6 Things to Do in Winter at The Settlers Inn

Looking for a cold weather escape to indulge in some seasonal fun? Plan a getaway to experience these top 6 things to do in winter at The Settlers Inn. Once you arrive, there’s really no reason to leave. Get cozy in your guestroom, find a spot beside the wood burning fireplace in the lobby or take advantage of the activities available all around you.

Remember to download our free Delaware Highlands Vacation Guide. It’s chock-full of information on events, places of interest and tips for getting around the area.

Ice Skating

Bingham Park already resembled something out of a Norman Rockwell painting. The town is taking it to the next level with the introduction of an ice skating rink. Located across from the Inn on the ballfield, the new rink measures 100 x 50 feet. It will be available for open skates (excluding hockey) daily from dawn to dusk weather permitting. Bring along your skates for a glide in a picturesque outdoor setting within footsteps of The Settlers Inn.

Snowshoeing and Cross Country Skiing

While there are hundreds of miles of trails surrounding the Inn, you can find prime snowshoeing and cross country skiing right on the property. Access the Hawley Trail at the far end of the property beyond Grant’s Woods. Slide or trek along the former towpath of the D&H Canal and connect to Lock 31 Trail in Canal Park. Much of the route traverses the Lackawaxen River, making it as scenic as it is historic. There are 10 interpretive signs spaced along the entire length of the trail to relate Hawley’s history, information about the river and wildlife in the area.

Jeanne Skiing

Eagle Watch

Watching eagles soar is one of the most popular things to do in winter! The Pocono Mountains Lake Region and Delaware Highlands are popular winter nesting grounds for the American Bald Eagle. The majestic birds are often seen perched along the Lackawaxen and Delaware Rivers or at Lake Wallenpaupack. On January 13 and February 10, join representatives from the Delaware Highlands Conservancy for a guided eagle excursion. Our Eagle Watch package includes overnight accommodations, a fireside talk about bald eagles led by one of the guides on Friday night and seats aboard the heated tour bus, which departs from the Inn on Saturday.

Wine Tasting

Whether you’re a wine connoisseur or some time sampler, The Settlers Inn is a choice spot to indulge. Our farm-to-table restaurant features an extensive wine list that’s garnered national acclaim. It has been the recipient of an Award of Excellence from Wine Spectator every year from 2002-2021. In 2022 The Settlers Inn earned Best of Award of Excellence from Wine Spectator, a prestigious honor which singles out a select few establishments for its offerings. Every day from 4:30-530 guests may enjoy a Wine Tasting at the Inn’s Chestnut Tavern.

Jazz Supper Club

When the winter winds blow there’s nothing like listening to cool jazz. On January 14, listen to the talented musical stylings of the Gypsy Jazz Quintet as you dine on a wonderful meal of winter classics. Stay overnight and enjoy a long Martin Luther King Jr. Holiday weekend getaway.


Sometimes the best thing to do during winter is spending quiet time with the one you love. Plan a getaway during the month of February to experience Romance at the Inn. The package includes a stunning arrangement from Gorgeous Floral as well as handcrafted chocolates from Moka Origins and a bottle of bubbly to enjoy in your room. You can also linger over dinner in the restaurant and arise to a full breakfast for two.

Winter at The Settlers Inn is an enchanting time. Cozy moments and snow-draped scenery provide their own magic. Check out our specials and packages that bundle up the best of the season, then book your winter getaway to experience the best things to do in winter at The Settlers Inn.