BARTLETT PEAR INN
Former veep Dick Cheney and his wife, Lynne, have supped here

SLEEP We love that each of the five guestrooms are named and decorated to reflect a variety of pears. The Seckel Pear room is green and petite, but we like the big, brown-hued Bosc Suite for its king-size bed and separate sitting area.

DINE Chef Jordan Lloyd always wows us with his French-inspired cooking. Although he mixes up his menu weekly, this winter, look for roast game, waterfowl, quail [Mr. Cheney, take note], house-made Toulouse sausage, and braised short ribs, which Lloyd marinates in red wine for 10 days.

COST $145 to $295 per night, which includes breakfast. The Romantic Massage Package includes a night in a suite, champagne, and a couples’ 60-minute massage for $450. Easton, Md. 410-770-3300, http://www.bartlettpearinn.com

ATLANTIC HOTEL
Where Julia Roberts and Richard Gere filmed scenes from “Runaway Bride”

SLEEP Berlin’s grand dame received a much-needed face-lift since Julia and Richard’s days at the hotel. The Victorian charm remains, but everything is just a little fresher. Book Room No. 20, the Richard Gere Room, and you can slumber on the queen bed where the star did (or at least where his film’s character, Ike Graham, did).

DINE Drummer’s Café boasts a fireplace, velvet couches, dangling crystal chandeliers, and a well-stocked bar—all essentials to whiling away a cold winter’s night.

COST $55 to $250. The Victorian Romance package features two nights, dinner, and massages, $386. Culinary Country Getaway offers three nights, wine tastings, cooking classes, and brunch from $678 per couple. Berlin, Md. 410-641-3589, http://www.atlantichotel.com

TILGHMAN ISLAND INN
Led Zeppelin frontman Robert Plant spent several nights here in 2008

SLEEP Mr. Plant has good taste. We also like Room No. 12 for its gas fireplace, whirlpool tub, luxe linens, and great views of Knapps Narrows. Pet owners, take note: This is one deluxe accommodation where Fido is welcome to spend the night.

DINE Co-owner and executive chef David McCallum stirs the culinary pot at Isabel’s restaurant. His black-eyed pea cakes are a must-try. Look for special themed wine dinners and other culinary events throughout the off-season.

COST $125 to $250. Off-season packages include two nights, a four-course dinner for two and continental breakfast (or Sunday brunch) each morning, starting at $320. Tilghman Island, Md. 410-886-2141, http://www.tilghmanislandinn.com

INN AT 202 DOVER
Sandra Day O’Connor, the former Supreme Court justice, stopped by for dinner

SLEEP The five rooms in this grand 1874 home transport guests to Asia, England, and France. We like the huge khaki-colored Safari Suite for its bedroom fireplace and exotic bathroom, featuring an air-jet tub and faux elephant tusk vanity.

DINE The intimate Peacock Restaurant & Lounge is home to chef Mark Knipp, who honed his skills at The Inn at Little Washington. Knipp limits his menu to a selective half-dozen apps and entrees—including a comforting bison short ribs.

COST $224 to $379. The Winter Sweetheart Package includes two nights, dinner, and massages for two, $900. Family and Friends Sunday dinners, 4 to 7 p.m. include three courses for $29.95. Easton, Md. 410-819-8007, innat202dover.com

INN AT PERRY CABIN
Vince Vaughn crashed here while filming “Wedding Crashers”

SLEEP Let’s see, 78 rooms, five varieties to choose from… If a fireplace is mandatory, you’ll have to go with a Master Suite, which also nets you a separate sitting room and an Italian marble bathroom. Need to relax? Then hit the posh Linden Spa.

DINE Longtime chef Mark Salter may have departed (see Traveling Gourmet, page 57), but new toque Greg Brandberg has got A+ experience: His last gig was working for “Iron Chef” Morimoto’s namesake restaurant in Philly.

COST $265 to $515. See the website for the inn’s myriad packages, ranging from the $385 Gourmet Package (room, dinner for two, breakfasts) to the Linden Spa Package (room and $115 credit at the spa), $365. St. Michaels, Md. 866-278-9601, http://www.perrycabin.com