Hallie Riswold
She/Her
Based in Portland, Oregon
Trip budgets start at $250/night
Hallie Riswold
Ask me about
My Story
I’m the friend who plans the trip. I love researching destinations, finding great hotels, and building itineraries that balance the must-sees with the spots locals actually love. My goal is to make travel feel exciting and easy—I handle the details so you can just enjoy being there.
Travel Style
I’m drawn to vibey boutique hotels, memorable meals, and experiences that make a place feel special. My ideal trip mixes exploring and relaxing—wandering a new neighborhood during the day and ending somewhere beautiful near the water with a great dinner. Equal parts adventure and chill.
Reviews (5)
Elizabeth G.
2 months ago
Hallie was incredible! I would recommend her to any of my family and friends (and have already!). She provided a broad range of options for us, which was not easy given we were a larger and more opinionated group! We really love where we stayed and likey would not have picked it without her guidance. Hallie had great communication throughout the booking process as well as leading up to the trip. She ensured we were covered with transportation, dining and other activities. Overall, the trip was a great success and we all look forward to working with Hallie again in the future!
Rebecca G.
2 months ago
Hallie made everything very easy!
Lisa C.
3 months ago
Wonderful experience working with Hallie! The way she presented options to us made it so much easier to compare and consider them rather than searching out places and trying to keep options organized myself. She also shared information that I wouldn't have thought of but was helpful to have. Another bonus was her ability to procure a better rate, with perks, at the place we ended up staying. Closer to departure, Hallie sent us ideas for excursions and restaurants around where we were staying without us even asking which was great of have and a fun way to get more excited about our trip. It was great to have everything so well organized and curated for us and we appreciated her enthusiasm for our trip too. I'll definitely check back with Hallie when we have another trip to plan!
Maggie P.
7 months ago
Melinda R.
9 months ago
Hallie made this reservation, keeping in mind that my son and I wanted a shared room. She was able to quickly find a room with a king bed and a loft twin bed. She also knew just the kind of atmosphere we would both like. Everything worked out great with this booking.
Elizabeth G.
2 months ago
Hallie was incredible! I would recommend her to any of my family and friends (and have already!). She provided a broad range of options for us, which was not easy given we were a larger and more opinionated group! We really love where we stayed and likey would not have picked it without her guidance. Hallie had great communication throughout the booking process as well as leading up to the trip. She ensured we were covered with transportation, dining and other activities. Overall, the trip was a great success and we all look forward to working with Hallie again in the future!
Rebecca G.
2 months ago
Hallie made everything very easy!
Lisa C.
3 months ago
Wonderful experience working with Hallie! The way she presented options to us made it so much easier to compare and consider them rather than searching out places and trying to keep options organized myself. She also shared information that I wouldn't have thought of but was helpful to have. Another bonus was her ability to procure a better rate, with perks, at the place we ended up staying. Closer to departure, Hallie sent us ideas for excursions and restaurants around where we were staying without us even asking which was great of have and a fun way to get more excited about our trip. It was great to have everything so well organized and curated for us and we appreciated her enthusiasm for our trip too. I'll definitely check back with Hallie when we have another trip to plan!
Maggie P.
7 months ago
Travel ideas (3)
Antigua Awaits: A Guide to Guatemala’s Colonial Gem
After two months of traveling through Central America, Antigua stood out as my favorite destination. This charming, walkable town offers the perfect blend of experiences — from incredible food and exciting adventures to relaxing spas, rich culture, and endless shopping. While it’s considered the most expensive spot in Guatemala, Americans will still find the prices refreshingly affordable.
Antigua Awaits: A Guide to Guatemala’s Colonial Gem
After two months of traveling through Central America, Antigua stood out as my favorite destination. This charming, walkable town offers the perfect blend of experiences — from incredible food and exciting adventures to relaxing spas, rich culture, and endless shopping. While it’s considered the most expensive spot in Guatemala, Americans will still find the prices refreshingly affordable.
