Vacation rentals in Chesapeake

Frequently Asked Questions

• How is the weather in Chesapeake?

  Chesapeake experiences a temperate climate characterized by humid summers with temperatures typically peaking at around 90°F (32°C) and moderately cold winters with temperatures often dipping to 32°F (0°C). While rain showers are common throughout the year, Chesapeake enjoys an average of 213 sunny days per year.

• What are some of the best things to do in Chesapeake?

  Visitors to Chesapeake often enjoy exploring outdoor attractions like the Great Dismal Swamp National Wildlife Refuge, boating in the Intracoastal Waterway, and hiking through the Northwest River Park. Indoor enthusiasts can soak in local history at the Chesapeake Planetarium or cherish local art at the Chesapeake Arts Center.

• What is the best time of year to visit Chesapeake?

  Spring and autumn are the most popular times to visit Chesapeake thanks to mild temperatures and vibrant foliage. Noteworthy local events include the Chesapeake Jubilee held in May, featuring amusement rides and local food, and the annual Waterways Heritage Festival in October, celebrating the city's maritime history.

• What are the best places to stay in Chesapeake?

  For a convenient stay, Greenbrier is often suggested as it's close to shopping centers and restaurants. Great Bridge, with its historic charm and scenic beauty, is another popular choice. For those preferring a rural setting, the Hickory area offers a peaceful retreat amidst nature.

• What are the best places to visit in Chesapeake?

  Chesapeake has various popular places to visit, including the Chesapeake Planetarium for space enthusiasts, the Great Dismal Swamp National Wildlife Refuge for nature lovers, and the Chesapeake Arboretum for those who appreciate flora. History buffs often visit the Battle of Great Bridge Memorial.

• What are some hiking trails in Chesapeake?

  Chesapeake abounds with hiking trails. Dismal Swamp Canal Trail, a 14.5 mile (23 km) long trail, is frequently suggested for its wildlife sightings. The 7-mile (11 km) Indian Creek Road trail in the Northwest River Park is another favorite, offering scenic views of the river and surrounding woodland.

• What are some family activities to do in Chesapeake?

  Family-friendly activities in Chesapeake include exploring the Chesapeake Arboretum, visiting the Chesapeake Planetarium, and enjoying outdoor fun at Chesapeake City Park. Additionally, families can embark on a boat tour of the Intracoastal Waterway or spend a day at the Northwest River Park.

• What are some of the best day trip ideas in Chesapeake?

  For day trips, the historic city of Williamsburg, 55 miles (88 km) from Chesapeake, is often recommended. Virginia Beach, just 20 miles (32 km) away, is another popular choice for its beaches and aquarium. Alternatively, you can explore the Norfolk Botanical Garden, a short 14 miles (22 km) drive away.

• Are there vacation rentals with a dedicated workspace in Chesapeake?

  Yes! Work meets play with ease at over 540 vacation rentals in Chesapeake featuring dedicated workspaces. Stay connected and productive in your home away from home.

• Are there pet-friendly vacation rentals in Chesapeake?

  Four-legged friends are welcome in Chesapeake. Choose from more than 300 vacation rentals for guests traveling with pets.