Discover Six Exquisitely Restored Historic Inns: Timeless Luxury and Exclusive Deals
Windsor Mansion
Following a $1 million renovation, Windsor Mansion recaptures its 19th-century grandeur as the private estate of a Vermont senator that hosted three U.S. presidents. Its 17 classic guest rooms, converted from family chambers, feature four-poster beds, dark wood finishes, and many original wood-burning fireplaces. The 14-acre property offers sweeping views of the Cornish Hills, and Travel + Leisure hails nearby Windsor as a top Vermont fall foliage destination.
Exclusive Deal: Save 55% on stays through March, plus a welcome wine and cheese reception and brewery passes.
Old Inn on the Green
A longtime Travelzoo favorite, the Old Inn on the Green traces its roots to the 1760s as a Berkshires stagecoach stop. Now one of New England's most historic inns, it boasts authentically restored guest rooms and a renowned fine-dining restaurant serving Zagat-rated cuisine by candlelight, just as in centuries past.
Exclusive Deal: Save 60% on a two-night stay including daily breakfast, a three-course lunch, and a four-course dinner at the acclaimed restaurant.
Settlers Inn
Built on land once owned by William Penn and Declaration signer James Wilson, Settlers Inn opened in 1944 after the Depression and WWII. Its restoration honors the English Arts and Crafts movement with period details. Renowned for farm-to-table cuisine and on-site brews, it earns consistent praise from guests and top travel publications.
Exclusive Deal: Enjoy $45 in Travelzoo perks—lunch for two, Lake Region Fitness passes, room upgrade (subject to availability), early check-in/late check-out (subject to availability)—plus daily breakfast.
Monmouth Inn
A National Historic Landmark exemplifying antebellum architecture since 1818, Monmouth Inn—Mississippi's No. 1 Luxury Hotel and longest-held AAA Four-Diamond property—has been restored to its 1830s splendor. Guests enjoy full Southern breakfasts, afternoon hors d'oeuvres, and complimentary tours of the 26-acre grounds.
Exclusive Deal: Save over 45% on deluxe rooms through February, with fresh mint juleps and daily Southern breakfast.
Middlebury Inn
One of America's five oldest hotels, Middlebury Inn has welcomed guests for over 185 years. While expanded with modern annexes, the main building and Porter Mansion retain original hallways, front desk, and grand lobby. Rooms evoke Old World elegance with brass fixtures, marble fireplaces, and period moldings, as noted by the Montreal Gazette.
Exclusive Deal: Upgraded main inn stays at $144 per night through February.
Goodstone Inn and Restaurant
Dating to 1768, Goodstone Inn's 265-acre estate features intact historic structures across six guesthouses with just 18 rooms for intimate stays. Celebrated by Condé Nast Traveler, Wine Spectator, Forbes Travel, USA Today, and OpenTable's 100 Best Restaurants for Foodies, it was a 2016 Condé Nast Johansens Excellence Awards finalist.
Exclusive Deal: Over 50% off two-night stays through March, plus $25 dining credit and local winery tour for Travelzoo members.
