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Chesapeake, VA: Hotel & Motel Planning Guide

Only hotels in Chesapeake are listed below. Search for cheap and discounted hotel and motel rates in or near Chesapeake, VA for your personal leisure or group travel. Discover the most favored Chesapeake, Virginia hotel and motel rooms. Browse the Chesapeake area hotels to find the perfect lodging! Please use the provided map of the Chesapeake hotels. Group booking? Search Chesapeake Group Hotel Rates or Book a Chesapeake Meeting

The Chesapeake center is about the area of Chesapeake Central Library and the area of Chesapeake City Hall.

Welcome to Chesapeake — Virginia's natural wonderland. Located in the center of coastal Virginia, Chesapeake boasts the best of both worlds. Along with over 20 miles of waterways and endless outdoor adventures, this midsized city also has a top-notch food and cultural scene. See what Chesapeake, Virginia, has in store for you. More from this guide...

"A nature lover's delight!"
Author: , a Hotel Planner from , reviewed on 13-Aug-2014
Score of City:
5.0 / 5

The city of Chesapeake is a nature lover's delight! If you enjoy the outdoors, take a walk, hike, or jog at Chesapeake Arboretum, 48 acres of beautiful trails and wildlife open every single day. There are also a number of parks (City Park, Oak Grove Lake, Northwest River) nearby that accommodate family functions, dog owners and even skaters. Northwest River Park is known especially for its camping services where one can enjoy fishing, hiking, boating and so much more throughout the year. Enjoy all four seasons and book at Staybridge Suites Chesapeake Va. Beach which offers great group rates, free hot breakfast buffet, a lovely indoor pool and other wonderful amenities. The Wingate by Wyndham and Courtyard by Marriott are also ideal contenders when looking to visit!

