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Featured Chesapeake Hotels with Pools

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Your FAQ Guide to Amazing Cheap Chesapeake Hotels

If you're looking for a great (and cheap!) hotel in Chesapeake, CheapTickets is the best place to find them. We offer deals on the best 598 hotels throughout Chesapeake. No matter what you're looking for, we have options for you.

Grab great rates on the 367 affordable 3-star hotels that are easy on the wallet without sacrificing comfort. Looking for more luxury? Try one of the 24, 4-star hotel accommodations in Chesapeake. No matter your budget needs, we've pulled out all the stops to make sure you have plenty of vacation options.

Maybe you prefer to search for your hotel deals based on what each hotel offers? For example, let's say you just want to find a hotel or resort that has a pool to cool off in after a long day exploring Chesapeake. Scroll down to choose from the 202 hotels in Chesapeake that has a pool for guests. Or search for deals on Chesapeake hotels offering free wifi or breakfast, non-smoking rooms, and more!

CheapTickets is here to be your personal travel agent for your next trip to Chesapeake. Get booking today!

What hotels in Chesapeake offer free wifi access?

Book one of our Chesapeake hotels that offer free wifi below. Exploring Chesapeake can be tiring, and sometimes after a long day the best thing you can do is hide away in your hotel room and binge-watch your favorite show. Our hotels in Chesapeake with free wifi access are perfect for every type of traveler. Some of the most popular are below:

Are there deals on Chesapeake hotels offering free breakfast?

Yes! The only thing better than finding a great deal on a cheap hotel in Chesapeake is finding one that offers free breakfast. Grab some eggs, a waffle, or some healthy oatmeal before a day full of exploring Chesapeake and all that it has to offer. Below are just some of the many hotels that offer free breakfast in Chesapeake.

What about deals on pet-friendly hotels in Chesapeake?

Chesapeake is a great place to get outside and explore with your pets in tow so don't leave your furry friends behind. Below you'll find great deals on hotels in Chesapeake that allow pets. Don't forget to bring plenty of treats!

Any good rates on Chesapeake hotels with restaurants?

Absolutely. Don't want to deal with planning our all your meals on your trip to Chesapeake? We don't blame you. Keep the hangry away by staying in one of the 57 hotels that have restaurants. With a room at one of these spots, all it takes to get a good meal is hopping in the elevator. Check out some of the most popular hotels in Chesapeake that have restaurants below.

What are the cheapest hotels in Chesapeake with pools?

What's better after a long day exploring Chesapeake then a relaxing dip in a pool? Finding the Chesapeake hotel you need for a bargain! Cool off and unwind at one of our 202 Chesapeake hotels with a pool. Browse some of the top deals on these hotels and resorts with pools in Chesapeake below, but be warned: You may not want to check out!

What hotels in Chesapeake offer parking for guests?

Once you've made your way to Chesapeake, the last thing you want to deal with is finding parking close to your hotel. Avoid the hassle of parking around the block and carrying your luggage all the way to the lobby by booking one of our hotels with parking. Check out deals on some of the 219 hotels in Chesapeake that offer parking for guests.

Do Chesapeake hotels offer 24-hour concierge services?

When you're on vacation, things don't always go according to plan. Travel with peace of mind when you book one of our 21 hotels in Chesapeake with 24-hour concierge service. That way you know help is always phone call or elevator ride away.

What about low rates on non-smoking hotels in Chesapeake?

If you're searching for a great deal on non-smoking hotels in Chesapeake, you've come to the right place. CheapTickets has pulled together some of the best deals on non-smoking hotel rooms throughout Chesapeake. Check out some of the most popular options below:

What are the cheapest Chesapeake 3-star hotel deals?

Our 3-star hotels bring you quality accommodations at a lower price point for the perfect, budget-friendly vacation in Chesapeake. With 367 3-star hotels throughout Chesapeake to choose from, you still have options. Browse our selection below.

  • Ocean Beach Club by Diamond Resorts. Located on the boardwalk just steps from Virginia Beach, Ocean Beach Club is a 5-minute stroll from Neptune’s Park, where music lovers can enjoy free summer concerts. Virginia Aquarium & Marine Science Center is 12 minutes by car, and Norfolk International Airport is a 25-minute drive.
  • Oceanaire by Diamond Resorts. Located in Virginia Beach, this beachfront hotel is on the boardwalk and within a 5-minute walk of Neptune's Park, Pacific Place, and Neptune Statue. Naval Aviation Monument Park and Old Coast Guard Station are also within 15 minutes.
  • Boardwalk by Diamond Resorts. Located on the famed Virginia Beach boardwalk, this 10-story hotel has ocean views and is within a mile of shopping, dining, and the pier.
  • Wyndham Virginia Beach Oceanfront. This oceanfront hotel is less than 1 mile north of the boardwalk and the Virginia Beach Convention Center.

What are the best deals on 4-Star Hotels in Chesapeake?

Chesapeake is full of hotels and it can be hard to narrow down where you really want to stay. Luckily, we've done that hard work for you be narrowing you from 598 hotels throughout Chesapeake, to the 24 4-star hotels in Chesapeake. Our 4-star hotels in Chesapeake are exactly what you need for your next family trip, romantic weekend, or solo getaway. Check out our most popular deals below.

  • Hilton Virginia Beach Oceanfront: This Virginia Beach hotel is on the beach, next to Neptune’s Park and across the street from the Shoppes at 31 Ocean. The Virginia Beach Convention Center is 1.5 miles away.
  • Founders Inn and Spa: This colonial-style resort is situated 8 miles from downtown Norfolk, 12 miles from Chesapeake Bay beaches, and 16 miles from the Virginia Beach boardwalk; Colonial Williamsburg is 50 miles away.

What are the most popular attractions in Chesapeake?

People travel to Chesapeake from all around to witness the incredible sights and attractions. With 15 sights to see during your stay, you're sure to have a busy trip in Chesapeake. Below, we've listed some of our favorites.

  • Cahoon Plantation Golf Course
  • Chesapeake Central Library
  • Chesapeake City Hall
  • Chesapeake City Park

Chesapeake hotels essential information

Accommodation
3,420 hotels
Lowest Price
$70
Highest Price
$122
Popular hotels
Aloft Chesapeake, Hampton Inn & Suites Chesapeake-Battlefield Blvd., Comfort Suites Chesapeake - Norfolk, SpringHill Suites by Marriott Chesapeake Greenbrier, Hyatt Place Chesapeake, Courtyard by Marriott Chesapeake, Comfort Inn & Suites Chesapeake - Portsmouth, Wingate by Wyndham Chesapeake, Delta Hotels by Marriott Chesapeake Norfolk, Fairfield Inn & Suites by Marriott Chesapeake Suffolk, Residence Inn by Marriott Chesapeake Greenbrier, Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

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