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Wedding Hotels in Chestertown

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Featured Chestertown Hotel Wedding Venues

Driftwood Inn
Driftwood Inn
2 out of 5
609 Washington Avenue, Chestertown, MD
Fully refundableReserve now, pay when you stay
Stay at this motel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk.
Driftwood Inn
Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
2.5 out of 5
150 Scheeler Road, Chestertown, MD
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn & Suites Chestertown
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.

Hotels with Pools in Chestertown

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
2.5 out of 5
150 Scheeler Road, Chestertown, MD
Book a stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (727 reviews)
"Was there just one night and didn't eat breakfast, but staff were wonderful and the room seemed newly renovated. Room was large and clean with coffee maker and mini-fridge."

Reviewed on Nov 15, 2024

Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
2 out of 5
160 Scheeler Rd, Chestertown, MD
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attraction ...
7.2/10 Good! (320 reviews)
Nice but no breakfast
"Comfortable room and fair price for the room size. Very clean. Bathroom was nice but had a broken wall mounted hair dryer and the bathroom door did not latch closed so it stayed open about an inch. Front desk was businesslike but not the least bit friendly. There is no breakfast or even coffee offered. ..."

Reviewed on Nov 10, 2024

Red Roof Inn & Suites Chestertown
Driftwood Inn
Driftwood Inn
2 out of 5
609 Washington Avenue, Chestertown, MD
Stay at this motel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk.
5/10 (167 reviews)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"

Reviewed on Oct 16, 2024

Driftwood Inn
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.

Hotels Wedding Venues in Chestertown

You both said “yes” and pretty soon it’ll be “I do,” but there’s a lot to get together before the big day. (I know, I know, don’t remind you!) But we can help you out with part of the planning by getting you a great deal on hotel wedding venues in Chestertown. When you book through us, you’ll have more money to spend on the things that truly matter, like monogrammed napkins and flowers—more flowers!

Here comes. . . your wedding venue

Sure, you could have your wedding party play a scavenger hunt to find the spots for the ceremony, the reception, and then their hotels. Or you could coordinate it all in the same place. Many wedding hotels provide more than just a dance floor. Need a DJ? How about some food and drink services? Set it all up separately through the hotel and vendors ahead of time and it’ll be ready to go when your party arrives.

Booking your rooms at or near the wedding venue means your crew can stumble. . . err. . . stroll to their room when the party’s over. They’ll have just what they need to rest up for the next day. There may even be honeymoon suites available, so you two can make your night even more special.

Get hitched to great savings

It’s your big day and we want to help you save so you can go all out on your honeymoon or that knife set still on your registry. Filter hotels by:

  • Price: Looking for a Chestertown wedding venue that won’t bust your budget? We have rates starting at $83

  • Amenities: Full catering? Honeymoon suite? Maybe some pool cabanas? Pick the hotel that helps your dream wedding become a reality.

  • Hotwire Hot Rate: We’ll lift the veil on the hotel name after you book. But trust us, this will be a happy marriage between a wonderful rate and a lovely hotel.

With your impending nuptials, you can check a few things off that wedding to-do list by booking a hotel in Chestertown for wedding venues. And all those savings? Hello, honeymoon!