Oak Leaf Coastal Retreat7 Oak Leaf Lane, West Dennis, MA

Discover Dennis & Cape Cod

Explore the best dining, attractions, and shopping in the area

Whether you're looking for fresh seafood, beautiful beaches, or unique shopping experiences, Dennis and Cape Cod have something for everyone.

West Dennis & Nearby

Local favorites within a short drive or walk

Sand Bar

πŸšΆβ€β™‚οΈ 11 min walk
4.6

Casual Dining

The Sand Bar is a great casual beach hangout that is a short walk from the house. Relax outside with a cold drink, munch on great seafood, and pizza and enjoy live music right on West Dennis Beach.

$$33 Lighthouse Rd
Owner Favorite

The Ocean House Restaurant

πŸš— 9 min drive
4.8

Contemporary Waterfront

The **Ocean House** is our go-to for an upscale night out. The absolute highlight is the panoramic ocean view, but the creative cocktails and high-end seafood menu entirely match the vibe. Definitely book ahead!

$$$425 Old Wharf Rd
Owner Favorite

Three Finns Coffee

πŸš— 5 min drive
4.8

Coffee Shop

A cozy, independent neighborhood coffee shop right on Route 28. It's perfect for a solid morning espresso, loose-leaf teas, and quiet, unpretentious atmosphere before heading out for the day.

$539 Main St
Owner Favorite

Love Farms

πŸš— 2 min drive
4.7

Farm-to-Table

Love Farms is a brand new, very popular restaurant in West Dennis. It's a massive seven-acre farm-to-table setup with a great restaurant, wood-fired pizza, an outdoor music lawn, and a market. Parking can be difficult, however it is walkable from the house if you are comfortable with walking along 28.

$$$1239 Route 28
Owner Favorite

Red Cottage

πŸš— 5 min drive
4.8

Breakfast & Brunch

Go to the Red Cottage for the ultimate Cape breakfast. It's a legendary, 1950s-style diner with a massive, creative menu and insane home fries. It gets packed fast, and rememberβ€”it's strictly cash-only!

$1407 Main St

Three Monkeys

πŸš— 11 min drive
4.6

Global Street Food

A downtown spot featuring global street food and sushi. It has a modern setup, creative drinks, and a consistently active crowd.

$$568 Main St

Perks Coffee Shop and Beer Garden

πŸš— 12 min drive
4.7

CafΓ© & Beer Garden

A unique downtown spot that does double duty. It operates as a casual coffee shop by day, then transitions into a lively, open-air backyard beer garden with live music at night.

$$545 Main St

Ember Coal Fire Pizza

πŸš— 12 min drive
4.8

Pizza

Great spot for coal-fired pizzas and wings. The outdoor patio has firepits and a relaxed vibe, making it a favorite place to grab a beer and unwind after a beach day.

$$600 Main St

Clean Slate Eatery

πŸš— 5 min drive
4.8

Fine Dining

An intimate, interactive chef's counter experience. It features local, seasonal ingredients across creative multi-course tasting menus, with the chefs explaining each dish as they serve you.

$$$702 Main St

Woolfies Bakery

πŸš— 6 min drive
4.7

Bakery & CafΓ©

This is our go-to morning spot for hand-rolled pastries and giant muffins. Get there early because the line forms fast, but their breakfast sandwiches are entirely worth the short wait.

$279 Lower County Rd

Good Friends Cafe

πŸš— 4 min drive
4.6

Breakfast & Lunch

A classic, old-school breakfast diner where the staff always treats you like a regular. The homemade corned beef hash is excellent, and the service is fast, friendly, and completely down-to-earth.

$$83 School St

Backyard by Foley's

πŸš— 2.3 miles
4.8

Entertainment & Dining

35,000-square-foot open-air entertainment destination brought to Cape Cod by the family behind Boston's iconic JJ Foley's Cafe. Features a Game Zone with cornhole and lawn games, Stage Zone with live music and food trucks, and a massive 5,000-square-foot sail-covered main bar. Perfect for families with yoga, farmers markets, kids' programming, and unforgettable summer experiences.

$$645 Main St

The Rooftop at Pelham House Resort

πŸš— 8 min drive
4.7

Upscale Dining

Heated oceanfront rooftop with panoramic Nantucket Sound views. Year-round with seasonal menu.

