Oakland7days- 7
- Days
- 56
- Activities
- 1
- Location
- 21
- Meals out
- 08:00
- Earliest start
Luxury Outdoor Escape in Oakland
Experience the natural beauty and refined dining of Oakland, New Jersey, over seven well-paced days featuring forest hikes, lake kayaking, local market shopping, and educational arts centers.
- Outdoors
- Food stops
- Museums
- Markets & shops
- Parks
- Stays
- couples
- luxury
- active travellers
- nature
- hiking
- kayaking
Day by day
Day 1
Introduction to Oakland's Trails and Waters8 ActivitiesBegin your week exploring northern New Jersey's lush parks, scenic reservoir, and regional produce markets.
- 08:0009:00
FoodBreakfast at Oakland Diner
08:00 – 09:00Enjoy an upscale morning meal with classic breakfast specialties and artisanal coffee.
- 09:3011:00
OutdoorScenic Hike at Ramapo Mountain State Forest
09:30 – 11:00Embark on a guided morning hike through wooded trails offering panoramic ridge views.
- 11:1512:15
SightseeingExplore the New Weis Center for Education, Arts & Recreation
11:15 – 12:15Visit the nature and arts facility to learn about regional ecology and historic conservation efforts.
- entryFree
- 12:3013:30
FoodLunch at Portobello Feasts
12:30 – 13:30Dine on sophisticated Italian dishes and fresh seafood in an elegant setting.
- 14:0015:15
OutdoorKayaking on the Oakland Reservoir
14:00 – 15:15Paddles across the calm waters of the reservoir surrounded by forested shoreline.
- 15:3016:45
ShoppingShopping at Oakland Farmers' Market
15:30 – 16:45Browse premium organic produce, artisanal cheeses, and local crafts.
- 17:0018:15
OutdoorVisit the Great Oak Park
17:00 – 18:15Take a relaxed afternoon stroll along manicured paths and open green lawns.
- 19:3021:00
FoodDinner at Cenzino Ristorante
19:30 – 21:00Savor fine Northern Italian dining accompanied by an extensive vintage wine list.
Day 2
Lakeside Relaxation and Forest Trails8 ActivitiesSpend the day immersed in Ramapo Valley's wilderness reserves and scenic community parks.
- 08:0009:00
FoodBreakfast at Caffe Capri
08:00 – 09:00Start the day with fresh pastries, espresso, and warm breakfast entrees.
- 09:3011:00
OutdoorRelax at Ramapo Valley County Reservation
09:30 – 11:00Walk around Scarlet Oak Pond and enjoy tranquil lakeside mountain views.
- 11:1512:15
OutdoorKayaking on the Oakland Reservoir
11:15 – 12:15Enjoy a peaceful mid-morning paddling session across the reservoir.
- 12:3013:30
FoodLunch at Segovia Steakhouse & Seafood
12:30 – 13:30Enjoy prime aged steaks and fresh Spanish-style seafood specialties.
- 14:0015:15
OutdoorScenic Hike at Ramapo Mountain State Forest
14:00 – 15:15Follow the trail up to the historic castle ruins and overlooks.
- 15:3016:45
SightseeingExplore the New Weis Center for Education, Arts & Recreation
15:30 – 16:45Attend an afternoon environmental talk or art exhibit in the main hall.
- entryFree
- 17:0018:15
ShoppingShopping at Oakland Farmers' Market
17:00 – 18:15Pick up specialty baked goods and gourmet treats for late afternoon snacks.
- 19:3021:00
FoodDinner at Trovato's Due
19:30 – 21:00Relish classic Italian culinary craft paired with refined cocktails.
Day 3
Cultural Heritage and Park Exploration8 ActivitiesCombine arts, heritage education, and revitalizing park visits across Oakland.
- 08:0009:00
FoodBreakfast at The Market Basket Cafe
08:00 – 09:00Sample fresh gourmet coffee, fruit, and handcrafted breakfast dishes.
- 09:3011:00
SightseeingExplore the New Weis Center for Education, Arts & Recreation
09:30 – 11:00Take a guided outdoor walk focused on native flora and forest restoration.
- entryFree
- 11:1512:15
OutdoorVisit the Great Oak Park
11:15 – 12:15Explore the park's scenic walking trails and historic oak tree groves.
- 12:3013:30
FoodLunch at Yuki Hana
12:30 – 13:30Enjoy high-end sushi and contemporary Japanese kitchen dishes.
- 14:0015:15
OutdoorRelax at Ramapo Valley County Reservation
14:00 – 15:15Unwind near the riverfront trails and quiet forest glades.
- 15:3016:45
ShoppingShopping at Oakland Farmers' Market
15:30 – 16:45Discover artisanal goods and fresh flower arrangements from local vendors.
- 17:0018:15
OutdoorKayaking on the Oakland Reservoir
17:00 – 18:15Enjoy a tranquil late-afternoon paddle across calm lake waters.
- 19:3021:00
FoodDinner at Cafe L'Amore
19:30 – 21:00Experience gourmet Italian pasta dishes and chef specialties in an intimate setting.
Day 4
Active Waters and Mountain Heights8 ActivitiesFocus on outdoor activities with paddling, mountain hiking, and open parklands.
- 08:0009:00
FoodBreakfast at Lakeside Cafe
08:00 – 09:00Fuel up with made-to-order omelets, French toast, and fresh juices.
