Deals on vacations and trips to Middlefield

Save when you book Middlefield package deals

Choose two or more items and save on your trip:

Middlefield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $726, price is now $595 per person
$595
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Las Flores Villa

Las Flores Villa

5 out of 5
Price was $8,545, price is now $4,815 per person
$4,815
per person
Dec 3 - Dec 8
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New Haven (HVN)
This vacation home features an outdoor pool and a hot tub. Families will appreciate the playground and onsite laundry facilities. Enjoy the sauna and perks like free self parking.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,673, price is now $984 per person
$984
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $4,451, price is now $3,596 per person
$3,596
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Enjoy the gym and perks like free valet parking and free WiFi. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
Price was $745, price is now $620 per person
$620
per person
Dec 3 - Dec 8
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New Haven (HVN)
A golf course and an indoor pool are featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.

Top Middlefield hotels deals

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $126 total per night
$126 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $160 total per night
$160 total
Sep 13 - Sep 14
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pet friendly
Free WiFi
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Free Cancellation
Reserve now, pay when you stay
$150 nightly
The price is $173 total per night
$173 total
Sep 21 - Sep 22
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Pet friendly
Free WiFi
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Free Cancellation
$71 nightly
The price is $82 total per night
$82 total
Sep 14 - Sep 15
Total with taxes and fees
A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.
Pet friendly
Parking included
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd Hartford CT
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $109 total per night
$109 total
Sep 17 - Sep 18
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a terrace, and a garden are also on offer.
Pool
Breakfast included
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $106 total per night
$106 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Middlefield
View all properties
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)
You can do some window-shopping at Lyman Orchards during your visit to Middlefield. Take in the entertainment venues while you're in the area.
See properties

Frequently asked questions

How much are vacation packages to Middlefield?
Spoil yourself with a fulfilling travel experience in Middlefield with a vacation package starting from just $595. Booking your tours, hotels and flights with Travelocity is a piece of cake. On top of that, our great deals will leave you with more money in your pocket for fun activities.
Where can I get the best vacation package deals for Middlefield?
Walking away with an unbeatable package deal to Middlefield is a cinch with Travelocity. With around 400 partner airlines and 1,000,000 properties across the globe, you'll have loads of choice when picking your hotels and flights.
Why should I book my Middlefield vacation bundle via Travelocity?
We make traveling the world easy. Whether you're after an amazing new place to uncover or want to ensure you get the best price on offer, we're here to help. Our 24/7 customer support, top-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.
Can I save on my Middlefield car rental if I bundle it with a hotel or flight?
Sure can — bundle your hotel, car and flight into a Middlefield vacation package and you'll save tons. With so much to discover in the Middlefield area, having your own set of wheels will make exploring easy. Once you've slid into the driver's seat, get out on the wide open road and head toward Times Square, an unmissable attraction roughly 85 mi from Middlefield.
Which airport is best for Middlefield?
Bradley Intl. Airport (BDL) is 30 mi from downtown and is the starting point for many exciting adventures. Alternatively, MacArthur Airport (ISP) is 55 mi away from central Middlefield and Tweed - New Haven Regional Airport (HVN) is 20 mi away from central Middlefield.
What is there to do in Middlefield?
There's an undeniable magic as you roam the streets of Middlefield. Lake Beseck Beach and Black Pond State Wildlife Area are just a couple of famous sights that make this city so popular, so add them to your itinerary.
Where should I stay when visiting Middlefield?
The Cozy Lakefront Cottage #6 is popular with many visitors. Book as soon as possible to avoid missing out.

Photos of local treasures

Browse Middlefield vacation photos for more inspiration

A waterfall in a forested area with a rocky ledge and a calm pool at the base.
A waterfall cascading over rocks in a forested area.
A forest path with fallen autumn leaves and a stream.
A waterfall cascading over rocks in a forested area.
A row of blooming cherry trees in full bloom.