Choose a Dog Friendly Means of Travel
If you plan to travel by plane, check your airline's pet regulations. Smaller dogs are often allowed in the cabin, if their carrier fits under your seat or in the area around your feet, but larger dogs are often required to travel in the baggage area, which can be stressful for your dog. Decide if having your dog along is worth putting them through the stress of flying. Traveling by car is usually better for your dog. He won't be separated from you, and you can stop as often as needed to give your dog a bathroom break and allow them to stretch his legs.
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Remember to bring a toy for him to play with so he doesn't get bored.
If you decide to jump in the car and take an impulsive road trip with your dog, you may have difficulty finding dog friendly place to spend the night. Nowadays there are more pet friendly hotels, but many smaller B-and-B's aren't equipped to accept pets. To make the most out of your trip, find hotels that not only allow pets, but cater to them. Some dog hotels offer services such as dog spas, or doggy day care, which is a great option when you want to go out to eat, or do something else that your dog wouldn't be allowed to come along to.