- 09:3011:00
OutdoorKayaking on the Oakland Reservoir
09:30 – 11:00Start the day with an invigorating morning kayak exploration on quiet waters.
- 11:1512:15
OutdoorScenic Hike at Ramapo Mountain State Forest
11:15 – 12:15Tackle an elevated trail loop for sweeping woodland vistas.
- 12:3013:30
FoodLunch at Trout Cafe
12:30 – 13:30Savor seasonal soups, artisan sandwiches, and organic salads.
- 14:0015:15
OutdoorVisit the Great Oak Park
14:00 – 15:15Relax under the canopy of ancient trees and wander landscaped grounds.
- 15:3016:45
SightseeingExplore the New Weis Center for Education, Arts & Recreation
15:30 – 16:45Tour the center's outdoor sensory trails and historic stone buildings.
- entryFree
- 17:0018:15
OutdoorRelax at Ramapo Valley County Reservation
17:00 – 18:15Enjoy late afternoon bird watching and peaceful lake vistas.
- 19:3021:00
FoodDinner at Biagio's Ristorante
19:30 – 21:00Indulge in upscale Italian seafood and prime steak preparations.
Day 5
Local Markets and Nature Conservation8 ActivitiesA refined day of market browsing, nature talks, and scenic forest walks.
- 08:0009:00
FoodBreakfast at Java Love
08:00 – 09:00Enjoy specialty pour-over coffee paired with house-baked pastries.
- 09:3011:00
ShoppingShopping at Oakland Farmers' Market
09:30 – 11:00Shop for farm-fresh fruit, honey, and handmade crafts in the morning market.
- 11:1512:15
OutdoorRelax at Ramapo Valley County Reservation
11:15 – 12:15Walk along the scenic Ramapo River bank and tranquil woodland paths.
- 12:3013:30
FoodLunch at Portobello Feasts
12:30 – 13:30Enjoy a relaxed lunch featuring wood-fired pizza and fresh salads.
- 14:0015:15
OutdoorScenic Hike at Ramapo Mountain State Forest
14:00 – 15:15Take a moderate afternoon walk through quiet pine groves and overlooks.
- 15:3016:45
OutdoorKayaking on the Oakland Reservoir
15:30 – 16:45Enjoy a mid-afternoon kayak session taking in late summer greenery.
- 17:0018:15
OutdoorVisit the Great Oak Park
17:00 – 18:15Stroll through peaceful gardens and open grassy fields as evening approaches.
- 19:3021:00
FoodDinner at Segovia Steakhouse & Seafood
19:30 – 21:00Relish fine steaks, lobster, and sangria in a comfortable luxury atmosphere.
Day 6
Arts, Heritage, and Mountain Trails8 ActivitiesRevisit favorite outdoor and cultural spots with fresh trails and new exhibitions.
- 08:0009:00
FoodBreakfast at Oakland Diner
08:00 – 09:00Enjoy a hearty breakfast menu featuring freshly squeezed juices and gourmet dishes.
- 09:3011:00
OutdoorScenic Hike at Ramapo Mountain State Forest
09:30 – 11:00Hike the northern ridge trail section for sweeping valley perspectives.
- 11:1512:15
ShoppingShopping at Oakland Farmers' Market
11:15 – 12:15Browse local artisan goods and regional souvenirs.
- 12:3013:30
FoodLunch at Trovato's Due
12:30 – 13:30Dine on Italian classics and chef-curated pasta creations.
- 14:0015:15
SightseeingExplore the New Weis Center for Education, Arts & Recreation
14:00 – 15:15Participate in an afternoon eco-workshop and gallery viewing.
- entryFree
- 15:3016:45
OutdoorRelax at Ramapo Valley County Reservation
15:30 – 16:45Enjoy a restful walk around MacMillan Reservoir.
- 17:0018:15
OutdoorKayaking on the Oakland Reservoir
17:00 – 18:15Take a tranquil late-afternoon kayak tour around the lake islands.
- 19:3021:00
FoodDinner at Cenzino Ristorante
19:30 – 21:00Celebrate the evening with chef signature entrees and high-end wines.
Day 7
Grand Nature Finale in Oakland8 ActivitiesConclude your week with a full sweep of Oakland's premier lakes, forests, and luxury dining.
- 08:0009:00
FoodBreakfast at Caffe Capri
08:00 – 09:00Enjoy a final morning espresso with gourmet breakfast sandwiches.
- 09:3011:00
OutdoorRelax at Ramapo Valley County Reservation
09:30 – 11:00Take a serene morning stroll beside Scarlet Oak Pond.
- 11:1512:15
OutdoorVisit the Great Oak Park
11:15 – 12:15Enjoy the morning quiet along paved walking paths and shaded lawns.
- 12:3013:30
FoodLunch at Yuki Hana
12:30 – 13:30Savor fresh sashimi, specialty rolls, and delicate green tea ice cream.
- 14:0015:15
OutdoorKayaking on the Oakland Reservoir
14:00 – 15:15Paddle out for one final scenic session on the water.
- 15:3016:45
ShoppingShopping at Oakland Farmers' Market
15:30 – 16:45Pick up last-minute organic preserves and handmade souvenirs.
- 17:0018:15
SightseeingExplore the New Weis Center for Education, Arts & Recreation
17:00 – 18:15Walk through the outdoor sculpture trail and peaceful gardens.
- entryFree
- 19:3021:00
FoodDinner at Cafe L'Amore
19:30 – 21:00Conclude your trip with romantic, fine-dining Italian cuisine and dessert.
