If you're clever with your time, you can even allow for a day trip from Middlefield too.
Is it worth booking a holiday package to Middlefield?
Whether you'd like to visit top attractions like Lake Beseck Beach and Black Pond State Wildlife Area on your Middlefield holiday, or coming for its excellent skiing, nature and family-friendly attractions, there's something for everyone here. With so much to do, you'll soon find out why so many travellers think Middlefield is a good holiday destination.
How to find the best Middlefield package deals?
Use Expedia's filters to help you find some terrific Middlefield package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Middlefield package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Middlefield holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and accommodation individually. Better still, you can personalise your Middlefield escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Middlefield?
If you're considering a spur-of-the-moment Middlefield getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Middlefield?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Middlefield.
- Plan your budget wisely: Besides the price of your stay, you'll need to factor in other expenses. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that could crop up during your trip to Middlefield.
- Decide how many days away: Start by listing all the activities and attractions you'd like to experience in Middlefield. Then, estimate how long you'll need for each, including any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Middlefield holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