Chesapeake Hotels, Motels & Accommodations

Intown Suites Virginia Beach (Zvv) : 416 South Independence Blvd. 416 South Independence Blvd., Virginia Beach, VA 23452 Website ~9.98 miles northeast of Chesapeake
  • 2 star Suburban property
  • Check in time: 11:00 AM
Hampton Inn & Suites Chesapeake / Battlefield Blvd : 1421 Battlefield Blvd. North 1421 Battlefield Blvd. North, Chesapeake, VA 23320
  • Three Star Suburban hotel
  • Check in: 3:00
From$69
Very Good 4.5 /5Reviews Call
Hyatt Place Chesapeake / Greenbrier in Chesapeake 709 Eden Way North, Chesapeake, VA 23320
  • Midscale Downtown property
  • Hotel has 119 suites
Residence Inn by Marriott Chesapeake Greenbrier - Chesapeake
+1-888-690-5247
1500 Crossways Blvd., Chesapeake, VA 23320
  • Affordable Downtown hotel
  • 5 floors in property
Comfort Suites Chesapeake in Chesapeake 1550 Crossways Blvd., Chesapeake, VA 23320
  • 3-star Suburban hotel
  • Free breakfast
Fairfield Inn & Suites in Chesapeake 1560 Crossways Blvd., Chesapeake, VA 23320
  • 3-star Suburban hotel
  • Airport shuttle available
From$89
Very Good 4.5 /5Review Score Call
Staybridge Suites Chesapeake Va. Beach : 709 Woodlake Dr.
+1-800-997-5149
709 Woodlake Dr., Chesapeake, VA 23320
  • Three Star Suburban property
  • Fitness / Gym is on-site
Riverwalk Inn & Suites in Portsmouth
+1-888-690-5281
333 Effingham St., Portsmouth, VA 23704 ~9.54 miles north of Chesapeake
  • Low priced Downtown hotel
  • Check in time: 3:00 PM
Springhill Suites Norfolk - Norfolk
+1-800-230-4134
6350 Newtown Rd., Norfolk, VA 23502 ~9.55 miles north of Chesapeake
  • 3-star Downtown hotel
  • Free comp. breakfast
From$67
Very Good 4.5 /5Read Reviews Call
Springhill Suites by Marriott Chesapeake 1446 Crossways Blvd., Chesapeake, VA 23320
  • Three Star Suburban property
  • 132 rooms in hotel
From$99
Very Good 4.0 /5Reviews Call
Aloft Chesapeake
+1-888-690-5247
1454 Crossways Blvd., Chesapeake, VA 23320
  • Three Star Suburban property
  • Hotel has 136 rooms
Hilton Garden Inn Chesapeake / Greenbrier - Chesapeake 1565 Crossways Blvd., Chesapeake, VA 23320
  • Affordable Suburban property
  • 2 conference rooms in property
Homewood Suites by Hilton Chesapeake / Greenbrier : 1569 Crossways Blvd. 1569 Crossways Blvd., Chesapeake, VA 23320
  • 3 star Suburban property
  • 100 rooms in hotel
Courtyard by Marriott Chesapeake 1562 Crossways Blvd., Chesapeake, VA 23320
  • Affordable Downtown property
  • 3 floors in hotel
Marriott Chesapeake - Chesapeake 725 Woodlake Dr., Chesapeake, VA 23320
  • Midscale Suburban property
  • Gym is available on property
From$65
Very Good 4.0 /5Review Score Call
Hampton Inn Chesapeake in Chesapeake 701a Woodlake Dr., Chesapeake, VA 23320
  • 3-star Convention Center hotel
  • Fitness + Health Center
From$74
Very Good 4.0 /5Read Reviews Call
Wingate by Wyndham in Chesapeake 817 Greenbrier Circle, Chesapeake, VA 23320
  • 3 star Suburban hotel
  • 4 floors in hotel
The Founders Inn & Spa : 5641 Indian River Rd.
+1-888-690-5247
5641 Indian River Rd., Virginia Beach, VA 23464 ~6.80 miles north of Chesapeake
  • High end Suburban property
  • Access to gym on-site
Comfort Inn & Suites Chesapeake Va 3355 South Military Highway, Chesapeake, VA 23323
  • Cheap Beach hotel
  • Gym is available on property
Renaissance Portsmouth - Portsmouth 425 Water St., Portsmouth, VA 23704 ~9.22 miles north of Chesapeake
  • High-end Downtown property
  • 17 floors in property
Hampton Inn Norfolk Virginia Beach 5793 Greenwich Rd., Virignia Beach, VA 23462 ~9.54 miles north of Chesapeake
  • Midscale Beach hotel
  • Gym / Fitness Center Available
From$89
Very Good 4.0 /5Review Score Call
Holiday Inn Virginia Beach Norfolk Hotel & Conf Cn - Virginia Beach 5655 Greenwich Rd., Virginia Beach, VA 23462 ~9.59 miles north of Chesapeake
  • Three Star Suburban hotel
  • Fitness / Gym is on-site
Red Roof Inn - Virginia Beach
+1-800-230-4134
196 Ballard Court, Virginia Beach, VA 23462 ~9.59 miles north of Chesapeake
  • Cheap property
From$59
Very Good 4.0 /5Read Reviews Call
Marriott Norfolk Waterside in Norfolk 235 East Main St., Norfolk, VA 23510 ~9.66 miles north of Chesapeake
  • Expensive Downtown property
  • 8 suites in hotel
From$75
Very Good 4.0 /5Read Reviews Call
Courtyard by Marriott Norfolk Downtown in Norfolk 520 Plume St., Norfolk, VA 23510 ~9.67 miles north of Chesapeake
  • Affordable Downtown hotel
  • Fitness center on property
Next 25 Chesapeake Hotels >  [1 - 25 of 50]    
Next: See My Chesapeake Hotels with Pricing

When to Visit Chesapeake, Virginia

Summer is high season in Chesapeake, when temperatures climb to the upper 80s and the sun shines throughout long days packed with adventures. Since summer is such a popular season to visit, however, you'll likely pay top dollar to visit while the weather is warm.

To save on your accommodations, consider visiting during the late spring or early fall, when the weather is still great but the crowds aren't quite as large. Hotel prices tend to be remarkably low in the winter, when some outdoor attractions aren't quite as enticing but the city's cultural scene is still in full swing.

Below is a chart of the current pricing seasonality of hotels and motels in Chesapeake, VA:

seasonality of hotel rates in Chesapeake

Chesapeake by Star Rating

Below we've posted 3 graphs demonstrating mean price patterns by star rating class in Chesapeake, VA. You can use these line graphs to calculate the cheapest time to book in Chesapeake for your upcoming travels.

