Cozy Fall Retreats: Dog-Friendly Weekends in New England

As someone who has spent countless weekends embracing the time-honored tradition of heading to the mountains to see the fall foliage with my family and dog, I’ve discovered that New England is filled with dog-friendly destinations that offer both breathtaking autumn colors and cozy, welcoming spots for our furry companions.

From the crisp mountain air of Vermont to the charming, tree-lined streets of small towns in Massachusetts and Connecticut, each getaway offers its own unique blend of adventure and relaxation.

Whether you’re looking to hike scenic trails, sip cider at a dog-friendly orchard, or simply snuggle up at a pet-friendly inn, these fall retreats will make your next autumn weekend escape one to remember—for both you and your dog.

Planning Your Trip

Planning the perfect dog-friendly fall weekend getaway can be challenging, especially when trying to time the peak foliage. Unless you’re able to take off at a moment’s notice and have accommodations ready, some advanced planning is required.

In New England, fall foliage typically appears from early to mid-September through late October. However, with the warmer weather this year, the colors may be slightly delayed. Keep in mind, the further north you go, the earlier the leaves start to change.

As you plan, don’t forget to pack for your dog, too. Our Practical Guide to Packing for a Dog will help you ensure you have everything your pup needs, from food and water to leashes and waste bags. If your dog is a warm-weather breed, consider packing a sweater or jacket to keep them warm during those crisp fall days.

To help with timing, many Northeastern states provide foliage reports or trackers that keep you updated on the changing colors. Here are a few helpful resources to check before your trip:

• Maine Foliage Report
• Visit New Hampshire Fall Foliage Tracker
• New England Foliage Map

5 Dog-Friendly Weekends in New England

Before heading out, please remember to check with each venue or location to confirm their current dog-friendly policies, as they may change or have specific guidelines regarding pets.

1. Stowe, Vermont

Stowe, Vermont, is one of those places that seems tailor-made for dog lovers, especially during the fall. With the leaves currently at mid-peak, now is the perfect time to take your trip before the vibrant colors fade.

For a dog-friendly stay, Stoweflake Mountain Resort & Spa is a great option. With its spacious grounds and pet-friendly accommodations, you and your dog will have plenty of room to enjoy the fall scenery. The resort is also conveniently located near many of Stowe’s top attractions, so you can easily access nearby hiking trails and outdoor activities.

When it’s time to dine, head over to Idletyme Brewing Company, which offers a spacious outdoor patio where dogs are welcome. Enjoy a craft beer and meal while soaking up the crisp fall air with your pup. For a more casual option, Stowe Cider is another dog-friendly spot where you can sample locally crafted hard cider on their outdoor patio, making it a perfect place to relax after a day of exploring. Stowe offers a lot more than just a place to stay and dine with your dog.

Here are just a few of the things to do with your pup during your stay.

1. Stowe Recreation Path: This 5.3-mile paved trail is ideal for a leisurely walk or bike ride with your dog. The scenic path winds through meadows, forests, and rivers, offering breathtaking views of Stowe’s vibrant fall foliage.
2. Smugglers’ Notch State Park: One of the most iconic spots in Vermont, Smugglers’ Notch is home to stunning rock formations and scenic hiking trails that welcome dogs. Explore the park with your pup and enjoy the rugged beauty of the area, especially during autumn.
3. Gondola Skyride at Stowe Mountain: For a truly unique experience, take your dog on the Mansfield Gondola. Dogs are permitted during the summer and fall, so you can both enjoy the ride to the top of Mount Mansfield for panoramic views of the fall colors.
4. Percy Corn Maze: This seasonal corn maze is a fun activity for both you and your dog. You and your leashed dog can explore the maze together, making it a great autumn adventure for everyone in the family.

2. The Berkshires, Massachusetts

The Berkshires is a popular fall destination for dog owners, offering rolling hills, colorful forests, and peaceful countryside. As the weather cools, it offers plenty of opportunities to enjoy the fall scenery. Best of all, it’s just a 3-hour drive from New York City, making it an easy option for a weekend getaway.

Keep in mind that it takes about 1.5 hours to drive the Berkshires from end to end, so you’ll need to drive to most places—but you can enjoy the beautiful fall scenery along the way.

