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Romantic Virginia Vacation with Spa, Beach Day, and Dog-Friendly Stays
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Romantic Virginia Vacation with Spa, Beach Day, and Dog-Friendly Stays
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Day 1: Beach Day Excursion
Virginia Beach, VA on July 28, 2025
7:00am
Breakfast at Hotel
Enjoy the complimentary hotel breakfast before the beach day, fueling up with fresh coffee, eggs, and pastries.
Included, 1h
8:00am
Drive to Virginia Beach
Set out early to beat traffic and secure a great spot at Virginia Beach, about 3 hours from Chesterfield.
Gas Costs, 3h
11:00am
Relax at Virginia Beach
Spend the day swimming, sunbathing, and strolling the popular Virginia Beach Boardwalk, open all day.
Free, 5h
4:00pm
Lunch at Waterman's Surfside Grille
Taste fresh seafood with ocean views, known for crab cakes and relaxed beach atmosphere, open from 11am to 9pm.
Approx. USD25 per person, 1.5h
5:30pm
Return to Hotel
Drive back to Chesterfield to rest for the evening and relax with your dog.
Gas Costs, 3h
8:30pm
Dinner Near Hotel - Local Bistro
Enjoy a light dinner at a dog-friendly local bistro near the hotel that specializes in American cuisine and crafts beers.
USD20, 1h
Find Hotels in Virginia Beach
Day 2: Richmond Culture Day
Richmond, VA on July 29, 2025
8:00am
Breakfast at Hotel
Start your day with the hotel’s complimentary breakfast including eggs, fruit, and coffee to energize your day.
Included, 1h
9:00am
Visit the Virginia Museum of Fine Arts
Enjoy a world-class art collection with exhibits from contemporary to classic art, open daily from 10am to 5pm.
USD12 per person, 2h
11:30am
Walk around Carytown
Explore Richmond’s quirky shopping and dining district full of unique boutiques and cafes.
Free, 1.5h
1:00pm
Lunch at The Daily Kitchen & Bar
Savor farm-to-table dishes with healthy options in a lively atmosphere, open 11am-3pm.
Approx. USD20 per person, 1h
2:30pm
Visit Lewis Ginter Botanical Garden
Discover beautiful themed gardens and a conservatory, open daily from 9am to 5pm.
USD17 per person, 2h
5:00pm
Return to hotel & Leisure
Relax with your dog at the dog-friendly hotel and enjoy the free breakfast next day planning.
Included, Evening
7:30pm
Dinner at Local Chesterfield Restaurant
Try a cozy and dog-friendly southern restaurant offering classic dishes near your hotel.
USD25, 1h
Find Hotels in Richmond
Day 3: Nature & History
Chesterfield, VA on July 30, 2025
8:00am
Breakfast at Hotel
Enjoy your complimentary breakfast to start a day filled with natural beauty and history close to the hotel.
Included, 1h
9:30am
Visit Pocahontas State Park
Explore hiking trails, lakes for fishing and kayaking, and picnic spaces in one of Virginia’s largest state parks, open 7am-10pm.
Parking fee approx. USD5, 3h
1:00pm
Lunch at Dandelion Market
Eat fresh sandwiches and salads at this bright, popular casual café, open from 11am to 3pm.
USD15 per person, 1h
2:30pm
Visit Chesterfield County Museum
Learn about local history and culture with engaging exhibits, open 10am to 4pm on weekdays.
Free, 1.5h
5:00pm
Relax at Hotel
Spend a peaceful evening with your fiancé and pet at the dog-friendly hotel.
Included, Rest of day
7:30pm
Dinner at Local Steakhouse
Enjoy hearty Virginia-style steak dinner at a casual dog-friendly location nearby.
USD30, 1.5h
Find Hotels in Chesterfield
Day 4: Pre-Anniversary Relax
Chesterfield, VA on July 31, 2025
8:00am
Breakfast at Hotel
Start your day light with the included breakfast and prepare for a pampering day ahead.
Included, 1h
10:00am
Couples Spa Day at Saluda Spa & Wellness
Enjoy massages, facials, and spa treatments designed specifically for couples, with private rooms, opens 9am-6pm.
Approx. USD150 per person, 3h
2:00pm
Lunch at Spa Café or Nearby
Light lunch featuring healthy options within or just outside the spa, perfect for relaxing after treatments.
USD20 per person, 1h
3:30pm
Leisure Time at Hotel
Relax and enjoy amenities with your dog or rest for the upcoming special celebration.
Included, Afternoon
7:00pm
Early Dinner at Casual Local Eatery
Opt for a light, romantic pre-anniversary dinner at a dog-friendly restaurant near the hotel.
USD25, 1.5h
Find Hotels in Chesterfield
Day 5: Anniversary Celebration
Chesterfield, VA on August 1, 2025
8:00am
Breakfast at Hotel
Enjoy your free breakfast with your fiancé as you get ready for a special day.
Included, 1h
11:00am
Light Day Visit / Leisure
Optional morning stroll at local park or riverwalk to keep the day relaxed before dinner.
Free, 1.5h
1:00pm
Lunch at Nearby Café
Casual lunch at a pet-friendly café with outdoor seating to enjoy the lovely summer weather.
USD20 per person, 1h
3:00pm
Rest and Prepare for Dinner
Return to the hotel to dress and rest before the romantic dinner.
Included, Afternoon
7:00pm
Romantic Anniversary Dinner at Lemaire Restaurant
Celebrate your anniversary with an elegant fine dining experience featuring Southern cuisine and impeccable service, recommended to reserve in advance. Open 5pm-10pm.
USD100+ per person, 2h
Find Hotels in Chesterfield
Day 6: Departure Day / Local Leisure
Chesterfield, VA on August 2, 2025
8:00am
Breakfast at Hotel
Enjoy your final complimentary hotel breakfast to wrap up your vacation.
Included, 1h
10:00am
Local Dog-Friendly Park Visit
Enjoy a morning walk or playtime at a nearby dog-friendly park to celebrate your pet’s vacation experience.
Free, 1h
12:00pm
Lunch at Hotel or Nearby
Casual lunch at hotel restaurant or nearby café for a relaxed final meal.
USD15 per person, 1h
1:30pm
Check-out from Hotel
Pack and check out, concluding a memorable Virginia trip.
Included with stay, 30m
Find Hotels in Chesterfield
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Itinerary created by
Plantrip Team
July 13, 2025
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