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Classic 4-Star Hotel in Boston's Back Bay

Boston Park Plaza Hotel

Boston (2657.1 miles)

This 4-star hotel with eight restaurants onsite has been a Back Bay landmark since the 1920s

$169 $89

4-Star Spa Resort in Palm Springs

Riviera Palm Springs

Palm Springs, CA (185.4 miles)

Frequented by the Rat Pack and Elvis in the 1960s, this recently renovated 4-star resort retains its glitzy Old California style

$159 $89

San Luis Obispo Inn with Mountain Views

Apple Farm Inn

San Luis Obispo, CA (81.4 miles)

Country-style inn with onsite restaurant and bakery; close to wine country, Hearst Castle, and beautiful seaside drives

$169 $99

Luxury Suites near San Diego's Gaslamp Quarter

The Declan Suites San Diego

San Diego (187.6 miles)

Downtown San Diego hotel with restaurant and bar

$139 $89

Pet-Friendly Retro Hotel in Savannah

The Thunderbird Inn

Savannah, GA (2226.2 miles)

Quirky hotel built in 1964 features retro roadside-motel decor and complimentary Southern sweets

$85 $59

Luxurious Casino Resort in Scottsdale

We-Ko-Pa Resort and Conference Center

Scottsdale, AZ (461.5 miles)

Southwestern resort in Scottsdale has a 24-hour casino on site and a golf course nearby

$176 $82

Upscale Colorado Mountain Lodge near Ski Slopes

Elevation Hotel and Spa

Crested Butte, CO (771.8 miles)

Upscale mountain lodge at the base of Crested Butte Mountain Resort; ski-in/ski-out access and onsite ski-and-snowboard shop

$209 $89

Detox & Yoga Retreat near Palm Springs

AZIAM Detox Yoga Retreat at Aqua Soleil Hotel

Desert Hot Springs, CA (186.5 miles)

Recharge with guided yoga and meditation, along with spa treatments, during this detox retreat near Palm Springs.

$1,233 $475

Rustic Lodgings near Lake Arrowhead

Arrowhead Retreats

Lake Arrowhead, CA (144.5 miles)

Rustic chalets and log cabins amid Lake Arrowhead’s pine forests; surrounded by San Bernardino National Forest

$650 $275

Rustic Big Bear Lake Resort near Skiing

Northwoods Resort Big Bear

Big Bear Lake, CA (160.2 miles)

Lodge located on the banks of Big Bear Lake features onsite restaurant and heated outdoor pool

$139 $65

4-Star Lake Geneva Resort with Ski Hill

Grand Geneva Resort & Spa

Lake Geneva, WI (1775.4 miles)

An onsite ski hill and an indoor water park at a sprawling four-star Lake Geneva resort with eclectic dining and nightlife

$99 $79

Casino Hotel in Downtown Reno

Silver Legacy Resort Casino

Reno (354.9 miles)

Downtown Reno hotel and casino with 1,400 slots, 6 restaurants, and a full-service spa

$170 $50

Beachfront All-Inclusive Resort in Cancún

Grand Oasis Sens

Cancún, Mexico (2203.7 miles)

All-inclusive, adults-only resort in Cancún’s Hotel Zone features a beach, nightlife, and nine restaurants

$405 $172

All-Inclusive Beachfront Luxury Resort in Cancún

Krystal Grand Punta Cancun

Cancún (2203.5 miles)

Dine alfresco and indulge in a mud wrap at this all-inclusive beachside Caribbean resort; airfare not included

$350 $187

AAA Four Diamond Hotel in White Mountains

Omni Mount Washington Hotel

Bretton Woods, NH (2631.0 miles)

Take a canopy tour or unwind with an herbal spa treatment at this luxurious, AAA Four Diamond resort in the White Mountains

$199 $129

19th-Century Utah Resort with Geothermal Pool

Homestead Resort

Midway, UT (618.7 miles)

This 19th-century Utah resort has its own geothermal crater onsite, allowing guests to swim and scuba dive year round; near mountain resorts

$149 $79

Family-Friendly Dude Ranch with Horseback Riding in Arizona

Stagecoach Trails Guest Ranch

Arizona (321.0 miles)

