Wander
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Orleans, Massachusetts

Wander
Cape Cod

7 bedrooms
9 baths
11 beds
16 guests
5,000 sqft
Let’s make this your best trip ever. We want you to venture beyond the four walls of our homes to explore everything each destination has to offer. From amazing restaurants, to outdoor activities, to local treasures around Wander Cape Cod. Continue below to view our local activity guide video, travel guides, restaurant recommendations and more.
Explore this location
Welcome to Orleans, Massachusetts
The Orleans area offers a range of activities for visitors to enjoy. Spend a day at Nauset Beach, known for its stunning views and excellent surfing, or relax at the calm and family-friendly Skaket Beach. Explore local art at the Addison Art Gallery or dive into history at the French Cable Station Museum. Outdoor enthusiasts can cycle along the scenic Cape Cod Rail Trail, enjoy golfing at nearby courses like Captains Golf Course or Ocean Edge Resort, or explore hiking and biking trails such as Kent's Point Trail and the John Kenrick Woods Trail. These activities showcase the natural beauty and vibrant culture of the Cape.
Travel guides
Let's make this your best trip ever
Some details may change as Wander updates our homes and operations. Wander Concierge is at your service with any questions.
Restaurants
Fine dining with beautiful views
Mahoney's Atlantic Bar and Grill

Mahoney's Atlantic Bar and Grill

A fashionable and upscale dining spot in the heart of downtown Orleans, offering an eclectic menu crafted by Chef Ted Mahoney, with a focus on fresh, local seafood. Guests can enjoy popular dishes like Tuna Sashimi and Drunken Shellfish in a lively bar or cozy dining room setting. Open Monday to Saturday from 5PM - 9PM.

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La Bella Vita Kitchen & Bar

La Bella Vita Kitchen & Bar

A charming Italian restaurant in Orleans offering a menu of authentic dishes made with fresh, locally sourced ingredients. Guests can enjoy classic pasta, wood-fired pizzas, and an extensive wine list in a warm and inviting atmosphere. Open Sunday to Thursday from 4:30PM - 8:30PM and Friday to Saturday from 4:30PM - 9PM.

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Homeport Restaurant

Homeport Restaurant

A beloved local eatery in Orleans, offering a cozy atmosphere with a menu featuring classic American comfort food and fresh seafood. Known for its hearty breakfasts and delicious homemade pies, the restaurant provides a welcoming setting for families and friends. Open daily from 7AM - 2PM.

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Activities
Cape Cod Museum of Natural History

Cape Cod Museum of Natural History

A small but fascinating museum in Brewster showcasing local natural history through exhibits on marine life, archaeology, and bird species. Visitors can also enjoy walking trails on the surrounding 400 acres of conservation land. Open Wednesday to Sunday from 11AM - 3PM, with last admission at 2:30PM.

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Cape Cod Rail Trail

Cape Cod Rail Trail

A scenic 25-mile paved trail stretching through six Cape Cod towns, perfect for biking, walking, or rollerblading. The trail offers beautiful views of cranberry bogs, forests, and ponds, with several access points and parking areas along the route. Open daily from 6AM - 6PM.

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Wellfleet Bay Wildlife Sanctuary

Wellfleet Bay Wildlife Sanctuary

A peaceful wildlife sanctuary featuring five miles of trails through salt marshes, pine woodlands, and sandy beaches overlooking Wellfleet Harbor. The sanctuary also includes a LEED-certified nature center with exhibits on local wildlife and birding hotspots. Open Tuesday to Sunday from 9AM - 4PM.

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Groceries
Friends' Marketplace

Friends' Marketplace

A community-focused market offering fresh produce, organic products, a deli, and a wide selection of wine and beer. Open daily from 8AM - 7PM.

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Shaw's

Shaw's

A full-service supermarket offering a wide range of groceries, including fresh bakery items, deli selections, and household essentials. Open daily from 7AM - 10PM.

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Orleans Whole Food Store

Orleans Whole Food Store

A local favorite since 1975, this store specializes in natural and organic groceries, artisanal cheeses, and fresh produce. Open Monday-Saturday from 8:30AM - 6PM and Sunday from 9AM - 6PM.

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THE WANDER APP
The best activities, in your pocket

Soon, we’re rolling out Wander Explore, giving you access to the best destinations during your trip. Download the app today to get notified when we launch.

Wander Explore
Coming soon

Explore all the best restaurants, museums, trails, parkings, pharmacies, and more. Save your favorite picks, create lists, make reservations - all from the Wander app.

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