The winner and a guest will enjoy an overnight stay in an Executive Classic Room at the luxurious XV Beacon Hotel. Enjoy a delightful breakfast for two (up to $60) the next morning.

While in Boston enjoy a $150.00 gift card at Mooo Beacon Hill located in your hotel.

Fair Market Value- $745.00

Please note, the hotel reservation is subject to availability and blackout dates may apply (including May, Sept, Oct, 12/31 and 7/4). This certificate is non-transferable, must be presented upon check-in, and is valid until 11/22/2026.

Enjoy a luxurious getaway at the iconic Hilton Boston Park Plaza, where classic elegance meets modern comfort. This package includes a two-night stay in a spacious studio suite, offering stylish accommodations and stunning city views. Start each morning at Off the Common with a complimentary breakfast for two, and take advantage of the hotel's complimentary valet parking for a stress-free stay. Situated in the heart of Boston, the Park Plaza puts you within walking distance of the city's best attractions, including the Boston Common, Newbury Street, and the historic Freedom Trail.

While in Boston enjoy a $150 gift card to Mistral Bistro.

Based on availability and applicable blackout dates. The certificate is non-transferable, must be presented at the time of arrival and expires on 11/22/2026.

Restaurant Gift Card may not be valid Friday or Saturday Evenings Valid one year from date of issue.

Enjoy a One Night Stay at Raffles Boston, in a Deluxe King Guestroom with Breakfast for Two at Long Bar & Terrace

Two-Night Stay at The Charles Hotel in a Suite with Breakfast for two at Henrietta's Table and Complimentary Overnight Parking.

Valid Through November 22, 2026

Subject to availability, blackout dates apply, excludes alcohol and gratuity.

Enjoy a two-night stay in a King Room at the stylish Bowery Hotel in Manhattan. Known for its warm, vintage-inspired decor, exceptional service, and prime location in the vibrant Bowery neighborhood, this boutique hotel offers a quintessential New York City experience.

While in NYC, enjoy a $100 gift card to Suprema Provisions, a stylish Greenwich Village spot which offers small plates, savory dishes, exemplary salumi and cheese boards, along with an outstanding wine and cocktail program.

One-night stay with breakfast for two at your choice of Red Jacket Resorts.

Based upon availability for midweek stays (Monday-Thursday) in a standard room at Red Jacket Resorts property.

Blackout dates not limited to (July, August, Holidays and weekends).

Expires October 31, 2026

Enjoy a two-night stay at Tourists Hotel. TOURISTS is a hotel and riverside retreat inspired by the classic American roadside motor lodge, set on the banks of the Hoosic River in the Berkshires city of North Adams. Their 46-room property is a union of design and nature, home to woodland trails, riverbank vistas, sculptural installations, and more. Using common, organic materials, your room is both haven and trailhead, connecting you with your vacation self and serving as a basecamp for adventure.

Expiration date: 11/21/2026

Subject to availability. Blackout dates may apply.

Enjoy a three-day, two-night stay mid-week for two people at Migis Lodge on Sebago Lake, Maine. For some, a stay at Migis means relaxing on the porch, sipping a drink, enjoying their many wellness activities, and watching the sunlight filter through the soaring pine trees. For others, Migis means exploring and discovering their wide range of family activities. You'll love their spectacular waterfront, with waterskiing, canoeing and kayaking, sailing, and fishing, and land activities such as tennis at our three Har-Tru tennis courts, disc golf course, and pickleball or basketball. Includes 3 meals per day; activities and use of all facilities. Valid forJune, September or October.

This gift certificate does not expire.

Beverages from the bar, boats with motors, massage and gratuity not included.

Two night stay at the Faraway, Martha's Vineyard (a Michelin Key award winner), in a Kelly House Standard King Midweek (arrival Sunday-Wednesday) and food and beverage credit for $100 to be used at Pelican Club or Newes from America. Based upon availability at the time of booking. Not applicable over a holiday period (Memorial Day Weekend, 4th of July, Labor Day), Special Event periods (film festival, Christmas in Edgartown, and other special event periods) or other restricted dates as determined by the hotel.

Enjoy a luxurious one-night stay in a Deluxe King Room at the award winning Ocean House in Watch Hill, Rhode Island. Experience this iconic seaside resort during its most peaceful time of year, with cozy coastal charm, world-class dining, and stunning ocean views.

Valid Nov 2025 through April 2026.

Subject to availability, excluding holidays, holiday weekends and blackout dates.

Enjoy a one-night stay in one of the luxurious guest rooms at The Lenox, a historic hotel in the heart of Boston's Back Bay. Parking and breakfast for two in Willow & Ivy also included.

Fair Market Value-$500.00

Hotel reservations based on availability, blackout dates and restrictions may apply. Expires: 11/22/2026.

Enjoy a one-night stay and Champagne Brunch or High Tea for two at the Inn at Hastings Park, Lexington, MA.

Perfectly nestled in Lexington, Massachusetts, just 15 miles outside Boston, the Inn at Hastings Park provides unrivaled hospitality and exceptional culinary experiences. The Boston area's only Relais & Chateaux property, the Inn features stylishly luxurious accommodations that celebrate Lexington's historic heritage with a contemporary American aesthetic. Come and enjoy an immersive food and wine destination unlike any other in New England.

Reservation request valid for Friday and Saturday stays based on availability.

Blackout dates apply. Expires: July 2026

Enjoy a one-night stay with dinner at this beautifully restored former church in historic Sandwich Village. The Belfry Inn & Bistro offers unique accommodations and acclaimed dining in a setting full of Cape Cod charm.

Excludes holidays and Saturdays.

Enjoy a luxurious one-night stay in a Deluxe Guest Room at the Mandarin Oriental, Boston located in the heart of Back Bay. Your stay includes complimentary breakfast for up to two guests.

Expires: November 23, 2026

Enjoy a one-night stay with waterpark passes at the fun and family-friendly Margaritaville Cape Cod in Hyannis. Relax in coastal-inspired comfort and dive into adventure at the resort's exciting indoor waterpark.

Subject to availability and blackout dates may apply.

Enjoy a one-night stay with complimentary parking at Hotel Commonwealth, Boston's iconic Kenmore Square hotel, just steps from Fenway Park.

Based on availability and applicable blackout dates. The certificate is non-transferable, must be presented at the time of arrival and expires on 11/22/2026.