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Search Romantic Hotels in Chesapeake Beach

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Check availability on Chesapeake Beach Romantic Hotels

Our top choices for Chesapeake Beach romantic hotels

Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is ₹9,558
₹12,407 total
includes taxes & fees
11 Jan - 12 Jan 2026
Rod 'N' Reel Resort
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (120)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ₹17,977
₹19,774 total
includes taxes & fees
14 Dec - 15 Dec
The Tilghman Island Inn
Breakfast, lunch, dinner served; sea views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (371)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is ₹42,227
₹51,095 total
includes taxes & fees
14 Dec - 15 Dec
Inn at Perry Cabin
Horse riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (11)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
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.
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Top Chesapeake Beach Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"This is by far the best hotel we have stayed in! It was convenient in many ways, plus the breakfast was a great start to the day! We will be coming back again, thank you! "
Enil 14-night trip
Posted 10 days ago
Sonesta ES Suites Annapolis

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Frequently asked questions

Searching for romantic hotels in Chesapeake Beach?
If you and your partner need a romantic escape, we've got just the ticket. 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 neighbourhood and proximity to top sights, so you and your partner will get 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, take a look at these details about year-round temperatures in Chesapeake Beach: The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Chesapeake Beach is 1331 mm.
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 getaway 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 centre. If you'd like to explore around the area, consider renting a car to explore more sights.