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Short days, shifting forecasts, and seasonal conditions make winter travel uniquely rewarding and occasionally unpredictable.

These 10 hotels are ready for it all and offer Weather Guarantees, so guests can enjoy their winter getaway with added peace of mind, no matter where the season takes them.

Alpine Winter Escape

Sunriver Resort — Sunriver, OR

A sprawling mountain retreat near Mt. Bachelor with snow sports, sleigh rides, and lodge-style comfort.

Why it made the list: A true winter playground with space to explore and plenty of cozy places to warm up.

Avg winter weather: 30–45°F, snowy and crisp.

Best for: Families, outdoor adventurers, multi-generational trips.

40°FSunny Sunriver, OR
Whitefish, MT30°FClear
Fireside Lake Luxury
Lodge at Whitefish Lake — Whitefish, MT

A classic lakefront lodge with roaring fireplaces, spa amenities, and mountain views.

Why it made the list: The perfect balance of alpine adventure and cozy après-ski comfort.

Avg winter weather: 20–35°F, snowy.

Best for: Couples, skiers, winter-lodge lovers.

Classic New England
The Glen House — Gordham, NH

A modern mountain lodge at the base of Mt. Washington with direct access to winter trails and nearby skiing.

Why it made the list: Rugged scenery paired with warm interiors and easy access to winter adventure.

Avg winter weather: 15–30°F, snowy and windy.

Best for: Hikers, skiers, Northeast winter enthusiasts.

Gordham, NH30°FPartly Cloudy
Honalulu, HI80°FSunny
Oceanfront Winter Escape
Alohilani Resort Waikiki Beach — Honolulu, Hawaii

A contemporary oceanfront resort overlooking Waikiki Beach, with elevated dining, a rooftop infinity pool, and direct beach access.

Why it made the list: A warm-weather winter escape that blends modern luxury with effortless beachside relaxation.

Avg winter weather: 75–82°F, sunny and breezy.

Best for: Couples, sun-seekers, luxury beach travelers.

Storybook Winter Stay
Icicle Village Resort — Leavenworth, WA

A Bavarian-inspired resort in the heart of Leavenworth’s snow-dusted village.

Why it made the list: Festive winter charm with lights, snow play, and mountain access steps away.

Avg winter weather: 25–35°F, snowy.

Best for: Families, holiday travelers, festive winter getaways.

30°FMostly sunny Leavenworth, WA
Pray, MT30°FChance of Snow
Snowy Hot Springs
Chico Hot Springs Resort — Pray, Montana

Historic hot springs surrounded by snow-covered mountains and wide-open skies.

Why it made the list: Few things beat soaking in natural hot springs as snow falls around you.

Avg winter weather: 20–35°F, snowy.

Best for: Couples, wellness travelers, rustic-luxe fans.

Winter Sun Escape
Hammock Beach Golf Resort & Spa — Palm Coast, FL

Oceanfront luxury with golf, spa amenities, and expansive coastal views.

Why it made the list: A warm-weather winter escape that still feels refined and restorative.

Avg winter weather: 60–70°F, mild and breezy.

Best for: Golfers, families, sun-seeking winter travelers.

Palm Coast, FL70°FMostly Sunny
35°FChance of Snow Roanoke, WV
Quiet Winter Retreat
Stonewall Resort — Roanoke, WV

A peaceful lakeside lodge surrounded by rolling hills and winter trails.

Why it made the list: Ideal for slowing down and embracing winter’s quieter side.

Avg winter weather: 30–40°F, occasional snow.

Best for: Couples, relaxation-focused travelers, nature lovers.

Cozy Culinary Retreat
The Essex Resort & Spa — Essex, VT

A food-forward resort with warm interiors, spa experiences, and easy access to Vermont skiing.

Why it made the list: Comfort, cuisine, and classic New England winter charm.

Avg winter weather: 20–35°F, snowy.

Best for: Food lovers, spa seekers, cozy winter escapes.

Essex, VT25°FChance of Snow
St. Lucia, Caribbean80°FSunny
Tropical Winter Indulgence
Viceroy Sugar Beach — St. Lucia

A Caribbean icon set between the Pitons with white-sand beaches and lush rainforest.

Why it made the list: A sun-soaked winter alternative that still feels secluded and special.

Avg winter weather: 78–85°F, warm and breezy.

Best for: Couples, honeymooners, luxury beach travelers.

Frequently Asked Questions
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