Deals on vacations and trips to Middlefield

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

Hideaway Inn Lenox

2 out of 5
Price was $945, price is now $683 per person
$683
per person
Aug 30 - Sep 3
found 8 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and picnic area. A communal living room, a library, and a virtual front desk are also on offer.
The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
Save 100% on your flight
Price was $3,551, price is now $2,604 per person
$2,604
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
A sauna, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room, a picnic area, and free newspapers are also on offer.
The Perch Hotel

The Perch Hotel

2 out of 5
Price was $1,064, price is now $803 per person
$803
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
The Wiltwyck

The Wiltwyck

3.5 out of 5
Save 100% on your flight
Price was $968, price is now $738 per person
$738
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,438, price is now $1,101 per person
$1,101
per person
Aug 30 - Sep 3
found 8 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.

Top Middlefield hotels deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
$143 nightly
The price is $159 total per night
$159 total
Jul 12 - Jul 13
Total with taxes and fees
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.
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $169 total per night
$169 total
Jul 9 - Jul 10
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

2.5 out of 5
117 Conz St Northampton MA
Free Cancellation
$135 nightly
The price is $151 total per night
$151 total
Jul 29 - Jul 30
Total with taxes and fees
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
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
$181 nightly
The price is $202 total per night
$202 total
Jul 9 - Jul 10
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
$212 nightly
The price is $237 total per night
$237 total
Jul 22 - Jul 23
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Spa
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$183 nightly
The price is $205 total per night
$205 total
Jul 12 - Jul 13
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and express check-in are also on offer.
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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

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.
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Frequently asked questions

How much are vacation packages to Middlefield?
With vacation packages available from as low as $683, 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.

Photos of local treasures

Browse Middlefield vacation photos for more inspiration

A snow-covered forest with a stone bridge in the background.
A cascading waterfall over rocky terrain surrounded by dense forest.
A stone bridge over a river with greenery on the sides.
A rocky stream with cascading water surrounded by trees.
A tall, deteriorating concrete structure with multiple square openings and scattered debris.