Luxury Hotels in Chesapeake, Virginia

4 Star Average Prices: $124.38

Stay in style and book one of these top luxury hotels when you visit Chesapeake.

Located near the Chesapeake City Park and Harbor Park, the Staybridge Suites Chesapeake is convenient to all of the city's most popular attractions. Choose a studio suite or a one-bedroom king suite, and make yourself at home in the in-room kitchens with refrigerators and microwaves. Make a splash in the indoor pool and spa tub, and don't miss the complimentary evening reception held on certain weekdays. In the morning, fill up with a complimentary breakfast.

When you stay at the Marriott Chesapeake, you'll be just a short drive to central Chesapeake, the desirable Greenbrier neighborhood, and Interstate 64. Choose from deluxe rooms or studio suites, or treat yourself to a top floor king room with a view or a Couples Getaway Package. All of the 226 rooms in this large hotel include amenities like flat-screen TVs with premium channels and complimentary Wi-Fi. With a great restaurant, a year-round indoor pool, and about 12,000 feet of event space, the Marriott Chesapeake is also ideal for a private or corporate function.

Just a few miles east of central Chesapeake, the Hilton Garden Inn Chesapeake/Greenbrier is located in the upscale Greenbrier neighborhood. When you stay at the Garden Inn, you'll be just steps away from some of the area's best shopping and dining. All 92 rooms include conveniences like flat-screen TVs and refrigerators as well as luxurious pillow-top beds. Go for a swim in the year-round indoor pool and relax in the spa tub. Enjoy a meal in the neighborhood, or stay in and dine at the hotel's on-site restaurant.

Splurge on a stay in the Chesapeake area, and book your group at the Homewood Suites by Hilton Chesapeake - Greenbrier. Located in Chesapeake's Greenbrier area, the Homewood Suites is convenient to the Chesapeake Conference Center and local shopping areas. Here you can spread out in spacious queen and king suites with sofa beds and separate living areas. You'll feel right at home in suites that include full kitchens with stovetops, refrigerators, microwaves, and coffee makers. Get in a workout in the fitness center, and check out the pool if you're visiting during the summer.

4 Star Hotel Prices in Chesapeake

Best Budget-Friendly Hotels in Chesapeake, Virginia

3 Star Average Prices: $109.51

Whether you're looking for an inexpensive family getaway, or you want to keep costs down during a longer trip, check out these top budget-friendly hotels in Chesapeake.

Located on the west side of the city, the Comfort Inn & Suites Chesapeake is convenient to Interstate 64, the Great Dismal Swamp National Wildlife Refuge, and several of the area's best outdoor attractions. The room rates here are some of the lowest you'll find in Chesapeake, but rooms include all the essentials you need, like refrigerators, LCD TVs, and complimentary Internet access. The Comfort Inn & Suites Chesapeake even has an indoor pool for year-round fun.

Situated near the Chesapeake Conference Center and the upscale Greenbrier area, the Extended Stay America Chesapeake - Crossways Boulevard offers large, fully equipped rooms at affordable prices. Plan your meals and snacks in the in-room kitchen with refrigerator and stovetop, and enjoy your favorite shows on the 32-inch flat-screen TV with cable programming. Fuel up with a complimentary continental breakfast in the morning, and dine in the outdoor picnic area in the evening.

Also located near the Chesapeake Conference Center as well as the Greenbrier Mall, the Red Roof Inn Chesapeake Conference Center is a great hotel to book for an affordable stay. Some rooms feature amenities like refrigerators and microwaves, and all include complimentary Wi-Fi and blackout curtains. With free coffee in the hotel lobby and complimentary self-parking, you won't find a better deal in the Greenbrier area.

When you stay at the Comfort Suites Chesapeake, you can bring along the whole family and still have plenty of room for everyone. Save by booking a suite with a partial room divider, or upgrade to a two-bedroom suite with a separate living room and kitchen. The rooms have everything you need, including refrigerators and microwaves, and the hotel has plenty of recreation facilities to keep you busy, including an outdoor pool and a sauna.