$$$14 Sea Street

Red Nun

πŸš— 5-15 min drive
4.5

Pub

A totally laid-back local pub with locations in Dennisport and Chatham. It's a straightforward, dependable spot when you just want a great burger, a cold microbrew, and the game on TV.

$$Dennisport & Chatham

Further Away on Cape Cod

Explore other charming towns across Cape Cod

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Cape Sea Grille

πŸš— 11-13 min drive
4.8

Contemporary American

Located in a 19th-century sea captain's home, serving creative American cuisine with fresh local ingredients and native seafood.

$$$31 Sea Street

Old Yarmouth Inn

πŸš— 14-16 min drive
4.7

Fine Dining

Historic landmark since 1696 offering classic American cuisine with contemporary twist, fresh seafood, and seasonal patio.

$$Route 6A

Baxter's Wharf Restaurant

πŸš— 16-20 min drive
4.7

Waterfront Seafood

Family-owned since 1957 serving fresh seafood, fish and chips, and cocktails with harbor views. Open Thursday-Sunday.

$$Hyannis Harbor

Spanky's Clam Shack

πŸš— 16-20 min drive
4.8

Seafood

Recognized as "Best Seafood Restaurant" with range of seafood dishes, indoor/outdoor seating overlooking the harbor.

$$Hyannis Harbor

The Seal

πŸš— 26-30 min drive
4.6

Coastal Cuisine

A sleek, modern-casual bistro tucked away in Harwich Center. They do a fantastic job with creative small plates, global flavors, and high-quality craft cocktails in a relaxed but sophisticated space.

$$Sandwich Village

Belfry Inn & Bistro

πŸš— 26-30 min drive
4.7

Elegant Bistro

Housed in repurposed historic churches offering elegant dining and lodging in a distinctive historic setting.

$$$10 Green Street

The Impudent Oyster

πŸš— 22-25 min drive
4.7

Seafood

Fresh oysters, creative seafood, and craft drinks in a casual, fun atmosphere. Over 50 years of service.

$$$Main St

Chatham Squire

πŸš— 22-25 min drive
4.6

Pub & Restaurant

The most famous, high-energy pub in downtown Chatham. It's an iconic local institution with a classic tavern menu, great draft beers, and a loud, lively main bar that's always packed.

$$Main St

Wild Goose Tavern

πŸš— 22-25 min drive
4.7

Fine Dining

Located in the historic Chatham Wayside Inn, offering casual and fine dining with classic New England seafood and outdoor seating.

$$$1860 Main Street

Hot Chocolate Sparrow

πŸš— 15 min drive
4.6

CafΓ©

A bustling Orleans staple that is half coffee house and half candy shop. Go for their specialty espresso drinks, homemade fudge, and hand-dipped chocolates after dinner down-cape.

$5 Cove Road

Mahoney's Atlantic Bar & Grill

πŸš— 15 min drive
4.7

Contemporary

A sharp, upscale bistro right in downtown Orleans. It features a reliable menu of refined local seafood, great steaks, and a lively bar scene that feels energetic year-round.

$$$Main St

JT's Seafood Restaurant

πŸš— 18-22 min drive
4.5

Clam Shack

A classic, dependable Brewster seafood shack. It's a clean, family-friendly spot that serves excellent fried clams, standard lobster rolls, and reliable Cape staples without any unnecessary fuss.

$$Route 6A

Brax Landing

πŸš— 11-13 min drive
4.7

Waterfront Seafood

Overlooks Saquatucket Harbor with classic New England seafood, extensive wine list, and a deck for cocktails and appetizers.

$$$705 Main Street

Outer Bar

πŸš— 22-25 min drive
4.8

Upscale Seasonal Restaurant

The open-air, seasonal restaurant right on the water at Wequassett. It's expensive but worth it for the views, offering a great, relaxed spot for an upscale lunch or drinks right by the pool.

$$$Wequassett Resort & Golf Club

Landfall Restaurant

πŸš— 32-36 min drive
4.8

Waterfront Dining

Waterfront dining on Woods Hole Harbor serving local lobsters, swordfish, clams, and scallops in a seaside setting with creative cocktails.

$$$2 School Street

Shuckers Fish Bar

πŸš— 32-36 min drive
4.7

Seafood

Fresh-caught local seafood in a casual, waterfront setting with ocean views and a relaxed vibe.

