A golf course, a large building complex, and a marina by a river.

Hotels with connecting rooms in Chesapeake, Virginia

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Hotels with connecting rooms

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Chesapeake hotels with connecting rooms

A modern lobby with a wooden reception desk, seating area, and a vending machine.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A hotel sign with a crescent moon logo and the name 'Comfort Suites'.
A modern dining area with wooden flooring, yellow and blue chairs, and a central island with a coffee machine.

1. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
United States
Latresa
P6,119
P7,162 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Suites Chesapeake - Norfolk
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
A modern hotel with a prominent 'aloft' sign, large glass windows, and a colorful ceiling design.

2. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
United States
Cozy
P6,204
P7,260 total
includes taxes & fees
Oct 25 - Oct 26
Aloft by Marriott Chesapeake
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
A row of stationary bikes labeled "Hotel Fitness" in a gym with large windows.
A hotel lobby with multiple seating areas, including sofas, chairs, and round tables. There are wall-mounted lamps, a television, and framed pictures on the walls.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.

3. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
United States
NATASHA
P6,770
P7,910 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
A hotel lobby with a reception desk, seating area, and dining tables.
A hotel room with a large bed, a desk, a chair, a television, and a small trash can.
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.
A hotel room with a flat-screen TV, a wooden desk, a grey sofa, and a large window with curtains.

4. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
United States
Dennis
P5,404
P6,339 total
includes taxes & fees
Oct 4 - Oct 5
Wingate by Wyndham Chesapeake
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
A modern Hyatt Place hotel with a covered entrance, a parking area, and a landscaped garden.
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A bar area with a counter, a beverage dispenser, and several bar stools.

5. Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
United States
Steven
P7,380
P8,612 total
includes taxes & fees
Oct 6 - Oct 7
Hyatt Place Chesapeake
An outdoor patio area with tables and chairs, string lights, and a canopy.
A modern hotel building with a prominent sign for Delta Hotels Marriott.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.

6. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
United States
Willie
P6,372
P7,453 total
includes taxes & fees
Oct 11 - Oct 12
Delta Hotels by Marriott Chesapeake Norfolk
A modern lounge area with seating, tables, and hanging lights.
A hotel room with two beds, a desk, a chair, and a large window offering a view of trees.
A hotel exterior with a 'tru by Hilton' sign, a parking area, and a fire lane.
A breakfast area with a counter displaying various food options, including yogurt, pancakes, and eggs. There are signs indicating the availability of these items, and a coffee machine is visible on the counter.

7. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
United States
Tewana L
P6,103
P7,269 total
includes taxes & fees
Oct 22 - Oct 23
TRU by Hilton Chesapeake, VA
A spacious lobby with a reception desk, green seating, and a large TV screen.
An indoor swimming pool with clear water, a reception desk, and a few lounge chairs.
A modern dining area with multiple tables and chairs, a large central table, and a television mounted on the wall.
A hotel with a brick facade, a flat roof, and a large entrance.

8. Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
United States
Brian
P5,254
P6,167 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express Hotel & Suites Chesapeake by IHG
A restaurant with multiple tables and chairs, a bar area with a counter and shelves of bottles, and a television mounted on the wall.
An outdoor seating area with wicker furniture and a central fire feature.
A bar area with a long counter, bar stools, a television screen, and a menu board.
A Courtyard by Marriott hotel with a modern facade, multiple balconies, and a well-lit entrance.

9. Courtyard by Marriott Chesapeake

Courtyard by Marriott Chesapeake
Greenbrier
United States
William
P7,129
P8,323 total
includes taxes & fees
Oct 11 - Oct 12
Courtyard by Marriott Chesapeake
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.
A spacious living room with a fireplace, sofas, and a flat-screen TV mounted above the fireplace.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.

10. Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
United States
Nancy
P7,881
P9,188 total
includes taxes & fees
Oct 18 - Oct 19
Staybridge Suites Chesapeake by IHG
View all properties

Top Chesapeake Hotel Reviews

Holiday Inn Va Beach-Oceanside (21st St) by IHG

Holiday Inn Va Beach-Oceanside (21st St) by IHG

10/10 Excellent
"My family stayed in VA beach for the weekend. Place was clean. Staff were friendly and helpful. Great ocean view."
Aisha 2-night trip
Posted 1 hour ago
Holiday Inn Va Beach-Oceanside (21st St) by IHG
Schooner Inn

Schooner Inn

8/10 Good
"Seems I have a love/hate relationship here. Perfect location. Great old school lodging. I would stay here again, but I would be a little more persistent about getting the crew to stop by and give it a little daily care. We didn't get any clean towels or trash service while we were there. It's a little bit tired. There was a lot of dirt and dust on floorboards and other less obvious areas. The value was really great, but it isn't a luxury beach hotel."
dianne 4-night trip
Posted 8 hours ago
Schooner Inn

Frequently asked questions

How much do hotels with connecting rooms in Chesapeake cost?
The price range for hotels with connecting rooms in Chesapeake is P6,167 to P9,188 per night. Whatever your budget, you'll find something that suits your pocket — as well as your entire crew! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Chesapeake?
Select from multiple hotels with connecting rooms in Chesapeake with a total average guest review rating of 8.3. Delta Hotels by Marriott Chesapeake Norfolk comes highly recommended if you're with a group or you simply like to spread out. This 3.5-star property also comes with a cafe and a swimming pool. Comfort Suites Chesapeake - Norfolk is another top pick with connecting rooms. It has a 2.5-star rating and conveniences such as a swimming pool and individually decorated rooms.
How many hotels with adjoining rooms are there in Chesapeake?
You'll find 18 hotels with adjoining rooms in Chesapeake. No matter if you're vacationing with the family or organizing a weekend break with friends, Expedia will help you find the best space for your entire crew.
What are the best cheap hotels with connecting rooms in Chesapeake?
With hotels with connecting rooms starting from just P6,167 per night, you may want to extend your visit to Chesapeake! One stay that's easy on your pocketbook is Comfort Suites Chesapeake - Norfolk. It comes with the layout you're looking for as well as a barbecue grill and an outdoor entertainment area. Another thrifty choice is Hampton Inn Norfolk/Chesapeake (Greenbrier Area). In addition to connecting rooms, it features free internet services and a swimming pool. Taking advantage of free attractions in Chesapeake makes your vacation budget stretch even further. Portlock Galleries at SoNo and Chesapeake City Park are must-do's. With the money you save, explore some more! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the top motels with connecting rooms in Chesapeake?
Round up your whole crew and head straight to American Inn Chesapeake – Portsmouth. This affordable motel with connecting rooms also includes front desk services and free WiFi, and is located just 11 kilometers west of the center of Chesapeake.There are lots of attractions to visit in Chesapeake when it's time to explore. Portlock Galleries at SoNo and Jillian's Billiards are a couple of great options to include in your travel plans.
Are there any family-friendly hotels with connecting rooms in Chesapeake?
Put your feet up at Delta Hotels by Marriott Chesapeake Norfolk, a 3.5-star option only a quick drive from downtown. Amenities here include a nearby zoo and housekeeping services. Another family-friendly hotel with connecting rooms is Comfort Suites Chesapeake - Norfolk. Complimentary breakfast and a nearby theme park help make this 2.5-star escape a guest favorite. Once you've checked in and unpacked your things, there's no shortage of family-friendly attractions to visit in and around Chesapeake. Jillian's Billiards and Oak Grove Lake Park promise fun for all ages.
Why book your hotel with connecting rooms in Chesapeake with Expedia?
Expedia makes it a breeze to find your dream hotel with connecting rooms in Chesapeake. Taking the kids on vacation? Use our filters to search for stays with a pool or free WiFi. If you need to stick to a budget, click on how much you want to spend and the preferred star rating of your hotel. We'll help you find the perfect stay whatever your style of travel or plans.
How can I find cheap hotels with connecting rooms in Chesapeake?
A great way to score cheap hotels with connecting rooms in Chesapeake is with Expedia's convenient filter tool. Refine your search by amenities, star rating and budget to land unbeatable deals in a few clicks.
What is there to do in Chesapeake near my hotel with connecting rooms?
Whatever you love doing, Chesapeake has plenty to keep you on the move. Portlock Galleries at SoNo, Jillian's Billiards and Chesapeake City Park are on many travelers' lists. Don't leave without exploring Oak Grove Lake Park, Chesapeake Golf Club and Cahoon Plantation Golf Course either. With Expedia's hotel deals in Chesapeake, you can see even more neat attractions like these with the cash you save.

Explore a world of travel with Expedia