Middlefield Vacation Packages
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Your Middlefield Vacation
Prepare to experience Middlefield on your terms with a custom Middlefield vacation package! Discovering the best parts of this captivating city is simple with a base in a neighborhood 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, organizing your ultimate tailored Middlefield vacation is a cinch with Expedia.
Top Middlefield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was CA $1,061, price is now CA $837 per person
CA $837
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8/10 Very Good! (1,001 reviews)
Comfortable for a nights stay. Close to nice restaurants and shopping.
Reviewed on May 21, 2026
Middlefield Hotel Deals
New Haven Hotel
229 George Street New Haven CT
The price is CA $186 per night from Jun 7 to Jun 8
CA $186
CA $213 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (2,140 reviews)
"Easy check in. Super clean hotel. Friendly staff."
Reviewed on May 25, 2026
The Capitol Hotel
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from May 26 to May 27
CA $129
CA $149 total
May 26 - May 27
includes taxes & fees
7.4/10 Good! (1,328 reviews)
"I booked a room here for one night all I need was a place to stay after a show but I didn’t even stay the night after seeing the conditions of the hotel. My room was on the 5th floor. There was mold on the bathroom ceiling. The room air conditioner smelt like mold and full of dust/dirt. The box spring ..."
Reviewed on May 24, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Jun 7 to Jun 8
CA $157
CA $181 total
Jun 7 - Jun 8
includes taxes & fees
8.8/10 Excellent! (1,311 reviews)
"Wonderful hotel. We booked a handicapped accessible room and it was great, with a walk- in shower with a bench."
Reviewed on May 25, 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.
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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.
