Travel Guide

Your Guide to Exploring Oakland, Maine & Messalonskee Lake

Whether you're planning a relaxing lakeside getaway or looking to explore more of central Maine, there's plenty to enjoy just a short drive from Pressey House. From scenic outdoor attractions and local culture to unforgettable restaurants and cafés, the Oakland and Belgrade Lakes region has something for everyone. Use this guide to discover a few favorite places to visit, dine, and experience during your stay.

Black-and-white sketch of a key with a decorative, flower-like top and a small bell-shaped charm.

Things to Do

From outdoor recreation and scenic views to art and local attractions, the Oakland and Belgrade Lakes region offers plenty of ways to enjoy your time in central Maine. Whether you are looking for adventure or a quiet afternoon outing, there is something nearby for every kind of getaway.

Belgrade Lakes Golf Club

The Belgrade Lakes Golf Club offers a scenic and memorable day on the links in the heart of central Maine. Known for its beautiful setting and thoughtfully designed course, it is a favorite for guests who want to enjoy a relaxing round surrounded by the natural beauty of the Belgrade Lakes region.

Colby Museum of Art

Located nearby in Waterville, the Colby Museum of Art is a wonderful place to spend a quiet afternoon. With thoughtfully curated exhibitions and an impressive collection of American art, it offers a rich cultural experience just a short drive from Pressey House. 

Mount Phillip Trail

Mount Phillip Trail is a popular local hike for guests who want to enjoy fresh air, wooded surroundings, and beautiful views. This loop trail leads to an open summit overlooking the surrounding area, making it a rewarding outdoor stop in the Belgrade Lakes region. 

Dining Options

From casual cafés to memorable dinner spots, the Oakland and Waterville area offers a variety of local dining options to enjoy during your stay. Whether you are starting your day with coffee and pastries or planning a relaxed evening out, there are plenty of inviting places to choose from.

Front & Main

Front & Main in Waterville is a great choice for guests looking for a relaxed but elevated dining experience. Known for creative comfort food inspired by Maine’s farms, fields, bays, and oceans, it is an inviting spot for lunch, dinner, or weekend brunch. 

Amici's Cucina

Amici’s Cucina is a longtime Waterville favorite for classic Italian dining in a warm and welcoming setting. With a menu that includes pasta, seafood, steaks, and gluten-free options, it is a wonderful choice for a comfortable and satisfying meal out. 

Holy Cannoli

Holy Cannoli is a popular bakery and café in downtown Waterville known for scratch-made pastries, baked goods, lunch options, and Italian-inspired treats. It is a charming stop for breakfast, a casual lunch, or something sweet to enjoy during your stay. 

Book your Scape

Discover the charm, comfort, and character of Pressey House. Whether you're visiting for a weekend escape or an extended stay, your perfect Maine retreat starts here.