La Paz, Mexico: Baja Beyond Cabo
I had visited Cabo several times, mostly for weddings, but it never quite resonated with me. On a recent trip, however, I veered off the familiar path and drove toward La Paz, winding through the sun-soaked desert, past towering cacti and dusty roadside stands. That’s where I found something that truly spoke to me — a coastal town with real soul, where the desert meets the sea, beaches shimmer in shades of turquoise, wildlife thrives, and the food is as vibrant as the landscape. It was everything I didn’t know I was looking for.
La Paz, Mexico: Baja Beyond Cabo
I had visited Cabo several times, mostly for weddings, but it never quite resonated with me. On a recent trip, however, I veered off the familiar path and drove toward La Paz, winding through the sun-soaked desert, past towering cacti and dusty roadside stands. That’s where I found something that truly spoke to me — a coastal town with real soul, where the desert meets the sea, beaches shimmer in shades of turquoise, wildlife thrives, and the food is as vibrant as the landscape. It was everything I didn’t know I was looking for.
Puerto Viejo: Discover Costa Rica’s Hidden Caribbean Gem
The lesser-explored Caribbean side of Costa Rica offers stunning wildlife, beautiful beaches and delicious, fresh food with a unique blend of Costa Rican and Jamaican culture. This place quickly developed to have all the modern amenities you need yet still holds an untouched charm (they did not have electricity until 1986!).
Puerto Viejo: Discover Costa Rica’s Hidden Caribbean Gem
The lesser-explored Caribbean side of Costa Rica offers stunning wildlife, beautiful beaches and delicious, fresh food with a unique blend of Costa Rican and Jamaican culture. This place quickly developed to have all the modern amenities you need yet still holds an untouched charm (they did not have electricity until 1986!).
Antigua Awaits: A Guide to Guatemala’s Colonial Gem
After two months of traveling through Central America, Antigua stood out as my favorite destination. This charming, walkable town offers the perfect blend of experiences — from incredible food and exciting adventures to relaxing spas, rich culture, and endless shopping. While it’s considered the most expensive spot in Guatemala, Americans will still find the prices refreshingly affordable.
Antigua Awaits: A Guide to Guatemala’s Colonial Gem
After two months of traveling through Central America, Antigua stood out as my favorite destination. This charming, walkable town offers the perfect blend of experiences — from incredible food and exciting adventures to relaxing spas, rich culture, and endless shopping. While it’s considered the most expensive spot in Guatemala, Americans will still find the prices refreshingly affordable.
La Paz, Mexico: Baja Beyond Cabo
I had visited Cabo several times, mostly for weddings, but it never quite resonated with me. On a recent trip, however, I veered off the familiar path and drove toward La Paz, winding through the sun-soaked desert, past towering cacti and dusty roadside stands. That’s where I found something that truly spoke to me — a coastal town with real soul, where the desert meets the sea, beaches shimmer in shades of turquoise, wildlife thrives, and the food is as vibrant as the landscape. It was everything I didn’t know I was looking for.
La Paz, Mexico: Baja Beyond Cabo
I had visited Cabo several times, mostly for weddings, but it never quite resonated with me. On a recent trip, however, I veered off the familiar path and drove toward La Paz, winding through the sun-soaked desert, past towering cacti and dusty roadside stands. That’s where I found something that truly spoke to me — a coastal town with real soul, where the desert meets the sea, beaches shimmer in shades of turquoise, wildlife thrives, and the food is as vibrant as the landscape. It was everything I didn’t know I was looking for.
Puerto Viejo: Discover Costa Rica’s Hidden Caribbean Gem
The lesser-explored Caribbean side of Costa Rica offers stunning wildlife, beautiful beaches and delicious, fresh food with a unique blend of Costa Rican and Jamaican culture. This place quickly developed to have all the modern amenities you need yet still holds an untouched charm (they did not have electricity until 1986!).
Puerto Viejo: Discover Costa Rica’s Hidden Caribbean Gem
The lesser-explored Caribbean side of Costa Rica offers stunning wildlife, beautiful beaches and delicious, fresh food with a unique blend of Costa Rican and Jamaican culture. This place quickly developed to have all the modern amenities you need yet still holds an untouched charm (they did not have electricity until 1986!).
Travel photos