3 Star Hotel Prices in Chesapeake

2 Star Average Prices: $66.21

2 Star Hotel Prices in Chesapeake

Chesapeake: Real Discounts

Whether you're planning a short weekend trip or a longer getaway, you can save with additional discounts on hotel rooms in the Chesapeake area. AAA members save an average of 10 percent at the Marriott Chesapeake and the Comfort Inn & Suites Chesapeake. Senior travelers and AARP members save about 10 to 20 percent on standard room rates at the SpringHill Suites by Marriott Chesapeake Greenbrier and the Comfort Suites Chesapeake.

Best Value Options in Chesapeake, Virginia

Dig a little deeper, and you'll be sure to find the best of both worlds. These hotels have clean and comfortable rooms, plenty of amenities, and reasonable room rates.

Choose a spacious queen or king room with sofa bed at the Hyatt Place Chesapeake, or upgrade to one of the hotel's many packages, such as the Movie Package or the Romance Package. Rooms include mini refrigerators and minibars as well as 42-inch flat-screen TVs with cable programming. Relax by the hotel's indoor pool, grab a drink at the hotel lounge, or plan excursions using the hotel's Wi-Fi. The hotel offers a complimentary airport shuttle, which makes getting to and from the city a breeze.

When you stay at the Wingate by Wyndham Chesapeake, you'll be just minutes from the Chesapeake Conference Center, the Greenbrier neighborhood, and Interstate 64. All of the 100 rooms feature conveniences like microwaves and refrigerators, which make quick snacks and meals easy. Knock out some work at the in-room workspace or the 24-hour business center, or book one of the hotel's three meeting rooms for a larger business gathering. Don't forget to fill up at the complimentary breakfast each morning.

Book a king suite with a sofa bed, a queen studio with a sofa bed, or a deluxe suite, and make yourself at home at the SpringHill Suites by Marriott Chesapeake Greenbrier. No matter what you choose, you'll find everything you need in your room, from a microwave, refrigerator, and 37-inch LCD TV. If you're planning a private or corporate event, book the function rooms or the meeting space at the SpringHill Suites. This hotel is convenient to several area attractions, including Chesapeake City Park, the Chesapeake City Hall, and the Chesapeake Conference Center.

On the east side of Chesapeake, the Hampton Inn Norfolk/Chesapeake (Greenbrier Area) is convenient to several shops and restaurants in the area. Choose from a queen or a king room, and enjoy homelike amenities, including a microwave, refrigerator, and coffee maker. Go for a workout in the hotel's fitness room and cool off with a swim in the seasonal outdoor pool. Fill up with the complimentary hot and cold buffet breakfast, and get a head start on the day with a complimentary newspaper.

Can’t-Miss Attractions in Chesapeake, Virginia

Head outdoors to explore the Great Dismal Swamp Refuge, which features over 110,000 acres of forests, wetlands, and wildlife. Here you'll see bald eagles, black bears, and more than 70 species of reptiles and animals. Relax on Lake Drummond, or charter a boat and navigate through the Dismal Swamp Canal and the Intracoastal Waterway.

Get back on dry land with a stop at Northwest River Park, which has volleyball nets, a miniature golf course, and even an equestrian area. Head over to Chesapeake City Park or Great Bridge Lock Park, both of which have plenty of green space and no admission fee. The Chesapeake Arboretum and Chesapeake Planetarium are also good choices for family fun.

Delve into Chesapeake's history with a visit to historic sites like the Casemate Museum or Riddick's Folly House Museum. Make your way to the upscale Greenbrier Mall or Towne Place at Greenbrier, and shop till you drop.

Plan your visit at the height of summer or during the quiet winter season, and prepare to enjoy Chesapeake. From the outdoor attractions to the fine dining, this coastal Virginia city aims to please.

What did travelers think of the city of Chesapeake?

Below are reviews of the city of Chesapeake, VA from an actual visitor's perspective.

"Chesapeake is a Growing City"
Score 5.0 / 5

When my job moved me up here, I came to love the city so much that I refuse to go back to Memphis. Great place for family.

Wilma S., from 01-Aug-2015
"I Love Chesapeake"
Score 5.0 / 5

The perfect place for all sorts of outdoor adventures including bird watching, golfing, fishing, biking, hiking, kayaking and more!

Thelma K., from 24-May-2015
The average traveler rating of the city of Chesapeake, VA shown above is 5.0 out of 5 based on 3 reviews
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