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25 Nov - 26 Nov
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Most frequently booked hotels in Highland Beach

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
9.18 km from city centre
The price is €98 per night
€98
1 Dec - 2 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Crowne Plaza Annapolis by IHG. During your stay, you're just a quick walk from Annapolis Mall Shopping Center. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
Uima-allas
Pysäköinti sisältyy hintaan
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
5.81 km from city centre
Get rates
Historic Inns of Annapolis's great location gets high marks from our customers. During your stay, you're just a quick walk from U.S. Naval Academy. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a bar.
Lemmikkiystävällinen
Ilmainen Wi-Fi
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
8.98 km from city centre
The price is €59 per night
€59
21 Dec - 22 Dec
includes taxes & fees
Our customers tell us they can't get enough of DoubleTree by Hilton Hotel Annapolis's great location. During your stay, you'll be within walking distance of The Kunta Kinte Alex Haley Memorial. You'll find features such as free WiFi in public areas, free self-parking and a free area shuttle.
Lemmikkiystävällinen
Pysäköinti sisältyy hintaan
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
6.01 km from city centre
The price is €71 per night
€71
7 Dec - 8 Dec
includes taxes & fees
Hilton Garden Inn Annapolis Downtown's great location gets high marks from our customers. During your stay, you're just a quick walk from Annapolis Civil Rights Plaque. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
Lemmikkiystävällinen
Ilmainen Wi-Fi
Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

2 out of 5
2525 Evergreen Rd. Gambrills MD
22.19 km from city centre
The price is €79 per night
€79
21 Dec - 22 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Microtel Inn & Suites by Wyndham Gambrills. During your stay, you're just a quick walk from Regal Waugh Chapel. Features include free breakfast, free WiFi in public areas and free self-parking.
Aamiainen sisältyy hintaan
Lemmikkiystävällinen
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
8.8 km from city centre
The price is €82 per night
€82
21 Dec - 22 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Sonesta ES Suites Annapolis. During your stay, you'll be within walking distance of Annapolis Harbour Center. Features include free breakfast and free WiFi in public areas, plus a 24-hour gym.
Uima-allas
Aamiainen sisältyy hintaan
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road Annapolis MD
9.96 km from city centre
The price is €92 per night
€92
15 Dec - 16 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Country Inn & Suites by Radisson, Annapolis, MD. During your stay, you'll be within walking distance of Annapolis Mall Shopping Center. Enjoy features like free WiFi in public areas and free self-parking, plus an indoor pool. This property offers pet-friendly amenities, such as an off-lead area.
Uima-allas
Poreallas
Comfort Inn Conference Center

Comfort Inn Conference Center

2.5 out of 5
4500 Crain Hwy Bowie MD
22.02 km from city centre
The price is €97 per night
€97
22 Dec - 23 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Comfort Inn Conference Center. During your stay, you'll be connected to the convention centre and within walking distance of Allen Pond Park. You'll find features such as free WiFi in public areas and free self-parking, plus a restaurant.
Uima-allas
Aamiainen sisältyy hintaan
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
6 km from city centre
The price is €127 per night
€127
14 Dec - 15 Dec
includes taxes & fees
Graduate by Hilton Annapolis's great location gets high marks from our customers. During your stay, you're just a quick walk from Annapolis Civil Rights Plaque. You'll find features such as free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Lemmikkiystävällinen
Ilmainen Wi-Fi
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
6.12 km from city centre
The price is €151 per night
€151
19 Dec - 20 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Westin Annapolis. During your stay, you're just a quick walk from People's Brewer Hill Cemetery. You'll find features such as free WiFi in public areas, plus a full-service spa and an indoor pool.
Uima-allas
Kylpylä
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
5.36 km from city centre
The price is €145 per night
€145
18 Dec - 19 Dec
includes taxes & fees
Annapolis Waterfront Hotel, Autograph Collection's great location gets high marks from our customers. During your stay, you're just a quick walk from U.S. Naval Academy. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Lemmikkiystävällinen
Ilmainen Wi-Fi
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 out of 5
124 Womack Dr Annapolis MD
8.73 km from city centre
The price is €93 per night
€93
16 Dec - 17 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Hampton Inn & Suites Annapolis. During your stay, you'll be within walking distance of Annapolis Harbour Center. Enjoy features like free WiFi in public areas, plus a gym and a 24-hour business centre.
Uima-allas
Aamiainen sisältyy hintaan
Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

