Summary of Fair Value of Financial Instruments (Details) - USD ($) $ in Thousands	6 Months Ended
	Jun. 30, 2020	Dec. 31, 2019	Jun. 30, 2019	Dec. 31, 2018
Financial assets measured at fair value:
Restricted investment, Fair value	$ 374	$ 1,195
Financial liabilities measured at fair value:
Deferred compensation plan, Carrying value	2,026	4,729
Deferred compensation plan, Fair value	2,026	4,729
Contingent consideration	2,225	5,627
Contingent consideration, Fair value	2,225	5,627
Financial assets not measured at fair value:
Cash and cash equivalents, Carrying value	65,518	35,349	$ 40,039	$ 51,529
Cash and cash equivalents, Fair value	65,518	35,349
Restricted cash, Carrying value	37,175	17,900	$ 13,276	$ 7,914
Restricted cash, Fair value	37,175	17,900
Accounts receivable, net, Carrying value	4,331	7,241
Accounts receivable, net, Fair value	4,331	7,241
Due from affiliates, Carrying value	307	357
Due from affiliates, Fair value	307	357
Investments in unconsolidated entities, Carrying value	3,729	3,476
Investments in unconsolidated entities, Fair value	3,729	3,476
Financial liabilities not measured at fair value:
Accounts payable and accrued expenses, Carrying value	35,987	39,160
Accounts payable and accrued expenses, Fair value	35,987	39,160
Dividends payable, Carrying value	11,877	4,725
Dividends payable, Fair value	11,877	4,725
Due to affiliates, Carrying value	1,047	1,011
Due to affiliates, Fair value	1,047	1,011
Other liabilities, Carrying value	32,659	13,868
Other liabilities, Fair value	32,659	13,868
Notes payable, Carrying value	62,552	36,810
Minimum
Financial liabilities not measured at fair value:
Notes payable, Fair value	58,517	34,705
Maximum
Financial liabilities not measured at fair value:
Notes payable, Fair value	$ 64,677	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	$ 0	4,805
Due from related parties, Fair value	0	4,805
Financial liabilities not measured at fair value:
Due to related parties, Carrying value	516	0
Due to related parties, fair value	516	0
Braemar
Financial assets not measured at fair value:
Due from related parties, Carrying value	846	1,591
Due from related parties, Fair value	846	1,591
Restricted Investments
Financial assets measured at fair value:
Restricted investment	$ 374	$ 1,195