For a cozy and dog-friendly place to stay, The Red Lion Inn in Stockbridge is a good choice. This historic inn not only welcomes dogs but also provides pet-friendly amenities like water bowls and treats to ensure your furry companion feels at home. With its central location, you’ll have access to the region’s best hiking trails and outdoor activities.

When it’s time to grab a bite, head over to Barrington Brewery & Restaurant in Great Barrington. Their outdoor patio is dog-friendly, so you can enjoy dinner while your dog lounges beside you.

Here’s a list of some of the dog-friendly outdoor adventures you can find in the Berkshires:

1. Mount Greylock: Hike to the highest peak in Massachusetts. The Cheshire Harbor Trail is a popular and challenging route that offers spectacular views of the fall foliage.
2. Kennedy Park (Lenox): This park features miles of dog-friendly trails winding through forests and open fields, perfect for a relaxed stroll or a more vigorous hike. It’s a favorite spot for local dog owners, making it likely you’ll meet other friendly pups along the way.
3. Hilltop Orchards (Richmond): Explore the scenic trails with your dog and enjoy some apple picking. Afterward, stop by Furnace Brook Winery for a tasting while your dog relaxes in the fresh outdoor air.
4. Bash Bish Falls State Park: This park offers dog-friendly trails leading to Bash Bish Falls, the highest waterfall in Massachusetts. It’s an ideal location for a day hike with your dog, surrounded by stunning fall scenery.

3. Acadia National Park, Maine

Acadia National Park, Maine, is a true gem for dog lovers, especially in fall when the foliage is at its most vibrant. According to the Maine Foliage report, Acadia is nearing its peak foliage time.

Having visited a few times with our dogs, I can attest to how dog-friendly the park is. Dogs are allowed on most hiking trails, carriage roads, and scenic areas, making it an ideal destination for a fall getaway with your pup.

For a comfortable and pet-friendly stay, consider Bayview Hotel in Bar Harbor. This waterfront hotel offers two pet-friendly rooms for people with dogs under 40 pounds and is just a short drive from Acadia National Park, making it a perfect base for your adventures. The inn provides quick access to the shops and restaurants of Bar Harbor, as well as beautiful views of Frenchman Bay.

There are plenty of places in Bar Harbor that will allow your dog to join you on their outside patios. Some even have enclosed patios so you can stay warm.

Here’s a list of some of the dog-friendly outdoor adventures in the Acadia:

1. Hike Jordan Pond Path: One of the most scenic and dog-friendly hikes in Acadia, the Jordan Pond Path is a 3.5-mile loop that offers stunning views of the crystal-clear pond, flanked by the iconic North and South Bubbles mountains. The flat terrain makes it a pleasant walk for both you and your dog, with plenty of opportunities to stop and enjoy the fall foliage along the way.
2. Cadillac Mountain: A trip to Acadia isn’t complete without visiting Cadillac Mountain, the highest point on the U.S. East Coast. Dogs are allowed on the Cadillac Mountain South Ridge Trail, which is a challenging but rewarding hike offering incredible views of the surrounding islands and coastline. In the fall, the summit provides breathtaking vistas of the colorful foliage below. You can also drive to the summit for a more relaxed way to enjoy the views with your dog.
3. Sand Beach: Acadia’s Sand Beach allows dogs during the off-season (mid-September through mid-May). This small but picturesque beach is surrounded by dramatic cliffs, and during the fall, it’s much quieter than in the busy summer months, offering a peaceful setting for you and your dog to explore.
4. Bar Island: Accessible only during low tide, Bar Island is a unique spot to visit with your dog. A natural land bridge connects Bar Harbor to the island, and you and your pup can walk across the exposed sand and gravel to explore the island’s trails and enjoy stunning views of Bar Harbor and the surrounding area. Be sure to check the tide schedule so you don’t get stranded.

4. White Mountains, New Hampshire

The White Mountains of New Hampshire is a spectacular destination for dog lovers, especially in the fall. With vibrant foliage, scenic hiking trails, and numerous dog-friendly spots, it’s the perfect place for a weekend getaway with your furry friend.