2.5 out of 5
1 Womack Dr Annapolis MD
8.45 km from city centre
The price is €71 per night
€71
7 Dec - 8 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Candlewood Suites Annapolis by IHG. During your stay, you'll be within walking distance of Annapolis Harbour Center. You'll find features such as free WiFi in public areas and free self-parking, plus a 24-hour gym.
Lemmikkiystävällinen
Pysäköinti sisältyy hintaan
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
28.71 km from city centre
The price is €106 per night
€106
2 Dec - 3 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at St Michaels Inn. During your stay, you'll be within walking distance of St. Michaels Winery. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
Uima-allas
Aamiainen sisältyy hintaan
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
27.34 km from city centre
The price is €118 per night
€118
15 Dec - 16 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Rod 'N' Reel Resort. During your stay, you're just a quick walk from Chesapeake Bay. Features include 2 restaurants, 2 bars and an indoor pool.
Uima-allas
Kylpylä
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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.

Finding Highland Beach Hotels

Highland Beach is a good place to check out, but if accommodation is hard to come by and you find yourself searching for more options, these towns that are nearby might have more of what you're looking for.

  • 15 hotels in Hillsmere Shores
  • 8 hotels in Selby-on-the-Bay
  • 563 hotels in Annapolis

Exploring Highland Beach

The city of Highland Beach has some interesting things to see and do. Popular attractions in and around Highland Beach include:

  • Northern Chesapeake Bay
  • Chesapeake Bay
  • Bay Ridge Beach
  • Maryland Quiet Waters Park
  • Annapolis Maritime Museum
  • Annapolis City Dock
  • William Paca House

When making plans for your holiday in Highland Beach, you can also use ebookers to search for a convenient flight to Fort Meade, MD (FME-Tipton) Airport. You can narrow down your search by number of stops, airline or departure time to identify one that'll work best for you.

When is the Best Time to Explore Highland Beach?

If you're curious when is the best time of year to travel to Highland Beach, you may find this information about seasonal weather useful when you are planning your trip. The warmest months in Highland Beach are typically July and August, whereas the coldest months are usually January and February. The months with the most rain are July and September, whereas November and January have the least.

Here's a rundown on how much rain you can expect and what the temperatures are going to be like:

  • From January to March, the average daytime temperature is 11°C and at night it is -1°C. Seasonal average rainfall is 272 mm.
  • If you visit between April and June, you can expect an average temp of 26°C during the day and 9°C at night. Average rainfall during this season is 322 mm.
  • The daytime average temp from July to September is 29°C and the night-time average is 19°C. Average precipitation for this season is 396 mm.
  • Between October and December, the average temp during the day is 19°C and 3°C at night. Seasonal average rain is 323 mm.
  • The annual rainfall average in Highland Beach is 1313 mm.

Highland Beach hotels essential information

Accommodation
1,204 hotels
Lowest Price
€59
Highest Price
€151
Popular hotels
Crowne Plaza Annapolis by IHG, Historic Inns of Annapolis, DoubleTree by Hilton Hotel Annapolis, Hilton Garden Inn Annapolis Downtown, Microtel Inn & Suites by Wyndham Gambrills, Sonesta ES Suites Annapolis, Country Inn & Suites by Radisson, Annapolis, MD, Comfort Inn Conference Center, Graduate by Hilton Annapolis, The Westin Annapolis, Annapolis Waterfront Hotel, Autograph Collection, Hampton Inn & Suites Annapolis, Candlewood Suites Annapolis by IHG, St Michaels Inn, Rod 'N' Reel Resort

Areas of Highland Beach

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