Arizona lodge offers an authentic dude-ranch experience, including desert scenery and horseback rides

$175 $99

All-Inclusive Stay at Beachfront Puerto Rico Resort

Wyndham Garden at Palmas del Mar

Puerto Rico (3486.4 miles)

Besides a golden beach and serene infinity pool, this resort offers a casino, several restaurants and bars, and ample tennis and golf

$379 $199

Casino Resort with Outdoor Thrill Park in Reno

Grand Sierra Resort and Casino

Reno, NV (354.4 miles)

Recently renovated hotel and casino with an outdoor thrill park, 24-hour bowling alley, and three fine-dining restaurants

$49 $32

Water-Park Resort near Orlando Theme Parks

Flamingo Waterpark Resort

Kissimmee, FL (2291.3 miles)

Resort with water park and shuttle service to Walt Disney World® Theme Parks, Universal Orlando, and SeaWorld

$92 $45

Hotel near Atlantic Beach and Newport

Comfort Inn At Atlantic Beach

Middletown, RI (2651.6 miles)

Comfort Inn overlooking Atlantic Beach near downtown Newport; features complimentary breakfast, indoor pool, and free WiFi

$89 $62.99

Tropical Villas Overlooking St. Thomas Harbor

Bluebeard's Castle

St. Thomas (1549.6 miles)

Tropical villas overlooking St. Thomas Harbor close to white-sand beaches, colorful dive sites, and duty-free shopping

$99 $69

Oceanfront Resort in Myrtle Beach

Patricia Grand Resort Hotel

Myrtle Beach (2325.4 miles)

This oceanfront Myrtle Beach hotel features an indoor pool, lazy river, hot tub, and a seafood restaurant

$50 $39

Lodge near Park City Mountain Resort Skiing

Lift Lodge Resort

Park City, UT (623.7 miles)

Walk to Park City Mountain Resort from these roomy condos, which have access to barbecue grills and a year-round outdoor pool.

$140 $79

Sprawling Resort in Pennsylvania Dutch Country

Lancaster Host Resort

Lancaster, PA (2403.5 miles)

225-acre resort in Pennsylvania Dutch Country with onsite dining, adults-only comedy club, and championship golf course

$134 $69

Wellness Retreat in Catskill Mountains

Jump Start Retreat NY

Pine Hill, NY (2484.1 miles)

Join a detox boot camp at this country estate in Catskill Mountains; features up to six hours of exercise daily in a positive atmosphere

$1,425 $595

✈ 8-Day / 7-Night Costa Rica Vacation with Airfare

Costa Rica Vacation with Air from Travel by Jen

La Fortuna, Guanacaste, and San Jose (2706.8 miles)

Drive through Costa Rica to explore its volcanoes, beaches, and capital city

$999 $599

Family-Friendly Resort near Orlando Theme Parks

Radisson Resort Orlando-Celebration

Kissimmee, FL (2279.9 miles)

Orlando-area resort features outdoor pool with water slide, onsite restaurants, and shuttle service to Walt Disney World® Theme Parks

$79 $59

Sonoma County Inn near California Wineries

Applewood Inn

Guerneville, CA (337.1 miles)

Inn located in the Russian River Valley features daily gourmet breakfast, elegant onsite restaurant, and outdoor hot tub

$245 $149

Family-Friendly Resort on Wisconsin's Delavan Lake

Lake Lawn Resort

Delavan, WI (1765.8 miles)

Kid-friendly resort located in forests along Delavan Lake; features three onsite restaurants, spa, golf course, and daily activities

$109 $69

Lakeside Resort in Adirondack Mountains

Golden Arrow Lakeside Resort

Lake Placid, NY (2505.0 miles)

Eco-friendly resort on Mirror Lake in the Adirondacks features heated indoor pool, nightclub, and locally sourced cuisine

$109 $79

Comfortable Hotel near New Orleans

Days Hotel New Orleans

Metairie, LA (1750.1 miles)

This hotel’s outdoor pool and onsite IHOP restaurant are a few miles from the bars, eateries, and jazz clubs of New Orleans’ French Quarter

$67 $51

✈ Adults-Only All-Inclusive Caribbean Vacation with Airfare

All-Inclusive BlueBay Villas DoradasTrip with Airfare from Travel by Jen

Puerto Plata (3153.7 miles)

Adults-only accommodations with all-inclusive privileges just a few hundred feet from the Caribbean Sea.

