Summary of Fair Value of Financial Instruments (Details) - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2020	Dec. 31, 2019	Mar. 31, 2019	Dec. 31, 2018
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Restricted investment, Fair value	$ 340	$ 1,195
Financial liabilities measured at fair value:
Deferred compensation plan, Carrying value	1,150	4,729
Deferred compensation plan, Fair value	1,150	4,729
Contingent consideration	2,072	5,627
Contingent consideration, Fair value	2,072	5,627
Financial assets not measured at fair value:
Cash and cash equivalents, Carrying value	54,906	35,349	$ 39,953	$ 51,529
Cash and cash equivalents, Fair value	54,906	35,349
Restricted cash, Carrying value	20,671	17,900	12,604	$ 7,914
Restricted cash, Fair value	20,671	17,900
Accounts receivable, net, Carrying value	14,949	7,241
Accounts receivable, net, Fair value	14,949	7,241
Due from affiliates, Carrying value	121	357
Due from affiliates, Fair value	121	357
Investments in unconsolidated entities, Carrying value	3,712	3,476
Investments in unconsolidated entities, Fair value	3,712	3,476
Financial liabilities not measured at fair value:
Accounts payable and accrued expenses, Carrying value	29,550	39,160
Accounts payable and accrued expenses, Fair value	29,550	39,160
Dividends payable, Carrying value	7,875	4,725
Dividends payable, Fair value	7,875	4,725
Due to affiliates, Carrying value	1,828	1,011
Due to affiliates, Fair value	1,828	1,011
Other liabilities, Carrying value	21,071	13,868
Other liabilities, Fair value	21,071	13,868
Notes payable, Carrying value	63,124	36,810
Minimum
Financial liabilities not measured at fair value:
Notes payable, Fair value	58,277	34,705
Maximum
Financial liabilities not measured at fair value:
Notes payable, Fair value	$ 64,411	38,359
Maximum maturity period of financial assets	90 days
Ashford Trust
Financial assets not measured at fair value:
Due from related parties, Carrying value	$ 1,280	4,805
Due from related parties, Fair value	1,280	4,805
Braemar
Financial assets not measured at fair value:
Due from related parties, Carrying value	891	1,591
Due from related parties, Fair value	891	1,591
Restricted Investments
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Restricted investment	340	$ 1,195
Restricted Investments | Ashford Trust
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Restricted investment	214		0
Restricted Investments | Braemar
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Restricted investment	$ 161		$ 0