Compare Cheap Hotels in Highland Beach
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cheap Highland Beach Hotels
Historic Inns of Annapolis
58 State Circle Annapolis MD
$164 nightly
The price is $187 total per night
$187 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.61 mi from city center
With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.
Pet friendly
Free WiFi
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$76 nightly
The price is $87 total per night
$87 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.58 mi from city center
With a stay at DoubleTree by Hilton Hotel Annapolis in Annapolis, you'll be in the business district, within a 5-minute drive of U.S. Naval Academy and The Kunta Kinte Alex Haley Memorial.
Pet friendly
Parking included
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St Annapolis MD
$178 nightly
The price is $203 total per night
$203 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.33 mi from city center
With a stay at Annapolis Waterfront Hotel, Autograph Collection, you'll be centrally located in Annapolis, within a 10-minute walk of U.S. Naval Academy and William Paca House.
Pet friendly
Free WiFi
Microtel Inn & Suites by Wyndham Gambrills
2525 Evergreen Rd. Gambrills MD
$74 nightly
The price is $85 total per night
$85 total
Dec 29 - Dec 30
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.78 mi from city center
With a stay at Microtel Inn & Suites by Wyndham Gambrills in Gambrills, you'll be 8.2 mi (13.2 km) from Bowie State University and 8.3 mi (13.3 km) from Fort George G. Meade.
Breakfast included
Pet friendly
Hilton Garden Inn Annapolis Downtown
174 West Street Annapolis MD
$79 nightly
The price is $90 total per night
$90 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.73 mi from city center
With a stay at Hilton Garden Inn Annapolis Downtown, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Civil Rights Plaque.
Pet friendly
Free WiFi
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$106 nightly
The price is $121 total per night
$121 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
5.7 mi from city center
Located in Annapolis, Crowne Plaza Annapolis by IHG is a 4-minute walk from Westfield Annapolis Mall and 14 minutes by foot from Anne Arundel Medical Center.
Pool
Parking included
Graduate by Hilton Annapolis
126 West St Annapolis MD
$132 nightly
The price is $151 total per night
$151 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.72 mi from city center
With a stay at Graduate by Hilton Annapolis, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Civil Rights Plaque.
Pet friendly
Free WiFi
Comfort Inn Conference Center
4500 Crain Hwy Bowie MD
$99 nightly
The price is $112 total per night
$112 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.67 mi from city center
Located in Bowie, Comfort Inn Conference Center is connected to the convention center, a 3-minute drive from Allen Pond Park and 10 minutes from Bowie State University.
Pool
Breakfast included
The Westin Annapolis
100 Westgate Cir Annapolis MD
$154 nightly
The price is $176 total per night
$176 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.8 mi from city center
With a stay at The Westin Annapolis in Annapolis, you'll be in the historical district, within a 5-minute drive of U.S. Naval Academy and People's Brewer Hill Cemetery.
Pool
Spa
Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road Annapolis MD
$95 nightly
The price is $109 total per night
$109 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
6.18 mi from city center
With a stay at Country Inn & Suites by Radisson, Annapolis, MD in Annapolis, you'll be in a shopping district, within a 10-minute drive of U.S. Naval Academy and Annapolis Mall Shopping Center.
Pool
Hot Tub
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
$91 nightly
The price is $104 total per night
$104 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.47 mi from city center
With a stay at Sonesta ES Suites Annapolis in Edgewater, you'll be in the historical district, within a 10-minute drive of U.S. Naval Academy and Annapolis Harbour Center.
Pool
Breakfast included
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
$138 nightly
The price is $151 total per night
$151 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
16.98 mi from city center
When you stay at Rod 'N' Reel Resort in Chesapeake Beach, you'll be on the waterfront, just steps from Chesapeake Beach Railway Museum and 3 minutes by foot from Rod n Reel Charter Fishing.
Pool
Spa
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.
Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.
Highland Beach hotels essential information
Accommodation | 1,204 hotels |
|---|---|
Lowest Price | $85 |
Highest Price | $203 |
Popular hotels | Historic Inns of Annapolis, DoubleTree by Hilton Hotel Annapolis, Annapolis Waterfront Hotel, Autograph Collection, Microtel Inn & Suites by Wyndham Gambrills, Hilton Garden Inn Annapolis Downtown, Crowne Plaza Annapolis by IHG, Graduate by Hilton Annapolis, Comfort Inn Conference Center, The Westin Annapolis, Country Inn & Suites by Radisson, Annapolis, MD, Sonesta ES Suites Annapolis, Rod 'N' Reel Resort |
Most Recent Highland Beach Hotel Reviews
DoubleTree by Hilton Hotel Annapolis
5 out of 5
Posted 15 hours ago
CheapTickets Verified Review
"Yes it was"
A verified traveler stayed at DoubleTree by Hilton Hotel Annapolis
- Annapolis Hotels
- St. Michaels Hotels
- Upper Marlboro Hotels
- Bowie Hotels
- Lanham Hotels
- Chesapeake Beach Hotels
- Grasonville Hotels
- Kent Island Hotels
- Eastern Shore Hotels
- North Beach Hotels
- Edgewater Hotels
- Odenton Hotels
- Gambrills Hotels
- Crofton Hotels
- Tilghman Hotels
- Arnold Hotels
- Centreville Hotels
- Chester Hotels
- Mid-Atlantic Hotels
Top Picks
Hotels
- Cheap Hotels in Kwekwe
- Cheap Hotels in Marco Island
- Cheap Hotels in National Harbor
- Hotels around Canada's Wonderland
- Hotels near St. Paul Downtown
- Cheap Hotels in Sadiqabad
- Hotels around Oak Mountain State Park
- Hotels around Seawoods Grand Central
- Cheap Hotels in Mbita
- Cheap Hotels in St. Augustine
- Cheap Hotels in Nantucket
- Cheap Hotels in Saugerties
- LaQuintaInnSuites Hotels in Gilbert
- Cheap Hotels in Thirukadaiyur
- Cheap Hotels in Todd Mission
- The Westin Savannah Harbor Golf Resort & Spa
- Hotels around Round Rock Premium Outlets
- 5 Star Hotels in Inopacan
- Cheap Hotels in Pocono Mountains
Flights