$1,099 $699

✈ 3- or 6-Night All-Inclusive Riviera Maya Vacation with Airfare

All-Inclusive Grand Bahia Principe Coba Stay from Travel by Jen

Riviera Maya (2050.4 miles)

All-inclusive hotel sits on the Caribbean Sea and offers multiple restaurants and pools

$999 $549

Secluded Resort in Countryside Outside Cleveland

Quail Hollow Resort

Lake County, OH (2136.6 miles)

Secluded resort offers fine dining and indoor and outdoor pools amid idyllic woodland; some options include a $20/night dining credit

$89 $63

Outdoor Adventure at Elegant Lake Superior Lodge

Lutsen Resort

Lutsen, MN (1756.0 miles)

Luxurious lodge on the shores of Lake Superior features award-winning restaurant and onsite spa

$89 $59

Family-Friendly Oceanfront Hotel with Water Park in Myrtle Beach

Crown Reef Resort

Myrtle Beach, SC (2323.2 miles)

Comfortable oceanfront hotel features several outdoor pools, a complimentary airport shuttle, and an onsite restaurant

$71 $50

Resort Along Scenic Marina near Charleston

Charleston Harbor Resort and Marina

Mount Pleasant, SC (2281.6 miles)

Harborside resort features Southern-style seafood and an adjacent golf course

$187 $69

Florida Bungalows Close to Beach

Siesta Key Bungalows

Sarasota, FL (2251.1 miles)

Floriday getaway on a barrier island west of Sarasota; beach bungalows sit along a lagoon near the area’s best beaches

$638 $389

Lakeside Indiana Resort with Aveda Spa

Oakwood Resort

Syracuse, IN (1903.3 miles)

Lakefront resort in northern Indiana—within a 2.5-hour drive of Chicago and indianapolis—with onsite Aveda spa and restaurant and lounge

$129 $79

Upscale Waterfront B&B on Cape Cod

Anchor Inn Beach House

Cape Cod (2704.0 miles)

Elegant bed and breakfast with gorgeous water views in the heart of Cape Cod’s Provincetown

$215 $99

Niagara Falls Retreat in Tudor-Style B&B

The Red Coach Inn

Niagara Falls, NY (2250.0 miles)

English Tudor–style bed and breakfast with scenic views of Niagara Falls and an onsite restaurant

$199 $139

All-Inclusive Beachfront Resort in Jamaica

The Oasis at Sunset

Jamaica (2787.6 miles)

Beachfront resort with 165-yards of private beach, restaurants, and bars; guests also have full access to amenities at a neighboring resort

$1,233 $719

Comfy Suites & Condos near Florida Gulf Coast

Best Western Naples Inn & Suites

Naples, FL (2320.4 miles)

Convenient accommodations in northern Naples; features two pools, complimentary poolside breakfast, putting green, and bike rentals

$90 $72

Comfy Hotel in Historic South Carolina Town

Country Inn & Suites by Carlson Beaufort West

Beaufort, SC (2242.1 miles)

Complimentary hot breakfasts, coffee, and cookies make guests feel at home in this hotel in Beaufort, one of South Carolina’s oldest towns.

$67 $47

Beachside Condos along Gulf of Mexico

Long Beach Resort

Panama City Beach, FL (1993.8 miles)

This beachfront resort features ocean views from every room, spacious suites, and a lagoon-style pool in front of the Gulf of Mexico

$129 $75

Stylish Marriott with Golf Club on Texas Prairie

The Dallas/Fort Worth Marriott Hotel & Golf Club at Champions Circle

Fort Worth, TX (1291.1 miles)

An upscale Marriott resort with an onsite restaurant overlooking an 18-hole golf course; close to Texas Motor Speedway

$255 $89

All-Inclusive Getaway in St. Lucia

All-Inclusive Smuggler's Cove Resort & Spa

St. Lucia (1187.8 miles)

All-inclusive oceanfront resort features several restaurants and pools, one of which has a 100-foot water slide

$3,508 $999