2 Star Hotels in Chesapeake

October 2026
2
November 2026

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Oct 2 - Oct 4
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Oct 9 - Oct 11

2 Star Hotels in Chesapeake

1. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
$84
$98 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Suites Chesapeake - Norfolk

2. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
$98
$115 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Chesapeake - Norfolk by IHG

3. Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
Greenbrier
$110
$128 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Studios Chesapeake

4. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$97
$113 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

5. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
$93
$112 total
includes taxes & fees
Nov 1 - Nov 2
TRU by Hilton Chesapeake, VA

6. Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
Western Branch North
$80
$94 total
includes taxes & fees
Nov 1 - Nov 2
Candlewood Suites Chesapeake/Suffolk by IHG

7. Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
Chesapeake
$71
$84 total
includes taxes & fees
Oct 25 - Oct 26
Sleep Inn & Suites Chesapeake - Portsmouth

8. STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE
South Norfolk
$64
$76 total
includes taxes & fees
Oct 4 - Oct 5
STUDIOS & SUITES 4 LESS CHESAPEAKE

9. Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center
Chesapeake
$71
$84 total
includes taxes & fees
Oct 5 - Oct 6
Red Roof Inn Chesapeake Conference Center

10. Bowers Hill Inn

Bowers Hill Inn
Chesapeake
$63
$75 total
includes taxes & fees
Nov 1 - Nov 2
Bowers Hill Inn

11. Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth
Chesapeake
$71
$96 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn & Suites Chesapeake - Portsmouth

12. Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
$79
$93 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Hotel & Suites Chesapeake by IHG

13. Days Inn by Wyndham Chesapeake

Days Inn by Wyndham Chesapeake
Chesapeake
$53
$63 total
includes taxes & fees
Oct 6 - Oct 7
Days Inn by Wyndham Chesapeake

14. Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake
$90
$105 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

15. American Inn Chesapeake – Portsmouth

American Inn Chesapeake – Portsmouth
Chesapeake
$64
$76 total
includes taxes & fees
Oct 31 - Nov 1
American Inn Chesapeake – Portsmouth

16. WoodSpring Suites Chesapeake - Norfolk Greenbrier

WoodSpring Suites Chesapeake - Norfolk Greenbrier
Chesapeake
$89
$104 total
includes taxes & fees
Oct 4 - Oct 5
WoodSpring Suites Chesapeake - Norfolk Greenbrier

17. Nyakio Suite

Nyakio Suite
Greenbrier
$296
$563 total
includes taxes & fees
Oct 4 - Oct 5
Nyakio Suite

18. Quality Inn Chesapeake - Greenbrier

Quality Inn Chesapeake - Greenbrier
Greenbrier
$51
$66 total
includes taxes & fees
Oct 25 - Oct 26
Quality Inn Chesapeake - Greenbrier

19. Budget Lodge

Budget Lodge
Western Branch North
$62
$77 total
includes taxes & fees
Oct 5 - Oct 6
Budget Lodge

20. Extended Stay America Select Suites - Chesapeake - Churchland Blvd.

Extended Stay America Select Suites - Chesapeake - Churchland Blvd.
Chesapeake
$78
$92 total
includes taxes & fees
Oct 15 - Oct 16
Extended Stay America Select Suites - Chesapeake - Churchland Blvd.
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Go beyond your typical stay in Chesapeake

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Villa
Villa

Top neighborhoods in Chesapeake

Greenbrier

Greenbrier offers the perfect suburban escape with all the comforts of home. Wander through the leafy Chesapeake Arboretum or hit Greenbrier Mall for some serious retail therapy. Oak Grove Lake Park provides a peaceful spot for afternoon strolls while Chesapeake City Park hosts family-friendly activities. You might catch locals enjoying bowling at Bowlero Chesapeake on weekends. Dining options center around familiar chain restaurants with comfortable, family-friendly atmospheres. Hotels cluster near shopping areas with standard amenities and reasonable rates. A car is essential for getting around this sprawling neighborhood, as public transit is limited and destinations are spread out across typical suburban distances.

