Photo by Ronanne Vinson

Find Romantic Hotels in Chesapeake Beach, MD

Start date: Check-in selected.
To Date
End date: Check-out

    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 Beach Romantic Hotels

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Top Chesapeake Beach Romantic Hotels

Balcony
Rod 'N' Reel Resort
Rod 'N' Reel Resort
4.0 star property
8.4 out of 10, Very Good, (1002)
"Our stay was great! No complaints at all."
United States
Diane
The price is AED 335
AED 445 total
includes taxes & fees
5 Nov - 6 Nov
Rod 'N' Reel Resort
Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (368)
"Beautiful place to stay."
United States
Ellen
The price is AED 1,484
AED 1,796 total
includes taxes & fees
17 Nov - 18 Nov
Inn at Perry Cabin
Outdoor banquet area
The Tilghman Island Inn
The Tilghman Island Inn
3.5 star property
9.6 out of 10, Exceptional, (116)
"Great staff and food!"
United States
Natalie
The price is AED 735
AED 808 total
includes taxes & fees
2 Nov - 3 Nov
The Tilghman Island Inn
Beach nearby
Inn at Horn Point
Inn at Horn Point
3.0 star property
9.6 out of 10, Exceptional, (21)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
United States
Andrew
The price is AED 1,244
AED 1,419 total
includes taxes & fees
27 Oct - 28 Oct
Inn at Horn Point
Horseback riding
The Inn at Tacaro Estate
The Inn at Tacaro Estate
5.0 star property
9.2 out of 10, Wonderful, (10)
"Amazing hospitality "
United States
Gary
The Inn at Tacaro Estate
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.
View all properties

Top Chesapeake Beach Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Room was very clean and comfortable. "
Maureen 2-night trip
Posted 6 days ago
Sonesta ES Suites Annapolis

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Chesapeake Beach?
If you and your partner need a romantic escape, we'd like to help you plan for it. Our guests also enjoy Chesapeake Beach for its restaurants and beaches. If you'd like to explore some of the area's notable sights, you might make a stop by Chesapeake Beach Water Park, Chesapeake Beach Railway Museum, or Rod n Reel Charter Fishing. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Chesapeake Beach?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Chesapeake Beach: The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesapeake Beach is 52 inches.
What is there to do in Chesapeake Beach?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Chesapeake Beach has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Chesapeake Beach for its restaurants. A visit to Chesapeake Beach Water Park, Chesapeake Beach Railway Museum, or Rod n Reel Charter Fishing might be just the ticket when you're checking out the sights.
What's the best way to get to Chesapeake Beach and around town during my romantic getaway?
These transportation options in Chesapeake Beach might help your romantic trip go off without a hitch: Make your way to Chesapeake Beach with a flight to Easton, MD (ESN-Easton - Newnam), which is the closest major airport located 26.5 mi (42.7 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.