3 Star AARP Member Hotels in Cheshire, Massachusetts

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Featured Cheshire 3 Star Hotels

Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
Vacation Village in the Berkshires
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
Life House Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The Red Lion Inn
Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
Hotel Downstreet, Ascend Hotel Collection
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Hotel On North
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3 out of 5
One West Street, Pittsfield, MA
Fully refundable
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The Constance, The Whitlock, & The Dewey By The Lenox Collection
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.

Three Star Hotel Guide for Cheshire, Massachusetts

There’s a reason 3-star AARP hotels in Cheshire are so incredibly popular. They combine comforting amenities and just-for-you service with some of the best rates and discounts around. And here at AARP Travel Center Powered by Expedia, we understand just what you’re looking for during your travels. We know perks like on-site restaurants and cocktail bars, pool access, and spacious rooms at 3-star economy AARP hotels in Cheshire, Massachusetts are certain to bring your post-retirement getaway from drab to fab without draining your savings.

Expedia and AARP have teamed up to present you with the some of the best rates around on three-star hotels for AARP members and seniors in Cheshire. We’re dedicated to providing you with the most inviting accommodations for your visits to see family and your monumental wedding anniversaries. Browse our Cheshire hotels with 3-stars for AARP members, where you’ll find cheap rates without compromising comfort and style.