A crowd of people at an indoor event with blue lighting and hanging decorations.

Find Romantic Hotels in Western Shore of Maryland, MD

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Western Shore of Maryland Romantic Hotels

Tonight
12 Sept - 13 Sept
Tomorrow
13 Sept - 14 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

Our top choices for Western Shore of Maryland romantic hotels

1. * Private Suite Full of Style & Comfort *

* Private Suite Full of Style & Comfort *
Lutherville-Timonium
United States
Tonya R.
£131
includes taxes & fees
21 Sept - 22 Sept
* Private Suite Full of Style & Comfort *

2. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
United States
Tammy
£166
includes taxes & fees
21 Sept - 22 Sept
Cozy Fells Point Gem / In The Heart of Fells Point

3. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
United States
Buu T.
£488
includes taxes & fees
14 Sept - 15 Sept
Chesapeake Cottages- 2 Quaint Waterfront Retreats

4. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
United States
Nancy N.
£318
includes taxes & fees
16 Sept - 17 Sept
Cozy 2br home w/ parking in downtown Annapolis

5. Capitol Hill 2 Bedroom, 6ppl, Patio, Free Parking, near Capitol, Eastern Market

Capitol Hill 2 Bedroom, 6ppl, Patio, Free Parking, near Capitol, Eastern Market
Capitol Hill
United States
Heather G.
£303
includes taxes & fees
13 Sept - 14 Sept
Capitol Hill 2 Bedroom, 6ppl, Patio, Free Parking, near Capitol, Eastern Market

6. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
United States
Lance W.
£219
includes taxes & fees
13 Sept - 14 Sept
Private 3 room Queen Suite w/Kitchenette

7. 5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
United States
Teresa M.
£383
includes taxes & fees
16 Sept - 17 Sept
5-bedroom vacation home 5 minutes from historic Charlestown

8. Stay by MD's Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stay by MD's Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Stevensville
United States
David R.
£1,008
includes taxes & fees
16 Sept - 17 Sept
Stay by MD's Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

9. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
United States
barbara s.
£970
includes taxes & fees
14 Sept - 15 Sept
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

10. Easy Travel to DC | Full Kitchen, Pool & Spa | Downtown Bethesda

Easy Travel to DC | Full Kitchen, Pool & Spa | Downtown Bethesda
Bethesda Downtown
£203
includes taxes & fees
24 Sept - 25 Sept
Easy Travel to DC | Full Kitchen, Pool & Spa | Downtown Bethesda
View all properties

Find out more about Western Shore of Maryland

Western Shore of Maryland attractions for couples

The Western Shore of Maryland offers a blend of rich history and natural beauty, making it a captivating choice for discerning travellers. Begin your adventure at the historic town of Annapolis, where you can stroll along the charming streets lined with historic architecture, visit the renowned U.S. Naval Academy, and enjoy waterfront dining with stunning views of the Chesapeake Bay. Just a short drive away, the serene landscapes of Sandy Point State Park beckon with opportunities for hiking, picnicking, and beach outings, perfect for families looking to unwind. For a taste of the region's maritime heritage, the Calvert Marine Museum in Solomons showcases fascinating exhibits on local marine life and offers boat tours that provide a unique perspective of the Patuxent River. Wine enthusiasts will relish a visit to the nearby Patuxent Wine Trail, where they can sample exquisite local vintages and engage in vineyard tours. For accommodation, the waterfront hotels in Annapolis offer a luxurious stay, complete with attentive service and convenient access to the area's attractions, making it easy to explore and relax in equal measure. Whether you’re watching the sunset over the bay or indulging in a gourmet meal at a local restaurant, the Western Shore promises a memorable experience for the whole family.

Top Western Shore of Maryland Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Coffee not available very early and really no amenities at the Maryland inn - if it really only offers basic coffee in the lobby - it should be earlier"
Nicholas 2-night trip
Posted less than an hour ago
Historic Inns of Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Wanted some place nice, clean, and low key to take my 90 year young mom and it checked all the boxes. It was about 2hr drive from where she lives in DE. Having at least 4 - 5 places on site to get food was great. CVS, McDonalds, a supermarket was short distance to walk. Room was spacious, modern & clean. Her only complaint was the Casino.. it's no Atlantic City, but she was there for 2 evenings. I would return again if I just want R&R."
Pamela 4-night trip
Posted 3 hours ago
Rod 'N' Reel Resort
The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore

10/10 Excellent
"Very helpful with everything. There was a parking issue, but they were able to resolve to my satisfaction. Great hotel"
anthony 1-night trip
Posted 4 hours ago
The Royal Sonesta Harbor Court Baltimore
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great stay- Go Navy Beat Army!"
Heather 2-night trip
Posted 17 hours ago
Graduate by Hilton Annapolis
Aloft by Marriott BWI Baltimore Washington International Airport

Aloft by Marriott BWI Baltimore Washington International Airport

8/10 Good
"Standard airport hotel the bathroom toilet paper holder was loose on the wall that’s it. Airport shuttle driver was very nice."
Jailyn 2-night trip
Posted 19 hours ago
Aloft by Marriott BWI Baltimore Washington International Airport
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"All good."
Rod 1-night trip
Posted 1 day ago
Crowne Plaza Annapolis by IHG

Explore a world of travel with Expedia