For a pet-friendly place to stay, consider The Glen House in Gorham. This eco-friendly hotel welcomes dogs and offers stunning views of Mount Washington. It’s located near some of the best hiking trails, making it an ideal base for exploring the region with your pup.

Another option is the Adair Country Inn & Restaurant in Bethlehem, a historic inn that welcomes dogs in their pet-friendly rooms. The inn features extensive grounds where you can take your dog for a walk, and the staff offers personalized pet amenities.

For dog-friendly dining, head over to Moat Mountain Smokehouse & Brewery in North Conway. They offer a spacious outdoor patio where your dog is welcome to join you as you enjoy hearty barbecue dishes and craft brews.

Another dog-friendly dining option is The Local Grocer in North Conway, a casual eatery with organic, locally sourced food. They offer outdoor seating where you and your pup can relax while enjoying delicious breakfast and lunch options.

Here’s a list of some of the dog-friendly outdoor adventures in the White Mountains:

1. Hike Mount Willard: One of the most popular dog-friendly hikes in the White Mountains, Mount Willard offers a 3.2-mile round-trip hike with stunning views of Crawford Notch. It’s a great way to enjoy the fall foliage with your dog.
2. Kancamagus Highway: This scenic drive along Route 112 is one of the most picturesque routes in New England, offering numerous spots to stop and explore with your dog. Not only is the drive beautiful, but it’s also where I had the unforgettable experience of seeing my first—and only—moose in the wild.
3. Diana’s Baths: Located near North Conway, Diana’s Baths is a series of small waterfalls and pools that are accessible via a short, dog-friendly trail. It’s an easy and enjoyable walk that’s perfect for a relaxed outing with your pup.

5. Litchfield Hills, Connecticut

Litchfield Hills is a hidden gem for those seeking a peaceful fall escape with their dog. Known for its rolling hills, scenic back roads, and vibrant fall foliage, this area offers a quieter, more relaxed experience than some of the more popular fall destinations in New England. Its small-town charm and beautiful landscapes make it an ideal destination for dog lovers looking for outdoor adventures and picturesque surroundings.

For a dog-friendly stay in Litchfield Hills, consider The Litchfield Inn. This charming boutique hotel offers pet-friendly accommodations, ensuring your dog feels as welcome as you do. The inn is centrally located, giving you easy access to the area’s hiking trails and scenic spots. They offer cozy rooms and outdoor spaces where your dog can stretch its legs.

List of some of the dog-friendly adventures in Litchfield Hills:

1. White Memorial Conservation Center: One of the best spots for outdoor adventures with your dog, the White Memorial Conservation Center in Litchfield offers over 40 miles of dog-friendly trails that wind through forests, wetlands, and meadows. The trails are well-maintained, and the scenic beauty of the fall foliage makes this a must-visit spot for hiking with your pup.
2. Kent Falls State Park: Located in Kent, this picturesque park is home to Kent Falls, one of the most beautiful waterfalls in Connecticut. The park features dog-friendly trails, including a short hike that leads to the base of the falls. The combination of the cascading waterfall and vibrant fall foliage makes it a stunning destination for a hike with your dog.
3. Mount Tom State Park: For a hike with panoramic views, visit Mount Tom State Park, where you and your dog can climb the Mount Tom Tower. The park’s trails are dog-friendly, and the summit provides sweeping views of the surrounding hills and vibrant autumn landscape. It’s a moderate hike that offers a rewarding experience for you and your dog.
4. Sunnybrook State Park: Located in Torrington, Sunnybrook State Park offers a variety of trails that are perfect for walking your dog through peaceful woodlands and along streams. The park is relatively quiet, making it a great option for those who prefer a more tranquil hiking experience. The fall foliage adds a colorful backdrop to your outdoor adventure.

As you can see, these locations offer a perfect mix of dog-friendly outdoor activities, cozy accommodations, and peaceful settings, making New England an ideal fall destination for pet owners.

Whether you’re hiking through the vibrant foliage at White Memorial Conservation Center, exploring waterfalls in the Berkshires, or enjoying the scenic views of the white mountains, you and your dog are sure to experience the beauty and tranquility that a New England fall has to offer.

For more dog-friendly trip ideas in the fall visit our post on Dog Friendly Fall Getaways in the Northeast