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The Inn at Montchanin Village- Montchanin, DE
Although New Jersey may be widely known as the Garden State, I feel that title should definitely go to Delaware. Yes, Delaware, the small state that most people don't think much about- excluding Joe Biden, of course. Thanks largely to the DuPont family and its vast fortune, Delaware has a ridiculous number of insanely beautiful gardens, and several are located a mere stone's throw from the charming Inn at Montchanin Village.
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Auberge Du Vieux-Port- Montreal, QC
Auberge Du Vieux-Port in Montreal is housed in two 19th Century warehouses along the river in Montreal. There apparently are very quaint rooms at the hotel, with original stone walls, but we did not get one. Although we did had a lovely view of the river, our room itself was underwhelming, and left us questioning our hotel decision, despite the cozy common areas and attached bar.
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Old Mill Toronto Hotel & Tea Garden- Etobicoke, ON
To be clear, the Old Mill Hotel is not historic; opening on October 21, 2001, it is very much a modern property that caters to weddings. That said, the attached historic Tea House has charm and character for days, including some to lend to the adjacent hotel.
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Old Library Inn- Olean, NY
Boutique hotels and charming inns can be incredibly hard to find if they are not your destination. Sometimes, your journey only takes you past chain hotels or decrepit motels, that really aren't an option. Fortunately, just when I was about to admit defeat on my chosen route, I found the Old Library Inn.
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Chatham Bars Inn- Chatham, MA
Chatham Bars Inn personifies Old Cape Cod, or at least how I picture it. A stately shingled hotel, looking out over the water. A large grassy lawn, where late afternoon cocktails are consumed. A collection of cottages above windswept dunes. And, of course, a serene white sand beach.