Top Hotels in Chesapeake VA for an Unforgettable Stay

We checked thousands of reviews on and to find the best hotels for your stay
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Adam Wilhelmsen

Updated: 11 January 2024 · 4 min

Nestled in the lively heart of Virginia, Chesapeake is a city that boasts a unique blend of historical charm and modern luxury, making it an ideal destination for travelers seeking both relaxation and adventure. The city's rich tapestry of cultures, scenic landscapes, and vibrant local scene provides an unforgettable backdrop for those looking to explore the beauty of the East Coast. With a wide selection of hotels in Chesapeake VA, ranging from luxurious accommodations to budget-friendly options, finding the perfect place to stay is an essential part of planning your visit to this captivating area.

Choosing the right hotel in Chesapeake can significantly enhance your travel experience, offering not just a place to rest, but also access to the city's numerous attractions, dining options, and entertainment venues. Hotels in Chesapeake VA cater to a diverse array of preferences and budgets, ensuring that every traveler finds a comfortable and convenient base for their adventures. Whether you prefer a hotel that is close to nature trails for a morning jog or one that is situated in the bustling city center, Chesapeake has an array of options to meet your needs.

In addition to comfort and location, many hotels in Chesapeake VA boast amenities that can make your stay even more enjoyable, such as swimming pools, fitness centers, and on-site dining options. These features not only provide convenience but also enhance your travel experience, allowing you to fully relax and rejuvenate during your stay. With our insights and recommendations on the best hotels in Chesapeake VA, you're well on your way to discovering the perfect accommodation that will serve as your home away from home while exploring this charming city.
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Our Top 7

(Sorted by rating & number of reviews)

1. Residence Inn By Marriott Chesapeake Greenbrier
2. Staybridge Suites Chesapeake-Virginia Beach, An Ihg Hotel
3. Aloft Chesapeake Hotel
4. Red Roof Inn Chesapeake Conference Center
5. Hilton Garden Inn Chesapeake Greenbrier
6. Extended Stay America Suites - Chesapeake - Greenbrier Circle
7. Sleep Inn & Suites Chesapeake - Portsmouth

Budget-Friendly Hotels in Chesapeake VA

Check Availability

Chesapeake
Nov 20, 2025 - Nov 21, 2025

Residence Inn By Marriott Chesapeake Greenbrier

8.3

Good

(158 Reviews)

+ 97 photos
The Residence Inn by Marriott Chesapeake Greenbrier is perfect for pet owners seeking extended stays with their pets. Offering spacious studio, one-bedroom, and two-bedroom suites with fully equipped kitchens, this hotel ensures that both you and your pets feel at home. The hotel has a pet policy that welcomes up to two pets per room and offers ample space for pets to enjoy both indoors and outdoors. Additionally, the nearby Oak Grove Lake Park provides a beautiful setting for walking and playing with your pet. The hotel also offers a free breakfast, making it easier to feed the whole family before starting the day.
Address: 1500 Crossways Blvd.
Rating: Good 8.3 (158 Reviews)
Rooms: 121
Price: From 93$

Staybridge Suites Chesapeake-Virginia Beach, An Ihg Hotel

8.6

Good

(296 Reviews)

+ 157 photos
Staybridge Suites offers an ideal setting for families, with spacious suite-style accommodations featuring fully-equipped kitchens, separate living areas, and comfortable sleeping arrangements. The hotel hosts evening socials on select nights, providing an opportunity for families to unwind and socialize. An indoor pool, complimentary breakfast buffet, and an outdoor courtyard with barbeque grills add to the family-friendly atmosphere. Its location provides easy access to Virginia Beach, offering families a mix of city convenience and beach fun. The attentive staff is dedicated to making your family's stay as comfortable and enjoyable as possible, solidifying Staybridge Suites' status among the top family-friendly hotels in Chesapeake VA.
Address: 709 Woodlake Drive
Rating: Good 8.6 (296 Reviews)
Rooms: 115
Price: From 189$

Family-Friendly Hotels in Chesapeake VA

When traveling with family, finding the right hotel that accommodates the needs of both adults and children is crucial. This section highlights family-friendly hotels in Chesapeake VA, offering amenities and services that cater to guests of all ages. From kid-friendly pools and recreation areas to spacious rooms and complimentary breakfasts, these hotels ensure that every member of the family has an enjoyable stay. Whether you're looking for a place that feels like a home away from home or a hotel filled with activities to keep the kids entertained, these selections promise to make your family trip to Chesapeake memorable.

