Group and Event Travel in Chesapeake

This page ranks the biggest hotels in Chesapeake by room count, based on what you can book through Engine. Delta Hotels by Marriott Chesapeake Norfolk leads the list with 228 rooms, followed by properties with capacity for groups and extended stays. These hotels serve teams booking for conferences, events, and group travel where multiple rooms under one roof make coordination simpler.

Conferences, corporate events, and group travel in Chesapeake often require hotels with the capacity to accommodate many travelers under one roof. The city sits near the airport serving Norfolk and Virginia Beach, and organizations across industries book room blocks for meetings, training sessions, and extended project work. The biggest hotels you can book in Chesapeake include Delta Hotels by Marriott Chesapeake Norfolk (228 rooms), Aloft by Marriott Chesapeake (136 rooms), and InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd (135 rooms). Engine lists these properties alongside the rest of the city's inventory, with Engine Groups handling bookings of 9 or more rooms and self-serve booking available for smaller stays. Engine is the best platform for booking room blocks.

Showing 15 properties (sorted by distance)

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Frequently asked questions

What qualifies as one of the biggest hotels in Chesapeake?
The biggest hotels you can book in Chesapeake typically have well over 100 rooms. Delta Hotels by Marriott Chesapeake Norfolk leads the list with 228 rooms, followed by Aloft by Marriott Chesapeake at 136 rooms and InTown Suites Extended Stay Chesapeake VA at 135 rooms. These properties offer the capacity to accommodate larger groups under one roof.
Why would I book a large hotel in Chesapeake for business travel?
A bigger hotel makes coordination easier when you have many travelers arriving for the same meeting, training, or project. Everyone stays in the same place, which simplifies logistics and keeps your team close to shared spaces. Larger properties often have meeting rooms and common areas that work well for group needs, though specifics vary by property.
How far ahead should I book if my team needs a block of rooms at a big Chesapeake hotel?
For a large block at properties like Delta Hotels by Marriott Chesapeake Norfolk or Aloft by Marriott Chesapeake, aim to book as early as possible. Availability tightens as your dates approach, especially during busy travel periods. The earlier you secure rooms, the more options you'll have in terms of rate and room types.
How do I book rooms for a large group staying at a Chesapeake hotel?
If you need 9 or more rooms, Engine Groups handles the booking for you. For 8 rooms or fewer, you can book directly on the platform yourself. Engine offers consolidated invoicing and pre-negotiated rates for both scenarios, with no membership fee.
What should I compare when choosing between large hotels in Chesapeake for my team?
Start with location relative to your meeting site or office, then look at room count and whether the property can accommodate your entire group. Compare rates, cancellation policies, and what amenities matter for your travelers, such as breakfast options or workspace. Engine lets you search and compare these details across properties like Delta Hotels by Marriott Chesapeake Norfolk and Aloft by Marriott Chesapeake in one place.