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Historic Hotels in Chesapeake

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Featured Chesapeake Historic Hotels

Days Inn by Wyndham Chesapeake
Days Inn by Wyndham Chesapeake
2 out of 5
1439 Geo. Washington Hwy, Chesapeake, VA
Fully refundableReserve now, pay when you stay
Stay at this business-friendly motel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. ...
Days Inn by Wyndham Chesapeake
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
2.5 out of 5
2122 Jolliff Rd, Chesapeake, VA
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Econo Lodge Chesapeake Route 13 and I-464
Econo Lodge Chesapeake Route 13 and I-464
2 out of 5
2222 S Military Hwy, Chesapeake, VA
Fully refundableReserve now, pay when you stay
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Portlock Galleries at SoNo and Oak Grove Lake Park are ...
Econo Lodge Chesapeake Route 13 and I-464
Staybridge Suites Chesapeake, an IHG Hotel
Staybridge Suites Chesapeake, an IHG Hotel
3 out of 5
709 Woodlake Drive, Chesapeake, VA
Fully refundable
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Staybridge Suites Chesapeake, an IHG Hotel
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
2.5 out of 5
701a Woodlake Dr, Chesapeake, VA
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Delta Hotels by Marriott Chesapeake Norfolk
Delta Hotels by Marriott Chesapeake Norfolk
3.5 out of 5
725 Woodlake Dr, Chesapeake, VA
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the helpful staff and the clean rooms in ...
Delta Hotels by Marriott Chesapeake Norfolk
Red Roof Inn Chesapeake Conference Center
Red Roof Inn Chesapeake Conference Center
2 out of 5
724 Woodlake Dr, Chesapeake, VA
Fully refundableReserve now, pay when you stay
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chesapeake Conference Center and Greenbrier Mall ...
Red Roof Inn Chesapeake Conference Center
Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel
Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel
2.5 out of 5
721 Conference Center Drive, Chesapeake, VA
Fully refundable
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel
Extended Stay America Suites Chesapeake Greenbrier Circle
Extended Stay America Suites Chesapeake Greenbrier Circle
2.5 out of 5
809 Greenbrier Cir, Chesapeake, VA
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Greenbrier Mall and Waterside Festival ...
Extended Stay America Suites Chesapeake Greenbrier Circle
Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
2.5 out of 5
817 Greenbrier Circle, Chesapeake, VA
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Wingate by Wyndham Chesapeake
WoodSpring Suites Chesapeake - Norfolk Greenbrier
WoodSpring Suites Chesapeake - Norfolk Greenbrier
2.5 out of 5
1708 Sentinel Drive, Chesapeake, VA
Fully refundableReserve now, pay when you stay
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Greenbrier Mall and Waterside Festival Marketplace ...
WoodSpring Suites Chesapeake - Norfolk Greenbrier
Comfort Suites Chesapeake - Norfolk
Comfort Suites Chesapeake - Norfolk
2.5 out of 5
1550 Crossways Blvd, Chesapeake, VA
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Suites Chesapeake - Norfolk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Historic Hotels in Chesapeake

If you’re looking for your Chesapeake getaway to go down in history as the best vacay ever, you’ve got some noteworthy options to consider when it comes to where to stay. You could book a legendary or even luxury historic hotel for your trip with opulent extras. You’re probably thinking you’ll have to spend monumental money for a stately historical spot, but you may want to keep a fainting couch nearby—you’ll be shocked by what you can get for less gold bullion than you expected. Or modern cash. Whatever’s on hand.

Historically Great Spots

If you’re looking to do some R & R at one of the top historic hotels in America and don’t want to blow a stack of Benjamins while you’re at it, you’re in luck—you can stay at some of the best historic hotels in Chesapeake by booking a Hotwire Hot Rate hotel deal, even if you’re historically short on time. In fact, you could save up to 60% versus booking a listed rate two weeks earlier, so locking down that 4-star place at a 2-star price is no historic feat.

A Little Mystery in Your History

You can get way more than you bargained for when you book a Hotwire Hot Rate historic hotel deal in Chesapeake instead of just booking any old hotel for your trip. Not only can you get a deal for the history books when you reserve a Hot Rate, you can filter hotels by what matters most to you for your last-minute Chesapeake getaway, including price, amenities, and reviews.

Frequently Asked Questions About Historic Hotels

What is a historic hotel like in Chesapeake?

Looking to take in the legendary sights and sounds of the Chesapeake historic district? There’s no better way to truly immerse yourself than with a stay at one of Chesapeake’s historic inns and hotels. (And if you’re really lucky, that immersion includes a hot bath in a clawfoot tub.) Go ahead and save while you soak and book a Hotwire Hot Rate historic hotel deal.

How much is a hotel room at a historic hotel?

You may think you’ll have to pay a pretty penny for a historic last-minute hotel. Or just let history repeat itself by settling for a cheap hotel when you get to Chesapeake, 248. But thanks to Hotwire Hot Rates, you can score a fantastic historic hotel for way less cash, even at the last minute. You could be staying at the best historic hotels in Chesapeake for as low as $58. A win for the ages.

What is the difference between a historic hotel and a traditional hotel?

Historic hotels are at least 50 years old and often feature sweeping architecture and ambience. Some of the most historic hotels of the world have even been designated as historic landmarks. Staying in one of these storied spots in Chesapeake is sure to give you an extra layer of interest for your vacay tales.