Aloft Chesapeake Hotel

8.2

Good

(545 Reviews)

+ 74 photos
Aloft Chesapeake is a trendy, pet-friendly hotel that doesn't just tolerate pets but celebrates them with their ARF program. The hotel provides a special bed, bowl, and a doggie bag of woof-alicious treats and toys, all complimentary to use during your stay. The rooms are spacious, giving your pet plenty of room to stretch out, and there are plenty of green spaces nearby for walks and play. The hotel's modern design and vibrant social scene make it a fun place to stay for pet owners looking for a bit more personality in their accommodation. Located near Greenbrier Mall, Aloft offers easy access to outdoor pet-friendly dining options as well.
Address: 1454 Crossways Boulevard
Rating: Good 8.2 (545 Reviews)
Rooms: 136
Price: From 99$

Red Roof Inn Chesapeake Conference Center

6.2

Good

(476 Reviews)

+ 52 photos
Located close to the Chesapeake Conference Center, the Red Roof Inn is an excellent option for travelers attending events or conferences. This hotel prides itself on providing clean, comfortable rooms at a price point that won’t stretch your travel budget. Guests can enjoy free Wi-Fi, free parking, and access to several nearby dining options. The rooms feature contemporary furnishings and a flat-screen TV, ensuring a restful stay. For those traveling with pets, the hotel offers pet-friendly accommodations at no additional cost. The Red Roof Inn represents an ideal blend of value and comfort among the budget-friendly hotels in Chesapeake VA.
Address: 724 Woodlake Drive
Rating: Good 6.2 (476 Reviews)
Rooms: 108
Price: From 51$

Pet-Friendly Hotels in Chesapeake VA

For those traveling with furry friends, Chesapeake offers a selection of pet-friendly hotels that welcome both you and your pets with open arms. These accommodations understand the importance of your entire family's comfort, including your four-legged members. Offering amenities like pet beds, designated walking areas, and sometimes even welcome treats, these hotels ensure that your pet's stay is as comfortable as yours. Whether you're in town for a short visit or a longer stay, these pet-friendly options mean you won't have to leave your beloved pet behind.

Hilton Garden Inn Chesapeake Greenbrier

7.7

Good

(224 Reviews)

+ 71 photos
The Hilton Garden Inn Chesapeake/Greenbrier caters to families with its welcoming atmosphere and well-appointed rooms. The hotel boasts an indoor pool where children can splash around to their heart's content, and a restaurant with a dedicated kids’ menu, ensuring meal times are stress-free. Located near shopping and entertainment options, families have easy access to activities outside the hotel. Guest rooms offer ample space, and the hotel provides cribs and high chairs on request, taking the hassle out of traveling with young children. The complimentary Wi-Fi and 24-hour convenience store are bonuses that add to the comfort of your stay. For families seeking a blend of convenience, comfort, and hospitality, Hilton Garden Inn is a standout among hotels in Chesapeake VA.
Address: 1565 Crossways Boulevard
Rating: Good 7.7 (224 Reviews)
Rooms: 92
Price: From 93$

Extended Stay America Suites - Chesapeake - Greenbrier Circle

5.7

Good

(144 Reviews)

+ 76 photos
Extended Stay America - Chesapeake - Crossways Blvd specializes in providing comfortable, apartment-like accommodations at an affordable price. Ideal for longer stays, each room is equipped with a kitchenette, allowing guests to prepare their meals and save money on dining out. The location is a boon for guests, situated near shopping centers and entertainment venues, ensuring that you're never too far from what you need. The hotel offers free Wi-Fi, on-site laundry facilities, and pet-friendly rooms, making it a versatile option for all kinds of travelers. Whether you're in town for business or leisure, Extended Stay America offers the convenience and affordability that make it a standout among budget-friendly hotels in Chesapeake VA.
Address: 809 Greenbrier Circle
Rating: Good 5.7 (144 Reviews)
Rooms: 93
Price: From 63$

Sleep Inn & Suites Chesapeake - Portsmouth

6.6

Good

(519 Reviews)

+ 135 photos
The Sleep Inn & Suites Chesapeake is a testament to the fact that affordable accommodation doesn't have to skimp on comfort or essential amenities. Nestled in a convenient location, this hotel offers easy access to the Chesapeake Conference Center, Greenbrier Mall, and a plethora of dining options. Guests can start their day with a complimentary breakfast, stay connected with free Wi-Fi, and relax in rooms outfitted with modern furnishings. The hotel also features an indoor pool and a fitness center, catering to guests who like to maintain their workout routine. With friendly staff and a welcoming atmosphere, Sleep Inn & Suites stands out as a prime choice for those searching for budget-conscious hotels in Chesapeake VA.
Address: 3280 Western Branch Blvd
Rating: Good 6.6 (519 Reviews)
Rooms: 83
Price: From 71$