Middlefield Vacation Packages
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- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Middlefield Vacation
Our Middlefield vacation packages offer countless opportunities to indulge in new sights, sounds and smells. And with all the details worked out, you can breathe easy and enjoy your city getaway just like you deserve. Make your trip to Middlefield even more exciting by including some sightseeing. Glendale Falls, Skyline Trail and Chester Town Hall are some of the popular attractions you'll want to explore. Whatever your travel plans or budget, putting together the ultimate tailored Middlefield vacation is simple with Expedia.
Top Middlefield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Manchester View
Price was CA $1,202, price is now CA $1,062 per person
CA $1,062
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
9.4/10 Exceptional! (818 reviews)
Beautiful property, clean room, friendly staff. Will definitely be staying here again!
Reviewed on Mar 18, 2026
Hotel Brookmere & Arbor Spa
Price was CA $1,877, price is now CA $1,591 per person
CA $1,591
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Albany (ALB)
9.2/10 Wonderful! (271 reviews)
Located by the elevator was a bit noisy. Other than that, wonderful stay!
Reviewed on Mar 11, 2026
Hyatt Place Albany/Downtown
Downtown Albany
Price was CA $1,947, price is now CA $1,740 per person
CA $1,740
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Albany (ALB)
9/10 Wonderful! (1,519 reviews)
Wonderful staff and hotel! We would definitely stay again if we’re in the area.
Reviewed on Mar 29, 2026
Middlefield Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Apr 30 to May 1
CA $120
CA $165 total
Apr 30 - May 1
includes taxes & fees
9/10 Wonderful! (891 reviews)
Easy to book, clean room, close to entertainment and restaurants, has a pool and hot tub.
Reviewed on Mar 31, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Apr 5 to Apr 6
CA $128
CA $143 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (884 reviews)
Easy check-in, secure and clean
Reviewed on Mar 30, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
The price is CA $157 per night from Apr 5 to Apr 6
CA $157
CA $202 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (858 reviews)
Great place to enjoy with the whole family!!!
Reviewed on Mar 23, 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.
