10 Travel Deals to Book for Valentine’s Day

Including cozy New England destinations and Sunshine State getaways.


Kennebunks photo by Douglas Merriam

1. Love the Port Package

Where: Port Inn, 55 York St., Kennebunk, Maine
When: Valid for travel January 31, 2018 through February 28, 2018
How Much: The $50 package unlocks discounted room rates starting at $87 per night

This Valentine’s Day, Kennebunks’ inns, hotels, and restaurants are putting on a larger-than-life “Paint The Town Red” celebration in honor of Cupid’s favorite month. Port Inn invites you to purchase a $50 Maine-inspired package, including champagne for two and a dozen oysters at Rebecca Charles’ Pearl Oyster Bar, a special red bag filled with Maine-made artisan products, and 10 percent off your entire romantic stay. To book the deal, call 207-985-6100.

For information, see portinnkennebunk.com.

2. Stay & Dine Package
Where: Sundial Beach Resort and Spa, 1451 Middle Gulf Dr., Sanibel, Florida
When: Valid for travel through December 21, 2018
How Much: Stay two consecutive nights, starting at $329 per night, and get the third night free

Head to the land of palm trees and sunshine, and snag the Stay & Dine package at Sanibel’s Sundial Resort. If you stay two consecutive nights, you get the third night free, along with a $70 food credit at Shima Japanese Steakhouse and Sushi Bar—the resort’s newest restaurant.

For information, see sundialresort.com.

Photo courtesy of the Henderson

3. Forever Romance Package
Where: The Henderson, 200 Henderson Resort Way, Destin, Florida
When: Valid for travel February 8, 2018 through December 31, 2018
How Much: Starting at $329 per night

Searching for a break from Boston’s frigid winter weather? The Henderson invites you to Sanibel to enjoy a beach vacation filled with paddle boarding in the Gulf, cabana lounging by the pool, taking romantic nature walks along Henderson Beach State Park, and more. Use the code “ROMANCE” to get a discount on rates, which start at $329 per night. The package includes $100 nightly resort credit, champagne turndown, and complimentary valet parking.

For information, see hendersonbeachresort.com.

4. For the Love of Food Package
Where: The Lindsey Hotel, 5 Lindsey St., Rockland, Maine
When: Valid for travel any Friday or Saturday in February
How Much: Starting at $149 per night

The Lindsey Hotel is celebrating Valentine’s Day all month with a foodie package up for grabs any Friday or Saturday in February. Maine’s finest chefs are testing their culinary chops so that you can treat your lover to a three-course dinner with a wine or beer pairing, along with a cooked-to-order breakfast, all for $149 per night.

For information, see lindseyhotelmaine.com.

Photo courtesy of Stoweflake Mountain Resort and Spa

5. Stoweflake’s Sweetheart Week Package
Where: Stoweflake Mountain Resort and Spa, 1746 Mountain Rd., Stowe, Vermont
When: Valid for travel February 9, 2018 through February 15, 2018
How Much: Starting at $228 per night

Why escape the cold when you can embrace it? From February 9 to February 15, Stoweflake is the ultimate bundled-up winter getaway. Through the Sweetheart Week package, enjoy an upgrade complete with Lake Champlain chocolates and complimentary dessert with the purchase of any entrée in Charlie B’s Pub and Restaurant. Since this two-person package starts at $228 per night, Stoweflake also encourages you to purchase a Couples Stowe Escape Tandem Massage with lunch and a glass of Champagne for $279.

For information, see stoweflake.com.

Hilton Boston Woburn photo by Eric Levin

6. Hilton Boston/Woburn Culinary Staycation Package

Where: Hilton Boston/Woburn, 2 Forbes Rd., Woburn, Massachusetts
When: Valid for travel January 18, 2018 through December 31, 2018
How much: Starting at $209 per night

Forget about buying expensive plane tickets or mapping out a draining car trip—instead, plan your staycation at Hilton Boston/Woburn. The resort is cooking up an exciting deal for two starting at $209 per night. During your culinary-themed stay, enjoy dinner for two at Matadora, a top-notch tapas restaurant that serves filet mignon, scallops, and more.

For information, see hilton.com.  

7. City-Dwellers Package

Where: Hotel Providence, 139 Mathewson St., Providence, Rhode Island
When: Valid for travel February 9, 2018 through February 19, 2018
How Much: Starting at $274 per night

Looking for a new urban playground? Surrounded by the bustle of Providence, Hotel Providence offers classic Valentine’s Day amenities, including a bottle of house champagne, rose petal turndown service, six chocolate covered strawberries, and breakfast for two at Backstage Kitchen + Bar. The package starts at $274 per night.

For information, see hotelprovidence.com.

The Lark Suite at the Hotel Salem / Photo courtesy of Lark Hotels

8. Month of Love Special

Where: The Hotel Salem, 209 Essex St., Salem, Massachusetts
When: Valid for travel February 1, 2018 through February 28, 2018
How Much: Package is free with any two night reservation

With The Hotel Salem’s Month of Love special, you don’t have to venture too far to celebrate with your sweetheart. Book this package for two days or more throughout the entire month of February, and get a book of love poems, a homemade treat, and bubbly—all true Valentine’s day essentials.

For information, see thehotelsalem.com.

Photo courtesy of the Godfrey Hotel

9. Love Takes Over Package

Where: The Godfrey Hotel Boston, 505 Washington St., Boston
When:  Valid travel February 9 through February 18, 2018
How Much: Starting at $199 per night

The Godfrey Hotel Boston’s Love Takes Over package is one for the most stylish of Bostonians. When you arrive at the boutique hotel, a bottle of Veuve Cliquot and those classic chocolate mice from L.A. Burdick will be there to greet you. On Valentine’s Day, guests will get a special 10 percent discount off a prix-fixe Valentine’s menu at the Godfrey’s restaurant, Ruka. Complimentary valet and a 2 p.m. checkout are the cherry on top of a relaxing getaway.

For information, see godfreyhotelboston.com.  

10. Month of Romance Package

Where: Hammock Beach Resort, 200 Ocean Crest Dr., Palm Coast, Florida
When: Valid travel through the entire month of February
How Much: Starting at $299 per night

Escape the hubbub of Boston this Valentine’s Day and get some much-needed R and R at the Hammock Beach Resort. The package offers $50 resort credit, one bottle of champagne, and chocolate covered strawberries. This resort is the ideal place for you to reconnect with your loved one as you both wander two miles of picturesque Atlantic shoreline.

For information, see hammockbeach.com.