When are hotels in Oakland (MD) most expensive?

In Oakland (MD), the most expensive of the 66 nights measured from 13 November 2026 to 4 February 2027 is the night of Thursday 26 November 2026: a median asking price of $436 across 57 places, +35% against other Monday-to-Thursday nights within 7 days (latest scan 7 November 2026). Those 8 nights had a median of $324. Thanksgiving Day falls on that night. Nights read on 7 November 2026.

Measured by Bed&Market (bedandmarket.com) from 93 places checked, read 7 November 2026 17:57 UTC.

Updated

The 10 most expensive nights

In Oakland (MD), the 10 most expensive of the 66 measured nights ask a median of $354 to $436; Friday and Saturday nights make up 2 of the 10.

NightMedian asking pricePlaces with a priceNearby nights of its kind: median (nights)DifferenceNo price (sold out or closed)Event or holiday that night
Thursday 26 November 2026$43657$324 (8)+35%4 of 61 (7%)Thanksgiving Day
Wednesday 25 November 2026$41366$324 (8)+27%4 of 70 (6%)
Friday 27 November 2026$41339$333 (5)+24%4 of 43 (9%)
Sunday 3 January 2027$40984——4 of 88 (5%)
Sunday 17 January 2027$40979——4 of 83 (5%)
Thursday 24 December 2026$38980$357 (4)+9%4 of 84 (5%)
Tuesday 22 December 2026$36386$354 (6)+2%4 of 90 (4%)
Friday 25 December 2026$35838$343 (3)+5%4 of 42 (10%)Christmas Day
Monday 21 December 2026$35784$322 (7)+11%4 of 88 (5%)
Wednesday 23 December 2026$35484$357 (5)-1%4 of 88 (5%)

Nearby nights of its kind: the other measured nights of the same kind (Monday to Thursday, or Friday to Sunday) within 7 days either side; a dash where fewer than 3 were measured. Each night links to the places and prices read for it.

How far above an ordinary night

In Oakland (MD), 3 of the 61 compared nights asked 15% or more above nearby nights of their kind; the largest difference was +35%, on Thursday 26 November 2026.

Difference against nearby nights of its kindNightsShare of measured nights
+30% or more12%
+15% to +29%23%
0% to +14%4467%
Below 0%1421%
Not compared58%

Not compared: fewer than 3 measured nights of the same kind within 7 days, or a difference above +150%, which reads as a broken scan rather than a market. Nights priced more than 3 times above or below the window's middle are already left out of the window.

The most expensive weekends (Friday + Saturday)

In Oakland (MD), the most expensive weekend measured is Friday 18 December 2026 and Saturday 19 December 2026: medians of $333 and $343, $675 summed.

FridaySaturdayFriday medianSaturday medianSum of the two medians
18 December 202619 December 2026$333$343$675
13 November 202614 November 2026$334$341$675
20 November 202621 November 2026$333$333$665
4 December 20265 December 2026$333$333$665

A weekend is listed only when both its Friday and its Saturday night were measured; the sum adds two medians and is not the price of any one stay.

Stretches of high prices

In Oakland (MD), the longest run of consecutive nights each 15% or more above nearby nights of its kind goes from 25 November 2026 to 27 November 2026 (3 nights), peaking at $436 on Thursday 26 November 2026.

FromToNightsHighest medianLargest difference
25 November 202627 November 20263$436+35%

A run needs at least two consecutive measured nights; a night not measured or not compared ends it.

Events and holidays on measured nights

In Oakland (MD), published events and holidays on measured nights: 3; the one furthest above nearby nights of its kind was the night of Thursday 26 November 2026 (Thanksgiving Day): +35%, a median of $436.

NightEvent or holidayMedian asking priceDifferenceRank among the 66 nights
Thursday 26 November 2026Thanksgiving Day$436+35%1 of 66
Friday 25 December 2026Christmas Day$358+5%8 of 66
Monday 18 January 2027Martin Luther King Jr. Day$348+2%12 of 66

An event or holiday is listed only where its night was measured and compared; an event found automatically also needs a source and a difference of at least +15%. The difference belongs to the night: it says what that night asked, not why.

The most expensive night of each month

In Oakland (MD), the window covers 4 months; the highest monthly peak is $436 on Thursday 26 November 2026.

MonthMost expensive nightMedian asking priceDifferenceNights measured that month
November 2026Thursday 26 November 2026$436+35%17
December 2026Thursday 24 December 2026$389+9%24
January 2027Sunday 3 January 2027$409—21
February 2027Monday 1 February 2027$3400%4

Only the nights inside the measured window count; a linked month has its own page with every night.

What was measured

Nights measured in Oakland (MD): 66, from 13 November 2026 to 4 February 2027; each with at least 30 places showing a price.

  • Up to 93 places checked per night; a place with no price that night (sold out or closed) is counted but carries no price.
  • Prices in USD, as shown on the day each night was read; nights read on 7 November 2026.
  • Nearby nights of its kind: the median of the other measured nights of the same kind (Monday to Thursday, or Friday to Sunday) within 7 days either side, where at least 3 were measured.
  • Left out as broken reads: nights priced more than 3 times above or below the window's middle, and differences above +150%.
  • Asking prices seen while searching for one night: not prices paid, and not a forecast.

Source: asking prices for one night, read from public search results on the scan date; not prices paid, and not a forecast. How we measure →

More questions about this town

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