Great Bridge

Great Bridge's historic waterways will captivate history buffs and outdoor enthusiasts alike. The Revolutionary War battlefield offers a fascinating glimpse into America's past, while scenic paths along the Elizabeth River provide perfect spots for afternoon strolls. Families can enjoy fishing from public piers or watching boats navigate the Intracoastal Waterway through the lock system. Local seafood restaurants serve up Chesapeake Bay specialties like fresh crab cakes and oysters. Most attractions require a car to reach, though the neighborhood's wide streets and ample parking make navigation simple. Chain hotels provide comfortable bases for exploring this quiet suburban community with its rich historical roots.

Western Branch North

Western Branch North offers a peaceful suburban escape with tree-lined streets and family-friendly vibes. Spend afternoons exploring local parks or challenge friends to a game at Bowlero Western Branch. When you need retail therapy, Chesapeake Square Mall has you covered, while Cinemark provides entertainment for movie buffs. Dining options feature casual American fare at family restaurants scattered along main roads. Most travelers choose vacation rentals in comfortable single-family homes, giving you space to spread out. A rental car is essential for getting around this residential area, as public transit is limited but parking is always plentiful.

South Norfolk

South Norfolk's well-preserved buildings transport you back to early 20th century America with its charming maritime and railroad heritage. The neighborhood invites leisurely strolls past Craftsman bungalows and Colonial Revival homes with classic wraparound porches. Between walks through tree-lined streets, check out Portlock Galleries at SoNo or enjoy the peaceful atmosphere of Crestwood Park. This quiet residential area offers authentic Southern comfort food at family-owned diners that won't break the bank. B&Bs in converted historic homes provide personalized service with full breakfast included. Getting around is easiest by car, though the historic core is perfectly walkable with ample free street parking throughout the neighborhood.

Deep Creek South

Suburban community with a rural touch, Deep Creek is connected to the historic Dismal Swamp Canal, a National Historic Civil Engineering Landmark. Located along the original U.S. Highway 17 route, it offers easy access to nearby attractions.

Top landmarks in Chesapeake

A large building with a prominent arched entrance and a green roof.

Greenbrier Mall

8.4/10 (837 reviews)
If you want to give your credit card some exercise, head out to Greenbrier Mall in Greenbrier. Why not take a stroll along the beaches and watch the sunset while you're here?
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A building with a clock tower, surrounded by pink flowers and greenery.

Chesapeake Square Mall

8.2/10 (429 reviews)
If you want to give your credit card some exercise, head out to Chesapeake Square Mall in Western Branch North.
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A modern building with a curved glass facade and a sign reading "Chesapeake Conference Center."

Chesapeake Conference Center

7.8/10 (169 reviews)
Chesapeake Conference Center is worth a visit, located 3.4 mi (5.4 km) from central Chesapeake. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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A wooden bridge over a calm river surrounded by dense forest.

Chesapeake City Park

8.2/10 (180 reviews)
Chesapeake City Park is worth a pic or two when discovering Greenbrier. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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A solitary tree in a swampy area with water around its base.

Lake Drummond

7.8/10 (12 reviews)
Lake Drummond is 15.2 mi (24.5 km) from central Chesapeake, why not stop by during your stay.
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A wooden pier extending into a calm lake, surrounded by dense trees.
Photo by Kaylee Spinhirn

Oak Grove Lake Park

7.6/10 (39 reviews)
Oak Grove Lake Park is worth a pic or two when discovering Greenbrier. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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Camelot Park

Camelot Park is worth a visit, located 3.4 mi (5.4 km) from central Chesapeake.
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Chesapeake Veterans' Memorial

8.0/10 (79 reviews)
If you're planning a bit of sightseeing head to Chesapeake Veterans' Memorial— just one of the monuments in Great Bridge. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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