A harbor with boats docked, a pier, and a row of houses along the water.

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Check availability on Chesapeake Beach Romantic Hotels

Our top choices for Chesapeake Beach romantic hotels

1. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.8 out of 10, Excellent, (1,005 reviews)
"Place is gorgeous, clean and very welcoming."
United States
Patricia
The price is NT$4,767
NT$6,386 total
includes taxes & fees
Dec 7 - Dec 8
Rod 'N' Reel Resort

2. SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.4 out of 10, Good, (326 reviews)
"Clean bed and a hot shower was all I expected and got."
United States
Richard R
The price is NT$2,597
NT$2,883 total
includes taxes & fees
Nov 15 - Nov 16
SureStay by Best Western Prince Frederick

3. Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (780 reviews)
"The bed was very comfortable, and the room was up to date and very clean."
United States
Pamela
The price is NT$3,879
NT$4,671 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Prince Frederick by IHG

4. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (122 reviews)
"Very nice stay"
United States
Gary
The price is NT$6,214
NT$8,479 total
includes taxes & fees
Dec 1 - Dec 2
Wylder Tilghman Island

5. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
"The owners are very friendly and accommodating. Relaxing getaway"
United States
kristine
The price is NT$11,501
NT$13,112 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Tacaro Estate

6. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,003 reviews)
"Convenient to St Michael’s and inexpensive."
United States
John
The price is NT$2,592
NT$2,851 total
includes taxes & fees
Nov 17 - Nov 18
St Michaels Inn

7. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
10.0 out of 10, Exceptional, (6 reviews)
"was a very good experience the house was super cute and very clean the bed was comfy"
United States
Robert
The price is NT$5,474
NT$6,076 total
includes taxes & fees
Dec 11 - Dec 12
Historic 1825 Chesapeake Farm Stay

8. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (529 reviews)
"We’d definitely stay again. One areas for improvement-breakfast."
United States
Scott
The price is NT$6,543
NT$8,019 total
includes taxes & fees
Dec 1 - Dec 2
The Wildset
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.

Find out more about Chesapeake Beach

Chesapeake Beach attractions for couples

Chesapeake Beach, Maryland, is a charming coastal town that offers a wealth of activities and points of interest for families seeking quality experiences. Start your adventure at the Chesapeake Beach Water Park, where the kids can splash around in the wave pool and zoom down thrilling water slides while you relax in a cabana. For a taste of local history, visit the Calvert Marine Museum, where interactive exhibits and a chance to see live otters make learning exciting for all ages. Nature lovers will enjoy the beautiful hiking trails at the nearby Ward Farm Recreation and Nature Park, perfect for a family picnic amidst lush greenery. Don’t miss the chance to indulge in fresh seafood at local favorites like The Rod 'N' Reel, where you can dine with stunning views of the Chesapeake Bay. Finally, unwind at one of the town’s waterfront hotels, such as the Chesapeake Beach Resort & Spa, where spacious rooms and attentive service create a pampering retreat after a day of exploration. Here, you can rejuvenate at the spa or sip cocktails by the beach, making your family getaway both relaxing and memorable.

Find the best romantic hotels in Chesapeake Beach

For couples seeking a romantic escape in Chesapeake Beach, Maryland, these charming hotels offer perfect settings and amenities to enhance your getaway experience.

Rod 'N' Reel Resort

  • Why it's great for a couples retreat: For a romantic getaway that combines beachside charm with modern comforts, Rod 'N' Reel Resort is an excellent choice. With a guest review rating of 8.2, this resort provides a cozy ambiance perfect for couples. Guests can unwind together at the beachfront restaurant or enjoy a relaxing day by the indoor pool. The resort also features lovely partial ocean and marina views, enhancing the romantic atmosphere throughout your stay.
  • Other amenities: Additional amenities include an onsite spa for rejuvenating treatments, pool cabanas for private lounging, and evening entertainment to enjoy together. Couples can take advantage of the boat tours or nearby kayaking for a more adventurous outing. Other features such as 24-hour fitness facilities, a sauna for relaxation, and cozy fireplaces in select rooms create a perfect blend of comfort and romance, ensuring a memorable stay.
  • Nearby attractions: Chesapeake Beach Railway Museum - 0.07 miles, Rod n Reel Charter Fishing - 0.08 miles, Chesapeake Beach Water Park - 0.28 miles

Top Chesapeake Beach Hotel Reviews

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.

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