$$237 Grand Avenue

Mac's Seafood Market

πŸš— 65-75 min drive
4.6

Seafood Market & Restaurant

Part pristine local fish market, part casual outdoor counter. It is one of our favorite spots to grab fresh local oysters, raw bar items, and quick seafood takeout right near the water.

$$359 Commercial Street

The Whitecap

πŸš— 65-75 min drive
4.7

Seafood Restaurant

A cool, modern Wellfleet hangout blending a specialty coffee shop with a creative cocktail lounge. It has a minimalist, surfer-chic aesthetic and serves great small bites in a laid-back atmosphere.

$$265 Commercial Street

Friendly Fisherman

πŸš— 30-35 min drive
4.6

Seafood

A completely no-frills fish market and outdoor takeout stand in Eastham. It's a local favorite for incredibly overstuffed lobster rolls and classic, golden-fried seafood baskets on the way to the National Seashore.

$$Eastham

Fanizzi's

πŸš— 65-75 min drive
4.7

Waterfront Dining

A Provincetown staple famous for its dramatic waterfront dining room. The menu covers everything from seafood to comfort food, but the real draw is watching the tide come right under the building.

$$Commercial St

Acorn & Vine

πŸš— 28 min drive
4.6

Contemporary American

A sophisticated, relaxed wine bar located in historic Sandwich. It offers a great global bottle list, distinct flights, and well-crafted tapas, making it a perfect, quiet alternative to busier commercial strips.

$$490 Main Street

The Skipper Chowder House

πŸš— 12-14 min drive
4.7

Seafood Shack

A traditional South Yarmouth waterfront classic. The award-winning clam chowder absolutely lives up to the hype, and they have a popular soft-serve ice cream window right outside for after your meal.

$$South Yarmouth

Gerardi's CafΓ©

πŸš— 12-14 min drive
4.6

Italian

A quiet, family-run Italian joint in South Yarmouth. The focus here is entirely on authentic homemade pasta, comfortable seating, and a warm, neighborhood feel that is a nice break from fried seafood.

$$South Yarmouth

AΓ±ejo Mexican Bistro

πŸš— 16-20 min drive
4.6

Mexican

A highly popular, high-energy spot in downtown Hyannis. They serve excellent margaritas and fresh guacamole made right at your table. The outdoor patio under the trees is great on summer nights.

$$Main Street

Black Cat Tavern

πŸš— 16-20 min drive
4.6

Seafood

A reliable, casual seafood tavern situated right across from the Hyannis ferry docks. It's a great spot to sit outside on the patio, watch the boats, and have a cold beer.

$$Harbor

Scargo CafΓ©

πŸš— 8-10 min drive
4.6

Bistro

A cozy, tavern-style bistro in Dennis Village with a warm atmosphere. The menu has a solid mix of everything from seafood to pasta, making it an easy, comfortable choice for dinner.

$$Dennis

Twenty-Eight Atlantic

πŸš— 15-18 min drive
4.8

Fine Dining

High-end dining right on the water at Wequassett. It's formal and quiet, featuring elegant tasting menus, refined seafood, and excellent views of Pleasant Bay.

$$$Wequassett Resort

The Chatham Cut

πŸš— 20-23 min drive
4.8

Steakhouse

A modern, sophisticated steakhouse. It offers premium cuts, a highly curated wine list, and a sleek, contemporary atmosphere that feels a bit more urban than typical Cape spots.

$$$Chatham

Fin

πŸš— 8-10 min drive
4.7

Upscale Seafood

A refined, upscale seafood restaurant set inside a historic, two-story colonial home in Dennis. They focus on fresh local catches and oysters, offering a quiet, intimate dining experience with excellent cocktails.

$$$Dennis

The Pheasant

πŸš— 8-10 min drive
4.7

Farm-to-Table Bistro

A farm-to-table bistro located in a historic barn. The menu changes constantly based on local farm and sustainable fish availability, giving it a rustic, earthier vibe.

$$$Dennis

Chillingsworth Bistro

πŸš— 18-20 min drive
4.8

French Fine Dining

A long-standing destination for French-inspired fine dining on a historic estate. The bistro side offers a slightly more casual, intimate way to experience their classic culinary style.

$$$Brewster