Middlefield Vacation Packages 2025 from $505

Middlefield flight + hotel vacation packages

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

Club Wyndham Bentley Brook

per person

Sep 1 - Sep 5

found 20 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Albany (ALB)

Ski-in/ski-out access and an outdoor pool are featured at this smoke-free hotel. Take advantage of ski storage on site, and enjoy snowboarding. Enjoy the indoor pool and perks like free self parking and free WiFi.

The Equinox Golf Resort & Spa

per person

Jul 21 - Jul 25

found 4 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

Microtel Inn & Suites by Wyndham Amsterdam

per person

Aug 1 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Albany (ALB)

A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.

The Manchester View

per person

Sep 1 - Sep 5

found 20 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Albany (ALB)

A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.

Microtel Inn by Wyndham Albany Airport

per person

Aug 1 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Albany (ALB)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Top Middlefield hotels deals

The Ellery

259 Elm Street, Northampton, MA

Free Cancellation

Reserve now, pay when you stay

Get rates

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden, a lobby fireplace, and a picnic area are also on offer.

Breakfast included

Pet friendly

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

Free Cancellation

Reserve now, pay when you stay

Get rates

This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Parking included

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Quality Inn & Suites Northampton - Amherst

117 Conz St, Northampton, MA

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Parking included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

190 Meadow Street, South Lee, MA

Free Cancellation

Get rates

This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.

Pool

Air conditioning

Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA

Free Cancellation

Reserve now, pay when you stay

Get rates

A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.

Breakfast included

Parking 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.

Popular places to visit

Skyline Trail

You can take time to visit Skyline Trail during your travels to Middlefield. Stroll along the area's lakeside, or simply savor its charming coffeehouses.

Frequently asked questions

How much are vacation packages to Middlefield?

With vacation packages available from as low as $505, it’s not necessary to wipe out your bank balance for your trip to Middlefield. Travelocity is here to help. Bundle up experiences, flights and hotels into a package and walk away with serious discounts. The more you book, the more you save.

Where can I get the best vacation package deals for Middlefield?

It’s simple — head to Travelocity. With no less than 400 air carriers and 1,000,000 properties worldwide, it’s easy to craft a Middlefield package deal that satisfies your wanderlust.

Why should I purchase my Middlefield vacation bundle via Travelocity?

Savings, support and a stress-free booking are just the beginning. Enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee, you know you’re getting the best deal available.

Will I save money on my Middlefield car rental if I bundle it with hotels and flights?

Absolutely — bundle your hotel, flight and car into a Middlefield vacation package and you can save plenty. With so many places to explore in the Middlefield area, having your own wheels will make exploring a breeze. Once you’re behind the wheel, turn up the stereo and make your way to Times Square, a top attraction around 120 mi from Middlefield.

Which airport is best for Middlefield?

Bradley Intl. Airport (BDL) is a main hub. You’ll find it around 35 mi southeast of Middlefield. Other options worth checking out are Albany Intl. Airport (ALB) (50 mi away from central Middlefield) and Hartford, CT (HFD-Hartford - Brainard) (45 mi away from central Middlefield).

What is there to do in Middlefield?

Skyline Trail should be at the top of your itinerary. Once you’ve crossed off this famous attraction, simply stroll the streets of Middlefield and learn what really makes this exciting city tick.

Where should I stay when visiting Middlefield?

The NEW! Sunday Farm - 1840’s Whaling Captain’s Estate is the number one choice of many visitors. Book soon before it’s too late.